MiMeDB: Showing metabocard for D-Lactic acid (MMDBc0000186)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:39:01 UTC

Update Date

2024-10-07 03:27:22 UTC

Metabolite ID

MMDBc0000186

Metabolite Identification

Common Name

D-Lactic acid

Description

Lactic acid is an organic acid. It is a chiral molecule, consisting of two optical isomers, L-lactic acid and D-lactic acid, with the L-isomer being the most common in living organisms. Lactic acid plays a role in several biochemical processes and is produced in the muscles during intense activity. D-Lactic acid is the end product of the enzyme glyoxalase II (or hydroxyacyl-glutathione hydrolase) (EC 3.1.2.6), which converts the intermediate substrate S-lactoyl-glutathione to reduced glutathione and D-lactate (OMIM: 138790 ). Lactic acid is a microbial metabolite found in Aerococcus, Bacillus, Carnobacterium, Corynebacterium, Enterococcus, Escherichia, Lactobacillus, Lactococcus, Leuconostoc, Oenococcus, Pediococcus, Rhizopus, Saccharomyces, Streptococcus, Tetragenococcus, Vagococcus and Weissella (PMID: 26287368 ; PMID: 26360870 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₃H₆O₃

Average Mass

90.0779

Monoisotopic Mass

90.031694058

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

10326-41-7

SMILES

Not Available

InChI Identifier

InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1

InChI Key

JVTAAEKCZFNVCJ-UWTATZPHSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Mitochondria

Biospecimen Locations

Bladder
Blood
Brain
Cerebrospinal Fluid (CSF)
Epidermis
Fibroblasts
Intestine
Liver
Neuron
Placenta
Platelet
Skeletal Muscle
Spleen
Testis
Urine

Tissue Locations

Bladder
Brain
Epidermis
Fibroblasts
Intestine
Liver
Neuron
Placenta
Platelet
Skeletal Muscle
Spleen
Testis

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192432	Hydroxyacylglutathione hydrolase, mitochondrial	Unknown	Q16775	Homo sapiens
MMDBp0192714	Monocarboxylate transporter 4	Transporter	O15427	Homo sapiens
MMDBp0192716	Monocarboxylate transporter 1	Transporter	P53985	Homo sapiens
MMDBp0192720	Monocarboxylate transporter 2	Transporter	O60669	Homo sapiens
MMDBp0193922	Probable D-lactate dehydrogenase, mitochondrial	Unknown	Q86WU2	Homo sapiens
MMDBp0194023	Hydroxyacylglutathione hydrolase-like protein	Unknown	Q6PII5	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0001364	S-Lactoylglutathione	Glutathione	hydroxyacylglutathione hydrolase	VMH; KEGG	30371894
MMDBr0001541	D-Lactaldehyde	D-Lactic acid	Not Available	VMH; KEGG	30371894
MMDBr0001542	D-Lactaldehyde	D-Lactic acid	aldehyde dehydrogenase 18 family, member A1	VMH	15987839 2296157 6487654
MMDBr0006926	Ferricytochrome c	Ferrocytochrome c	Not Available	VMH	30371894
MMDBr0007844	S-Lactoylglutathione	Glutathione	Not Available	VMH; KEGG	30371894
MMDBr0008505	L-Lactic acid	D-Lactic acid	Not Available	VMH	30371894
MMDBr0010262	Ferricytochrome c	Ferrocytochrome c	cytochrome b5 domain containing 1	VMH; KEGG	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Diabetes mellitus type 2	Increased	Association	Human Blood	HMDB	1456422
Schizophrenia	Increased	Association	Human Blood	HMDB	25004141
Sepsis	Increased	Association	Human Blood	HMDB	27387712

