Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	38481
Common Name:	D-Urobilinogen
Systematic Name:	3-(2-{[3-(2-carboxyethyl)-5-[(4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-2-yl]methyl}-5-[(3-ethyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-3-yl)propanoic acid
RefMet Name:	D-Urobilinogen
Synonyms:	[PubChem Synonyms]
Exact Mass:	590.3104 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C33H42N4O6
InChIKey:	KSQFFJKKJAEKTB-UHFFFAOYSA-N
ClassyFire superclass:	Organoheterocyclic compounds [C0000002]
ClassyFire class:	Tetrapyrroles and derivatives [C0001455]
ClassyFire subclass:	Bilirubins [C0001593]
ClassyFire direct parent:	Bilirubins [C0001593]
SMILES:	CCC1=C(C)C(=O)NC1Cc1c(C)c(CCC(=O)O)c(Cc2c(CCC(=O)O)c(C)c(CC3C(=C(C=C)C(=O)N3)C)[nH]2)[nH]1
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	440784
HMDB ID:	HMDB0004158
KEGG ID:	C05791
Chemspider ID:	389649
METLIN ID:	7021
EPA CompTox DB:	DTXCID50813228
Plant Metabolite Hub(Pmhub):	MS000018867

Calculated physicochemical properties (?):

Heavy Atoms:	43
Rings:	4
Aromatic Rings:	2
Rotatable Bonds:	14
van der Waals Molecular volume:	575.92 Å3 molecule-1
Toplogical Polar Sufrace Area:	164.38 Å2 molecule-1
Hydrogen Bond Donors:	6
Hydrogen Bond Acceptors:	6
logP:	4.16
Molar Refractivity:	163.82
Fraction sp3 Carbons:	0.45
sp3 Carbons:	15

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y