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Compound Summary

Rifampicin

Compound Information

Rifampicin

Compound Name:	Rifampicin
Compound CID:	135398735
Synonyms:	Rifampicin rifampin Rifadin Rimactane Rimactan More...
Iupac 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)iminomethyl]-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl] acetate
InChI:	InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1
InChIKey:	JQXXHWHPUNPDRT-WLSIYKJHSA-N
Canonical Smiles:	CC1C=CC=C(C(=O)NC2=C(C(=C3C(=C2O)C(=C(C4=C3C(=O)C(O4)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)C=NN5CCN(CC5)C)C
Isomeric Smiles:	C[C@H]1/C=C/C=C(\C(=O)NC2=C(C(=C3C(=C2O)C(=C(C4=C3C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)/C=N/N5CCN(CC5)C)/C
Molecular Weight:	822.9
Molecular Formula:	C43H58N4O12

Compound Structure

2D Structure:

3D Structure:

Computed Properties

Rifampicin

Molecular Weight:	822.9
Molecular Formula:	C43H58N4O12
Hydrogen Bond Donor Count:	6
Hydrogen Bond Acceptor Count:	15
Rotatable Bond Count:	5
Heavy Atom Count:	59
Complexity:	1620

Synonyms

Rifampicin

Rifampicin	Rifampicin
Rifampicin	rifampin
Rifadin	Rimactane
Rimactan	Rifamycin AMP
13292-46-1	Rifaldazine
Rifaprodin	Riforal
Tubocin	Rifa
Rifampicinum	Archidyn
Rifoldin	Rifoldine
Rimactizid	Rifagen
Rimazid	Rifampicin SV
L-5103 Lepetit	R/AMP
Arficin	Benemicin
Doloresum	Eremfat
Fenampicin	Rifadine
Rifaldazin	Rifamor
Rifinah	Rifobac
Rimactazid	Sinerdol
Arzide	Rifcin
Rifam	Dione 21-acetate
Rifampicine French	Rifampicina
Rifampicinum INN-Latin	Ba 41166/E
Rifampicina INN-Spanish	3-(((4-Methyl-1-piperazinyl)imino)methyl)rifamycin SV
CCRIS 551	Rifadin I.V.
HSDB 3181	C43H58N4O12
UNII-VJT6J7R4TR	BA-41166E
NSC113926	VJT6J7R4TR
NSC-113926	Rifampicine
Rifamycin, 3-(((4-methyl-1-piperazinyl)imino)methyl)-	RFP
CHEBI:28077	3-(4-Methylpiperazinyliminomethyl)-rifamycin SV
8-(4-Methylpiperazinyliminomethyl) rifamycin SV	L-5103
(2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-{(E)-(4-methylpiperazin-1-yl)iminomethyl}-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca1,11,13trienoimino)naphtho2,1-bfuran-21-yl acetate	8-(((4-Methyl-1-piperazinyl)imino)methyl)rifamycin SV
Rifamycin, 3-(4-methyl-1-piperazinyl)iminomethyl-	Rifomycin SV, 8-(N-(4-methyl-1-piperazinyl)formidoyl)-
Rifaldin	DSSTox_CID_1244
DSSTox_RID_76035	DSSTox_GSID_21244
(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)iminomethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo23.3.1.14,7.05,28triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl acetate	RIF
Abrifam	(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)iminomethyl}-6,23-dioxo-8,30-dioxa-24-azatetracyclo23.3.1.1(4,7).0(5,28)triaconta-1(28),1(29),2,4,9,19,21,25,27-nonaen-13-yl acetate
CAS-13292-46-1	3-(4-Methylpiperazinyliminomethyl)rifamycin SV
3-((4-Methyl-1-piperazinyl)iminomethyl)rifamycin SV	8-(4-Methyl-1-piperazinyl)iminomethylrifamycin sv
rifamcin	1,11,13trienimino)naphto2,1-bfuran-21-yl acetate
Rifomycin sv, 8-N-(4-Methyl-1-piperazinyl)formidoyl-	Rifamsolin
Rifampicin INN:BAN:JAN	Famcin
MFCD00151389	Rimactane (TN)
NCGC00094777-01	AZT + Rifampin
Rifampin (USP)	(2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-5,6,9,17,19-Pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(4-methylpiperazin-1-yl)iminomethyl-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca
(2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-{(E)-(4-methylpiperazin-1-yl)iminomethyl}-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca1,11,13trienoimino)naphtho2,1-bfuran-21-yl acet	(2S,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-5,6,9,17,19-Pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-{(4-methylpiperazin-1-yl)iminomethyl}-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca1,11,13trienoimino)naphtho2,1-bfuran-21-yl acetate
pentahydroxy-methoxy-heptamethyl-(E)-(4-methylpiperazin-1-yl)iminomethyl-dioxo-?yl acetate	Rifampicin & EEP
Prestwick_833	EINECS 236-312-0
R-Cin	Rifadin (TN)
NSC 113926	Piperine & Rifampicin
Rifampicin & Propolis	Reserpine & Rifampicin
Rifampin USAN:USP	Prestwick2_000525
Prestwick3_000525	Spectrum5_002018
3-(4-Methyl-1-piperazinyl)imino-methylrifamycin	Rifampicin (JP17/INN)
SCHEMBL23490	BSPBio_000509
L-5103-LEPETIT	8CI)
BPBio1_000561	CHEMBL374478
DTXSID6021244	HMS1569J11
HMS2089F12	HMS2096J11
HMS3713J11	DRG-0109
Rifampicin, >=97.0% (HPLC)	Rifampicin, powder, gamma-irradiated
Tox21_111329	Tox21_201385
Tox21_300550	Ba 41166
BDBM50370232	GR-306
NIH-10782	AKOS015951372
Rifampicin - CAS 13292-46-1	Rifampicin, >=97% (HPLC), powder
Tox21_111329_1	BA 411661E
CCG-208267	DB01045
NCGC00022678-03	NCGC00022678-04
NCGC00022678-05	NCGC00022678-06
NCGC00179536-02	NCGC00254537-01
NCGC00258936-01	5,6,9,17,19,21-Hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(N-(4-methyl-1-piperazinyl)formimidoyl)-2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2H)-dione 21-acetate
M880	ST057531
C06688	D00211
J10110	Rifampicin, VETRANAL(TM), analytical standard
AB00383022_07	292R461
SR-05000002118	8-(4-Methyl-1-piperazinyl)iminomethylrifamycin
8-(4-Methylpiperazinyl)iminomethylrifamycin sv	SR-05000002118-3
WLN: V1 WQ A&1 E&1 E1UN- AT6N DNTJ D1	3-(4-Methyl-1-piperazinyl)iminomethylrifamycin SV
Rifampicin, European Pharmacopoeia (EP) Reference Standard	Rifampin, United States Pharmacopeia (USP) Reference Standard
Rifampin, Pharmaceutical Secondary Standard; Certified Reference Material	4,7>.0<5,28>triaconta-1(28),2,4,9,1 9,21,25(29),26-octaen-13-yl acetate
Rifampicin, plant cell culture tested, BioReagent, >=97% (HPLC), crystalline	yl-, (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-
(2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-{(E)-(4-methylpiperazin-1-yl)iminomethyl}-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca1,11,13trienoimino)naphtho2,1-bfuran-21-yl ac	(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-azatetracyclo23.3.1.14,7.05,28triaconta-1 (28),2,4,9,19,21,25(29),26-octaen-13-yl acetate
2,11,13trienimino)naphtho2,1-bfuran-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-N-(4-methyl-1-piperazinyl)formimidoyl-, 21-acetate	2,7-(epoxy1,11,13pentadecatrienoimino)naphtho2,1-bfuran-1,11(2H)-dione, 21-(acetyloxy)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(E)-(4-methyl-1-piperazinyl)iminometh
2,7-(Epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(N-(4-methyl-1-piperazinyl)formimidoyl)-, 21-acetate (	2,7-(Epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(N-(4-methyl-1-piperazinyl)formimidoyl)-, 21-acetate (8CI)
26-(1E)-2-(4-methylpiperazinyl)-2-azavinyl(7S,11S,13S,17S,18S,12R,14R,15R,16 R)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-d ioxo-8,30-dioxa-24-azatetracyclo23.3.1.1<	5,6,9,17,19,21-Hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(N-(4-methyl-1-piperazinyl)formimidoyl)-2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-beta)furan-1,11(2H)-dione 21-acetate
5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-N-(4-methyl-1-piperazinyl)formimidoyl-, 21-acetate	Rifampicin in combination with actinonin, BB-3497, hydroxylamine hydrochloride, and 1,10-phenanthroline
Stereoisomer of 5,9,17,19,21-Hexahydroxy-23-methoxy-2,4,12,16,18,20,22-he@ptamethyl-8-N-(4-methyl-1-piperazinyl)formimidoyl-2,7-(epoxypentadeca1,11,13trienimino)naphtho2,1-bfuran-1,11(2H)-dione 21-acetate

