MiMeDB: Showing metabocard for Asperterpenoid B (MMDBc0025634)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 15:22:00 UTC

Update Date

2025-10-07 16:07:33 UTC

Metabolite ID

MMDBc0025634

Metabolite Identification

Common Name

Asperterpenoid B

Description

Asperterpenoid B is a sesterterpene, a class of chemical compounds characterized by a 25-carbon skeleton. This metabolite is synthesized through a biosynthetic pathway involving multiple enzymes in the fungus Aspergillus oryzae. The process begins with the gene cluster that includes astC, which encodes a sesterterpene cyclase responsible for the formation of preasperterpenoid A. This intermediate is then oxidized by the P450 enzyme AstB, leading to the production of asperterpenoid A and a minor product, asperterpenoid B. Additionally, asperterpenoid A undergoes further oxidation by another P450 enzyme, AstA, resulting in the formation of asperterpenoid C. The intricate enzymatic transformations highlight the complex biosynthetic pathways involved in the generation of these sesterterpenes, showcasing the enzymatic roles in the oxidation and cyclization processes critical for their structural diversity (PM...).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152117222D          

 34 38  0  0  1  0            999 V2000
    0.1820    4.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5577    4.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622    1.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5773    4.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9467    2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548    3.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384    3.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2052    2.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548    1.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0419    1.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4551    4.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7583    4.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    3.5100    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4687    2.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6815    2.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6729    3.2409    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2202    3.5566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0467    2.8627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8700    2.8096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7318    1.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5451    1.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5891    2.1762    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0225    3.7486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2357    2.0701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5405    1.2242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1862    0.7685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3621    1.1909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375    0.6550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442    3.6718    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8117    4.0542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7413    2.9170    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124    2.1232    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501    3.5197    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  7  1  0  0  0  0
 14 13  1  6  0  0  0
 15  5  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17  6  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  1  0  0  0  0
 23  3  1  1  0  0  0
 23  8  1  0  0  0  0
 23  9  1  0  0  0  0
 23 19  1  0  0  0  0
 24  4  1  6  0  0  0
 24 12  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 10  1  0  0  0  0
 25 11  1  0  0  0  0
 25 20  1  0  0  0  0
 25 22  1  6  0  0  0
 26 21  2  0  0  0  0
 27 21  1  0  0  0  0
 28 22  2  0  0  0  0
 29 22  1  0  0  0  0
 14 30  1  1  0  0  0
 17 31  1  1  0  0  0
 18 32  1  6  0  0  0
 19 33  1  6  0  0  0
 20 34  1  1  0  0  0
M  END


  Mrv1652305152117222D          

 34 38  0  0  1  0            999 V2000
    0.1820    4.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5577    4.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622    1.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5773    4.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9467    2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548    3.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384    3.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2052    2.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548    1.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0419    1.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4551    4.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7583    4.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    3.5100    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4687    2.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6815    2.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6729    3.2409    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2202    3.5566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0467    2.8627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8700    2.8096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7318    1.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5451    1.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5891    2.1762    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0225    3.7486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2357    2.0701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5405    1.2242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1862    0.7685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3621    1.1909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375    0.6550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442    3.6718    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8117    4.0542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7413    2.9170    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124    2.1232    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501    3.5197    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  7  1  0  0  0  0
 14 13  1  6  0  0  0
 15  5  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17  6  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  1  0  0  0  0
 23  3  1  1  0  0  0
 23  8  1  0  0  0  0
 23  9  1  0  0  0  0
 23 19  1  0  0  0  0
 24  4  1  6  0  0  0
 24 12  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 10  1  0  0  0  0
 25 11  1  0  0  0  0
 25 20  1  0  0  0  0
 25 22  1  6  0  0  0
 26 21  2  0  0  0  0
 27 21  1  0  0  0  0
 28 22  2  0  0  0  0
 29 22  1  0  0  0  0
 14 30  1  1  0  0  0
 17 31  1  1  0  0  0
 18 32  1  6  0  0  0
 19 33  1  6  0  0  0
 20 34  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0025634