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota	Apicomplexa	2		Microbial culture
Eukaryota	Apicomplexa	1		Microbial culture
Bacteria/Eubacteria	Fibrobacteres	1		Microbial culture
Bacteria/Eubacteria	Bacteroidetes	206	Human feces; Human ; Human urine; Human stool; Human appendix biopsy; Human saliva; Human supragingival plaque; Human subgingival plaque; Human gastric fluid	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	406	Human ; Human sputum; Human subgingival plaque; Human feces; Human saliva; Human mucosa; Human stool; Human supragingival plaque; Human feces; pleural fluid plaque; bal; Goat feces; Sheep feces; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Cattle ; Chicken	Microbial culture; Metabolic reconstruction
Eukaryota	Euglenozoa	2		Microbial culture
Bacteria/Eubacteria	Firmicutes	813	Human feces; Human ; Human dental plaque; Human supragingival plaque; Human subgingival plaque; Human stool; Human urine; Human mucosa; Human saliva; Human sputum; Human vaginal fluid; Human pleural fluid plaque; Pig ; Cattle	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	106	Human ; Human urine; Human feces; Human saliva; Human mucosa; Human supragingival plaque; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human subgingival plaque	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	5	Human feces; Human	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Deferribacteres	1		Microbial culture
Bacteria/Eubacteria	Thermodesulfobacteria	3		Microbial culture
Bacteria/Eubacteria	Chloroflexi	1		Microbial culture
Bacteria/Eubacteria	Fusobacteria	47	Human mucosa; Human supragingival plaque; Human ; Human urine; Human feces; Human saliva; Human subgingival plaque; Human saliva; bal	Microbial culture; Metabolic reconstruction
Eukaryota	Parabasalia	1		Microbial culture
Eukaryota/Fungi	Ascomycota	7	Human feces; Human saliva	Microbial culture; Unknown
Bacteria	Actinobacteria	24	Human ; Human urine; Human feces; Human saliva; Human mucosa; Human supragingival plaque; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human subgingival plaque	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Firmicutes	42	Human feces; Human ; Human dental plaque; Human supragingival plaque; Human subgingival plaque; Human stool; Human urine; Human mucosa; Human saliva; Human sputum; Human vaginal fluid; Human pleural fluid plaque; Pig ; Cattle	Microbial culture; Metabolic reconstruction
Bacteria	Proteobacteria	19	Human ; Human sputum; Human subgingival plaque; Human feces; Human saliva; Human mucosa; Human stool; Human supragingival plaque; Human feces; pleural fluid plaque; bal; Goat feces; Sheep feces; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Cattle ; Chicken	Microbial culture; Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	2	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	2		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Cyanobacteria	22	Human
Bacteria/Eubacteria	Deinococcus-thermus	2
Bacteria/Eubacteria	Tenericutes	1
Bacteria/Eubacteria	Thermotogae	2
Bacteria/Eubacteria	Planctomycetes	1
Bacteria	nah	1

