Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	56968
Common Name:	Pyropheophorbide a
Systematic Name:	3-[(21S,22S)-16-ethenyl-11-ethyl-4-hydroxy-12,17,21,26-tetramethyl-7,23,24,25-tetrazahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaen-22-yl]propanoic acid
RefMet Name:	Pyropheophorbide a
Synonyms:	(3S-trans)-9-ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid; 3-[(3S,4S)-14-ethyl-4,8,13,18-tetramethyl-20-oxo-9-vinylphorbin-3-yl]propanoic acid [PubChem Synonyms]
Exact Mass:	534.2631 (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:	C33H34N4O3
InChIKey:	IEGUQQKIFBYXLG-CDIXLCFRSA-N
ClassyFire superclass:	Organoheterocyclic compounds [C0000002]
ClassyFire class:	Tetrapyrroles and derivatives [C0001455]
ClassyFire subclass:	Chlorins [C0000716]
ClassyFire direct parent:	Chlorins [C0000716]
SMILES:	C=Cc1c(C)c2/C=C/[C@@H](C)[C@H](CCC(=O)O)C(=N3)C3=c4c(c(C)/c(=C/C5=N/C(=Cc1[nH]2)/C(=C5CC)C)/[nH]4)C(=O)C3
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	161456
CHEBI ID:	48398
HMDB ID:	HMDB0031150
KEGG ID:	C18064
Plant Metabolite Hub(Pmhub):	MS000251068

Calculated physicochemical properties (?):

Heavy Atoms:	40
Rings:	6
Aromatic Rings:	1
Rotatable Bonds:	5
van der Waals Molecular volume:	530.45 Å3 molecule-1
Toplogical Polar Sufrace Area:	106.91 Å2 molecule-1
Hydrogen Bond Donors:	3
Hydrogen Bond Acceptors:	5
logP:	6.29
Molar Refractivity:	159.46
Fraction sp3 Carbons:	0.33
sp3 Carbons:	11

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