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]12C[C@@]1(C)[C@]1([H])CCC(C(O)=O)=C1C[C@]1(CC[C@]3(C)CC[C@]([H])(C(C)C)[C@@]3([H])[C@]21[H])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O4/c1-13(2)14-7-8-23(3)9-10-25(22(28)29)11-16-15(21(26)27)5-6-17(16)24(4)12-18(24)20(25)19(14)23/h13-14,17-20H,5-12H2,1-4H3,(H,26,27)(H,28,29)/t14-,17-,18-,19+,20+,23+,24+,25+/m1/s1

> <INCHI_KEY>
VHYIXEUPLWPJOV-JZHZUCQKSA-N

> <FORMULA>
C25H36O4

> <MOLECULAR_WEIGHT>
400.559

> <EXACT_MASS>
400.261359639

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.25316163520635

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,4R,5S,11S,14S,17R,18S)-4,14-dimethyl-17-(propan-2-yl)pentacyclo[9.7.0.0^{2,4}.0^{5,9}.0^{14,18}]octadec-8-ene-8,11-dicarboxylic acid

> <ALOGPS_LOGP>
3.38

> <JCHEM_LOGP>
5.026851015999999

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.907666175537802

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.23993279245857

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
110.87989999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4R,5S,11S,14S,17R,18S)-17-isopropyl-4,14-dimethylpentacyclo[9.7.0.0^{2,4}.0^{5,9}.0^{14,18}]octadec-8-ene-8,11-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       0.340   9.137   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.908   8.415   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.116   2.877   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.678   8.137   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.234   5.304   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.316   6.541   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.445   6.017   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.383   4.479   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.782   2.682   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.319   2.583   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.678   3.537   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.583   8.115   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.416   8.035   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.999   6.552   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.342   4.049   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.872   4.510   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.856   6.050   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.144   6.639   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.954   5.344   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.491   5.245   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.833   2.590   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.751   2.437   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.100   4.062   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.642   6.997   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.173   3.864   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.342   2.285   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.814   1.435   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.276   2.223   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.803   1.223   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0       2.509   6.854   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       7.115   7.568   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.117   5.445   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.636   3.963   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.707   6.570   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5    6   15                                                       
CONECT    6    5   17                                                       
CONECT    7    8   14                                                       
CONECT    8    7   23                                                       
CONECT    9   10   23                                                       
CONECT   10    9   25                                                       
CONECT   11   16   25                                                       
CONECT   12   18   24                                                       
CONECT   13    1    2   14                                                  
CONECT   14    7   13   19   30                                             
CONECT   15    5   16   21                                                  
CONECT   16   11   15   17                                                  
CONECT   17    6   16   24   31                                             
CONECT   18   12   20   24   32                                             
CONECT   19   14   20   23   33                                             
CONECT   20   18   19   25   34                                             
CONECT   21   15   26   27                                                  
CONECT   22   25   28   29                                                  
CONECT   23    3    8    9   19                                             
CONECT   24    4   12   17   18                                             
CONECT   25   10   11   20   22                                             
CONECT   26   21                                                            
CONECT   27   21                                                            
CONECT   28   22                                                            
CONECT   29   22                                                            
CONECT   30   14                                                            
CONECT   31   17                                                            
CONECT   32   18                                                            
CONECT   33   19                                                            
CONECT   34   20                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

Synonyms

Not Available

Molecular Formula

C₂₅H₃₆O₄

Average Mass

400.559

Monoisotopic Mass

400.261359639

IUPAC Name

(1S,2R,4R,5S,11S,14S,17R,18S)-4,14-dimethyl-17-(propan-2-yl)pentacyclo[9.7.0.0^{2,4}.0^{5,9}.0^{14,18}]octadec-8-ene-8,11-dicarboxylic acid