Exposure Sources

Source Type	Activity	Data Source	Reference
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	600				uM	Children (1-13 years old)	Male	D-Lactic Acidosis	HMDB	832430
Human Cerebrospinal fluid (csf)	Detected and Quantified	600				uM	Children (1-13 years old)	Male	D-Lactic Acidosis	HMDB	832430
Human Urine	Detected and Quantified			466.667	1933.333	umol/mmol creatinine	Children (1-13 years old)	Male	D-Lactic Acidosis	HMDB	832430
Human Blood	Detected and Quantified	11	1.2			uM	Adult (>18 years old)	Both	Normal	HMDB	1456422
Human Blood	Detected and Quantified	20	1.3			uM	Adult (>18 years old)	Both	Diabetes	HMDB	1456422
Human Blood	Detected and Quantified			3100	20200	uM	Adult (>18 years old)	Both	D-Lactic Acidosis and Short Bowel Syndrome	HMDB	9556700
Human Blood	Detected and Quantified			4000	10000	uM	Children (1-13 years old)	Male	D-Lactic Acidosis and Short Bowel Syndrome	HMDB	9556700
Human Blood	Detected and Quantified	6700				uM	Adolescent (13-18 years old)	Male	D-Lactic Acidosis and Short Bowel Syndrome	HMDB	9556700
Human Urine	Detected and Quantified	6783.6				umol/mmol creatinine	Children (1-13 years old)	Male	D-Lactic Acidosis and Short Bowel Syndrome	HMDB	9556700
Human Urine	Detected and Quantified			2190	20000	umol/mmol creatinine	Adult (>18 years old)	Both	D-Lactic Acidosis and Short Bowel Syndrome	HMDB	9556700
Human Cerebrospinal fluid (csf)	Detected and Quantified	>2300				uM	Children (1-13 years old)	Not Specified	Metabolic Disorder	HMDB	9818465
Human Urine	Detected and Quantified	8	4.6			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	14452708
Human Blood	Detected and Quantified	13.1	1.42			uM	Adult (>18 years old)	Both	Schizophrenia	HMDB	25004141
Human Blood	Detected and Quantified	7.26	0.481			uM	Adult (>18 years old)	Both	Normal	HMDB	25004141
Human Urine	Detected and Quantified	508	293			umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 165-177. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
Human Blood	Detected and Quantified	600				uM	Children (1-13 years old)	Male	D-Lactic Acidosis	HMDB	832430
Human Cerebrospinal fluid (csf)	Detected and Quantified	600				uM	Children (1-13 years old)	Male	D-Lactic Acidosis	HMDB	832430
Human Urine	Detected and Quantified			466.667	1933.333	umol/mmol creatinine	Children (1-13 years old)	Male	D-Lactic Acidosis	HMDB	832430
Human Blood	Detected and Quantified	6700				uM	Adolescent (13-18 years old)	Male	D-Lactic Acidosis and Short Bowel Syndrome	HMDB	9556700
Human Urine	Detected and Quantified	6783.6				umol/mmol creatinine	Children (1-13 years old)	Male	D-Lactic Acidosis and Short Bowel Syndrome	HMDB	9556700
Human Urine	Detected and Quantified			2190	20000	umol/mmol creatinine	Adult (>18 years old)	Both	D-Lactic Acidosis and Short Bowel Syndrome	HMDB	9556700
Human Blood	Detected and Quantified			3100	20200	uM	Adult (>18 years old)	Both	D-Lactic Acidosis and Short Bowel Syndrome	HMDB	9556700
Human Blood	Detected and Quantified			4000	10000	uM	Children (1-13 years old)	Male	D-Lactic Acidosis and Short Bowel Syndrome	HMDB	9556700
Human Blood	Detected and Quantified	20.0	1.3			uM	Adult (>18 years old)	Both	Diabetes	HMDB	1456422
Human Blood	Detected and Quantified	13.1	1.42			uM	Adult (>18 years old)	Both	Schizophrenia	HMDB	25004141
Human Blood	Detected and Quantified	4000		2400	5500	uM	Adult (>18 years old)	Both	Sepsis	HMDB	27387712
Human Blood	Detected and Quantified	11.0	1.2			uM	Adult (>18 years old)	Both	Normal	HMDB	1456422
Human Blood	Detected and Quantified	7.26	0.481			uM	Adult (>18 years old)	Both	Normal	HMDB	25004141
Human Urine	Detected and Quantified	8	4.6			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	14452708
