Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	42126
Common Name:	Adrenochrome
Systematic Name:	3-hydroxy-1-methyl-2,3,5,6-tetrahydro-1H-indole-5,6-dione
RefMet Name:	Adrenochrome
Synonyms:	[PubChem Synonyms]
Exact Mass:	179.0582 (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:	C9H9NO3
InChIKey:	RPHLQSHHTJORHI-UHFFFAOYSA-N
ClassyFire superclass:	Organoheterocyclic compounds [C0000002]
ClassyFire class:	Indoles and derivatives [C0000211]
ClassyFire subclass:	Indoles and derivatives [C0000211]
ClassyFire direct parent:	Aliphatic heteropolycyclic compounds
SMILES:	CN1CC(C2=CC(=O)C(=O)C=C12)O
Studies:	Available studies (via RefMet name)

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External database links:

PubChem CID:	5898
CHEBI ID:	166544
HMDB ID:	HMDB0012884
Chemspider ID:	5687

Calculated physicochemical properties (?):

Heavy Atoms:	13
Rings:	2
Aromatic Rings:	0
Rotatable Bonds:	0
van der Waals Molecular volume:	166.35 Å3 molecule-1
Toplogical Polar Sufrace Area:	57.61 Å2 molecule-1
Hydrogen Bond Donors:	1
Hydrogen Bond Acceptors:	4
logP:	-0.17
Molar Refractivity:	45.82
Fraction sp3 Carbons:	0.33
sp3 Carbons:	3

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