Traditional Name

(1S,2R,4R,5S,11S,14S,17R,18S)-17-isopropyl-4,14-dimethylpentacyclo[9.7.0.0^{2,4}.0^{5,9}.0^{14,18}]octadec-8-ene-8,11-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@]12C[C@@]1(C)[C@]1([H])CCC(C(O)=O)=C1C[C@]1(CC[C@]3(C)CC[C@]([H])(C(C)C)[C@@]3([H])[C@]21[H])C(O)=O

InChI Identifier

InChI=1S/C25H36O4/c1-13(2)14-7-8-23(3)9-10-25(22(28)29)11-16-15(21(26)27)5-6-17(16)24(4)12-18(24)20(25)19(14)23/h13-14,17-20H,5-12H2,1-4H3,(H,26,27)(H,28,29)/t14-,17-,18-,19+,20+,23+,24+,25+/m1/s1

InChI Key

VHYIXEUPLWPJOV-JZHZUCQKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.38	ALOGPS
logP	5.03	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.24	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	110.88 m³·mol⁻¹	ChemAxon
Polarizability	45.25 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-23	217.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	46.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	588.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	874.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	777.7
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	434.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2945.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	94.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	339.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	731.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	443.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	190.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	238.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	17.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	252.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	565.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	532.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1748.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1472.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Asperterpenoid B_TMS_1	CC(C)[C@H]1CC[C@@]2(C)CC[C@]3(C(=O)O)CC4=C(C(=O)O[Si](C)(C)C)CC[C@H]4[C@]4(C)C[C@@H]4[C@H]3[C@H]12	standard non polar	2025-10-23	2751.45
Gas Chromatography	Asperterpenoid B_TMS_2	CC(C)[C@H]1CC[C@@]2(C)CC[C@]3(C(=O)O[Si](C)(C)C)CC4=C(C(=O)O)CC[C@H]4[C@]4(C)C[C@@H]4[C@H]3[C@H]12	standard non polar	2025-10-23	1612.4
Gas Chromatography	Asperterpenoid B_TMS_3	CC(C)[C@H]1CC[C@@]2(C)CC[C@]3(C(=O)O[Si](C)(C)C)CC4=C(C(=O)O[Si](C)(C)C)CC[C@H]4[C@]4(C)C[C@@H]4[C@H]3[C@H]12	standard non polar	2025-10-23	2111.7
Gas Chromatography	Asperterpenoid B_TMS_1	CC(C)[C@H]1CC[C@@]2(C)CC[C@]3(C(=O)O)CC4=C(C(=O)O[Si](C)(C)C)CC[C@H]4[C@]4(C)C[C@@H]4[C@H]3[C@H]12	standard polar	2025-10-23	2177.4
Gas Chromatography	Asperterpenoid B_TMS_2	CC(C)[C@H]1CC[C@@]2(C)CC[C@]3(C(=O)O[Si](C)(C)C)CC4=C(C(=O)O)CC[C@H]4[C@]4(C)C[C@@H]4[C@H]3[C@H]12	standard polar	2025-10-23	2590.38
Gas Chromatography	Asperterpenoid B_TMS_3	CC(C)[C@H]1CC[C@@]2(C)CC[C@]3(C(=O)O[Si](C)(C)C)CC4=C(C(=O)O[Si](C)(C)C)CC[C@H]4[C@]4(C)C[C@@H]4[C@H]3[C@H]12	standard polar	2025-10-23	2810.21

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	2	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146682258

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Asperterpenoid B (MMDBc0025634)

MOL for #<Metabolite:0x00007f9ad01a38e0>

3D MOL for #<Metabolite:0x00007f9ad01a38e0>

3D SDF for #<Metabolite:0x00007f9ad01a38e0>

3D-SDF for #<Metabolite:0x00007f9ad01a38e0>

PDB for #<Metabolite:0x00007f9ad01a38e0>

3D PDB for #<Metabolite:0x00007f9ad01a38e0>

SMILES for #<Metabolite:0x00007f9ad01a38e0>

INCHI for #<Metabolite:0x00007f9ad01a38e0>

Structure for #<Metabolite:0x00007f9ad01a38e0>

3D Structure for #<Metabolite:0x00007f9ad01a38e0>