Human Urine	Detected and Quantified	508	293			umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Bladder	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Brain	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Spleen	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Brandt RB, Siegel SA: Methylglyoxal production in human blood. Ciba Found Symp. 1978;(67):211-23. doi: 10.1002/9780470720493.ch14. [PubMed:259500 ]
McLellan AC, Phillips SA, Thornalley PJ: Fluorimetric assay of D-lactate. Anal Biochem. 1992 Oct;206(1):12-6. doi: 10.1016/s0003-2697(05)80004-1. [PubMed:1456422 ]
Pedersen M: Ciliary activity and pollution. Lung. 1990;168 Suppl:368-76. doi: 10.1007/BF02718154. [PubMed:2117139 ]
Schmid-Schonbein GW: Microlymphatics and lymph flow. Physiol Rev. 1990 Oct;70(4):987-1028. doi: 10.1152/physrev.1990.70.4.987. [PubMed:2217560 ]
Smith SM, Eng RH, Buccini F: Use of D-lactic acid measurements in the diagnosis of bacterial infections. J Infect Dis. 1986 Oct;154(4):658-64. doi: 10.1093/infdis/154.4.658. [PubMed:3528318 ]
Ellis LC, Groesbeck MD, Farr CH, Tesi RJ: Contractility of seminiferous tubules as related to sperm transport in the male. Arch Androl. 1981 Jun;6(4):283-94. doi: 10.3109/01485018108987539. [PubMed:6113819 ]
Hoijer MA, Melief MJ, van Helden-Meeuwsen CG, Eulderink F, Hazenberg MP: Detection of muramic acid in a carbohydrate fraction of human spleen. Infect Immun. 1995 May;63(5):1652-7. doi: 10.1128/iai.63.5.1652-1657.1995. [PubMed:7729869 ]
Kaneko T, Bando Y, Kurihara H, Satomi K, Nonoyama K, Matsuura N: Fecal microflora in a patient with short-bowel syndrome and identification of dominant lactobacilli. J Clin Microbiol. 1997 Dec;35(12):3181-5. doi: 10.1128/jcm.35.12.3181-3185.1997. [PubMed:9399516 ]
Solito R, Alessandrini C, Fruschelli M, Pucci AM, Gerli R: An immunological correlation between the anchoring filaments of initial lymph vessels and the neighboring elastic fibers: a unified morphofunctional concept. Lymphology. 1997 Dec;30(4):194-202. [PubMed:9476251 ]
Zhang YJ, O'Neal WK, Randell SH, Blackburn K, Moyer MB, Boucher RC, Ostrowski LE: Identification of dynein heavy chain 7 as an inner arm component of human cilia that is synthesized but not assembled in a case of primary ciliary dyskinesia. J Biol Chem. 2002 May 17;277(20):17906-15. doi: 10.1074/jbc.M200348200. Epub 2002 Mar 4. [PubMed:11877439 ]
Tanyel FC, Ulusu NN, Tezcan EF, Buyukpamukcu N: Total calcium content of sacs associated with inguinal hernia, hydrocele or undescended testis reflects differences dictated by programmed cell death. Urol Int. 2003;70(3):211-5. doi: 10.1159/000068765. [PubMed:12660459 ]
Hasegawa H, Fukushima T, Lee JA, Tsukamoto K, Moriya K, Ono Y, Imai K: Determination of serum D-lactic and L-lactic acids in normal subjects and diabetic patients by column-switching HPLC with pre-column fluorescence derivatization. Anal Bioanal Chem. 2003 Nov;377(5):886-91. doi: 10.1007/s00216-003-2108-6. Epub 2003 Jul 19. [PubMed:12879188 ]
Juturu V, Wu JC: Microbial production of lactic acid: the latest development. Crit Rev Biotechnol. 2016 Dec;36(6):967-977. doi: 10.3109/07388551.2015.1066305. Epub 2015 Aug 11. [PubMed:26287368 ]
Becker J, Lange A, Fabarius J, Wittmann C: Top value platform chemicals: bio-based production of organic acids. Curr Opin Biotechnol. 2015 Dec;36:168-75. doi: 10.1016/j.copbio.2015.08.022. Epub 2015 Sep 8. [PubMed:26360870 ]

Showing metabocard for D-Lactic acid (MMDBc0000186)

MOL for #<Metabolite:0x00007f3e12ad6bd0>

3D MOL for #<Metabolite:0x00007f3e12ad6bd0>

3D SDF for #<Metabolite:0x00007f3e12ad6bd0>

3D-SDF for #<Metabolite:0x00007f3e12ad6bd0>

PDB for #<Metabolite:0x00007f3e12ad6bd0>

3D PDB for #<Metabolite:0x00007f3e12ad6bd0>

SMILES for #<Metabolite:0x00007f3e12ad6bd0>

INCHI for #<Metabolite:0x00007f3e12ad6bd0>

Structure for #<Metabolite:0x00007f3e12ad6bd0>

3D Structure for #<Metabolite:0x00007f3e12ad6bd0>