Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	49599
Common Name:	Doxorubicinol
Systematic Name:	(8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-8-[(1S)-1,2-dihydroxyethyl]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
Synonyms:	[PubChem Synonyms]
Exact Mass:	545.1897 (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:	C27H31NO11
InChIKey:	NKZRZOVSJNSBFR-FEMMEMONSA-N
ClassyFire superclass:	Phenylpropanoids and polyketides [C0000261]
ClassyFire class:	Anthracyclines [C0002106]
ClassyFire subclass:	Anthracyclines [C0002106]
ClassyFire direct parent:	Aromatic heteropolycyclic compounds
SMILES:	C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]1C[C@@](Cc2c1c(c1c(C(=O)c3cccc(c3C1=O)OC)c2O)O)([C@H](CO)O)O)N)O
Studies:	-

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External database links:

PubChem CID:	83970
HMDB ID:	HMDB0041884
Chemspider ID:	75768
Plant Metabolite Hub(Pmhub):	MS000173815

Calculated physicochemical properties (?):

Heavy Atoms:	39
Rings:	5
Aromatic Rings:	2
Rotatable Bonds:	5
van der Waals Molecular volume:	478.63 Å3 molecule-1
Toplogical Polar Sufrace Area:	211.30 Å2 molecule-1
Hydrogen Bond Donors:	7
Hydrogen Bond Acceptors:	11
logP:	1.80
Molar Refractivity:	136.32
Fraction sp3 Carbons:	0.48
sp3 Carbons:	13

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