MiMeDB: Showing metabocard for Indolelactic acid (MMDBc0000135)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:37:09 UTC

Update Date

2022-08-30 23:58:23 UTC

MiMeDB ID

MMDBc0000135

Metabolite Identification

Common Name

Indolelactic acid

Description

Indolelactic acid (CAS: 1821-52-9) is a tryptophan metabolite found in human plasma, serum, and urine. Tryptophan is metabolized by two major pathways in humans, either through kynurenine or via a series of indoles, and some of its metabolites are known to be biologically active. Indolelactic acid is present in various amounts, significantly higher in umbilical fetal plasma than in maternal plasma in the protein-bound form (PMID 2361979 , 1400722 , 3597614 , 11060358 , 1400722 ). Indolelactic acid is also a microbial metabolite; urinary indole-3-lactate is produced by Clostridium sporogenes (PMID: 29168502 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₁H₁₁NO₃

Average Molecular Weight

205.2099

Monoisotopic Molecular Weight

205.073893223

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

7417-65-4

SMILES

Not Available

InChI Identifier

InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)/t10-/m0/s1

InChI Key

XGILAAMKEQUXLS-JTQLQIEISA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Placenta
Prostate
Urine

Tissue Locations

Placenta
Prostate

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Data Source	Reference
MMDBr0012723	L-Tryptophan	3-(indol-3-yl)pyruvic acid	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012725	3-(indol-3-yl)pyruvic acid	Indolelactic acid	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012727	Indolelactic acid	Indoleacetic acid	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012723	L-Tryptophan	3-(indol-3-yl)pyruvic acid	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012725	3-(indol-3-yl)pyruvic acid	Indolelactic acid	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012728	Indolelactic acid	Indole-3-propionate	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012723	L-Tryptophan	3-(indol-3-yl)pyruvic acid	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012725	3-(indol-3-yl)pyruvic acid	Indolelactic acid	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012727	Indolelactic acid	Indoleacetic acid	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012723	L-Tryptophan	3-(indol-3-yl)pyruvic acid	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012725	3-(indol-3-yl)pyruvic acid	Indolelactic acid	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team
MMDBr0012728	Indolelactic acid	Indole-3-propionate	Manually annotated by MiMeDB team	Manually annotated by MiMeDB team

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Reference
Alzheimer's Disease	decreased	negatively correlated with disease severity	Association	Human plasma	33269100	details
depression	increased	stage 4-5 CKD patients	Association	Human serum	27832762	details
anxiety	increased	stage 4-5 CKD patients	Association	Human serum	27832762	details
Parkinson's disease	increased	compared to healthy controls	Association	Human urine	25271123	details
Chronic Kidney Disease	increased	dialysis patients compared to healthy controls	Association	Human plasma	26317986	details

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Firmicutes	3	Human ; Human Feces	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human	Detected and Quantified	0.9			Adult (>18 years old)	Both	Normal	HMDB	24023812	details
Human	Detected and Quantified	0.46	0.098	0.98	Adult (>18 years old)	Both	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.	details
Human	Detected and Quantified	2.8	0.5	5.0	Adult (>18 years old)	Both	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.	details
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Prostate	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Urine	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	24023812	details
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	27543620	details
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	25037050	details
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	29808030	details
Human Urine	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22827565	details
Human Urine	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	32966057	details
Human Blood	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	32966057	details

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

Morita I, Kawamoto M, Yoshida H: Difference in the concentration of tryptophan metabolites between maternal and umbilical foetal blood. J Chromatogr. 1992 May 8;576(2):334-9. doi: 10.1016/0378-4347(92)80208-8. [PubMed:1400722 ]
Morita I, Kawamoto M, Hattori M, Eguchi K, Sekiba K, Yoshida H: Determination of tryptophan and its metabolites in human plasma and serum by high-performance liquid chromatography with automated sample clean-up system. J Chromatogr. 1990 Apr 6;526(2):367-74. doi: 10.1016/s0378-4347(00)82520-7. [PubMed:2361979 ]
Artigas F, Gelpi E: Evaluation of the potential of thermospray liquid chromatography-mass spectrometry in neurochemistry. J Chromatogr. 1987 May 8;394(1):123-34. doi: 10.1016/s0021-9673(01)94166-4. [PubMed:3597614 ]
Salen G, Xu G, Tint GS, Batta AK, Shefer S: Hyperabsorption and retention of campestanol in a sitosterolemic homozygote: comparison with her mother and three control subjects. J Lipid Res. 2000 Nov;41(11):1883-9. [PubMed:11060358 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Dodd D, Spitzer MH, Van Treuren W, Merrill BD, Hryckowian AJ, Higginbottom SK, Le A, Cowan TM, Nolan GP, Fischbach MA, Sonnenburg JL: A gut bacterial pathway metabolizes aromatic amino acids into nine circulating metabolites. Nature. 2017 Nov 30;551(7682):648-652. doi: 10.1038/nature24661. Epub 2017 Nov 22. [PubMed:29168502 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Indolelactic acid (MMDBc0000135)

MOL for #<Metabolite:0x000055b76d10a3e0>

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3D PDB for #<Metabolite:0x000055b76d10a3e0>

SMILES for #<Metabolite:0x000055b76d10a3e0>

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Structure for #<Metabolite:0x000055b76d10a3e0>

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