Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	55823
Common Name:	Pheophorbide a
Systematic Name:	(2(2)R,17S,18S)-7-ethyl-2(1),2(2),17,18-tetrahydro-2(2)-(methoxycarbonyl)-3,8,13,17-tetramethyl-2(1)-oxo-12-ethenylcyclopenta[at]porphyrin-18-propanoic acid
RefMet Name:	Pheophorbide a
Synonyms:	(3S,4S,21R)-9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid; 3-[(3S,4S,21R)-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinylphorbin-3-yl]propanoic acid; Phaeophorbid a; Phaeophorbid-a; pheophorbide a [PubChem Synonyms]
Exact Mass:	592.2686 (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:	C35H36N4O5
InChIKey:	NSFSLUUZQIAOOX-QEWKCGBTSA-N
ClassyFire superclass:	Organoheterocyclic compounds
ClassyFire class:	Tetrapyrroles and derivatives
ClassyFire subclass:	Chlorins
ClassyFire direct parent:	Chlorins
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)[C@@H]3C(=O)OC
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	253193
CHEBI ID:	38257
HMDB ID:	HMDB0256449
KEGG ID:	C18021
Plant Metabolite Hub(Pmhub):	MS000026294
PhytoHub ID:	PHUB001913

Calculated physicochemical properties (?):

Heavy Atoms:	44
Rings:	6
Aromatic Rings:	1
Rotatable Bonds:	7
van der Waals Molecular volume:	579.99 Å3 molecule-1
Toplogical Polar Sufrace Area:	133.21 Å2 molecule-1
Hydrogen Bond Donors:	3
Hydrogen Bond Acceptors:	7
logP:	5.69
Molar Refractivity:	170.35
Fraction sp3 Carbons:	0.34
sp3 Carbons:	12

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
NPClassifier classification: "NPClassifier: A Deep Neural Network-Based Structural Classification Tool for Natural Products", Kim HW, Wang M, Leber CA, Nothias LF, Reher R, Kang KB, van der Hooft JJJ, Dorrestein PC, Gerwick WH and Cottrell GW. J Nat Prod. 2021 Nov 26;84(11):2795-2807.DOI: 10.1021/acs.jnatprod.1c00399.