Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	51729
Common Name:	Proanthocyanidin A2
Systematic Name:	(2R,3R,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocine-3,5,11,13,15-pentol
RefMet Name:	Proanthocyanidin A2
Synonyms:	Epicatechin-(2beta->7,4beta->8)-epicatechin [PubChem Synonyms]
Exact Mass:	576.1268 (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:	C30H24O12
InChIKey:	NSEWTSAADLNHNH-LSBOWGMISA-N
ClassyFire superclass:	Phenylpropanoids and polyketides [C0000261]
ClassyFire class:	Flavonoids [C0000334]
ClassyFire subclass:	Biflavonoids and polyflavonoids [C0001586]
ClassyFire direct parent:	Biflavonoids and polyflavonoids [C0001586]
NP-MRD NMR spectra:	View NMR spectra
SMILES:	c1cc(c(cc1[C@@H]1[C@@H](Cc2c(cc3c([C@H]4c5c(cc(cc5O[C@](c5ccc(c(c5)O)O)([C@@H]4O)O3)O)O)c2O1)O)O)O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	124025
CHEBI ID:	28472
HMDB ID:	HMDB0037655
NP-MRD ID(NMR):	NP0025689
EPA CompTox DB:	DTXCID701437291
Plant Metabolite Hub(Pmhub):	MS000016579

Calculated physicochemical properties (?):

Heavy Atoms:	42
Rings:	7
Aromatic Rings:	4
Rotatable Bonds:	2
van der Waals Molecular volume:	471.24 Å3 molecule-1
Toplogical Polar Sufrace Area:	215.97 Å2 molecule-1
Hydrogen Bond Donors:	9
Hydrogen Bond Acceptors:	12
logP:	3.37
Molar Refractivity:	142.31
Fraction sp3 Carbons:	0.20
sp3 Carbons:	6

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