Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	51579
Common Name:	Rifampicin
Systematic Name:	(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-{(E)-[(4-methylpiperazin-1-yl)imino]methyl}-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1(4,7).0(5,28)]triaconta-1(28),1(29),2,4,9,19,21,25,27-nonaen-13-yl acetate
RefMet Name:	Rifampicin
Synonyms:	3-(((4-Methyl-1-piperazinyl)imino)methyl)rifamycin SV; RFP [PubChem Synonyms]
Exact Mass:	822.4051 (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:	C43H58N4O12
InChIKey:	JQXXHWHPUNPDRT-WLSIYKJHSA-N
LIPID MAPS Category:	Polyketides
LIPID MAPS mainclass:	Macrolides
LIPID MAPS subclass:	Macrolactams
Massbank MS spectra:	View MS spectra
SMILES:	C[C@H]1/C=C/C=C(/C)C(=O)Nc2c(/C=N/N3CCN(C)CC3)c(c3c(c(c(C)c4c3C(=O)[C@@](C)(O/C=C/[C@@H]([C@@H](C)[C@H]([C@H](C)[C@@H]([C@H](C)[C@H]1O)O)OC(=O)C)OC)O4)O)c2O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	135398735
CHEBI ID:	28077
HMDB ID:	HMDB0257225
KEGG ID:	C06688
EPA CompTox DB:	DTXCID60809990
Plant Metabolite Hub(Pmhub):	MS000006941

Calculated physicochemical properties (?):

Heavy Atoms:	59
Rings:	6
Aromatic Rings:	1
Rotatable Bonds:	5
van der Waals Molecular volume:	793.76 Å3 molecule-1
Toplogical Polar Sufrace Area:	224.29 Å2 molecule-1
Hydrogen Bond Donors:	6
Hydrogen Bond Acceptors:	15
logP:	6.78
Molar Refractivity:	224.37
Fraction sp3 Carbons:	0.53
sp3 Carbons:	23

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