Experimental Data

Rifampicin

Species	Dose	Unit	Avg/Med Lifespan Change(%)	Significant	Strain	PubMed	Avg/Med Lifespan Change tab
Caenorhabditis elegans	30.000000000000000	umol/L	56.100000000000000	S	N2	25720500	Active
Caenorhabditis elegans	50.000000000000000	umol/L	55.800000000000000	S	N2	25720500	Active
Caenorhabditis elegans	50.000000000000000	umol/L	45.400000000000000	S	N2	25720500	Active
Caenorhabditis elegans	20.000000000000000	umol/L	50.800000000000000	S	N2	25720500	Active
Caenorhabditis elegans	50.000000000000000	umol/L	20.900000000000000	S	N2	25720500	Active
Caenorhabditis elegans	50.000000000000000	umol/L	37.900000000000000	S	N2	25720500	Active
Caenorhabditis elegans	10.000000000000000	umol/L	45.300000000000000	S	N2	25720500	Active
Caenorhabditis elegans	1.000000000000000	umol/L	34.800000000000000	S	N2	25720500	Active
Caenorhabditis elegans	100.000000000000000	umol/L	49.200000000000000	S	N2	25720500	Active
Caenorhabditis elegans	200.000000000000000	umol/L	43.400000000000000	S	N2	25720500	Active
Caenorhabditis elegans	5.000000000000000	umol/L	42.600000000000000	S	N2	25720500	Active

Experimental Data Visualization

Rifampicin

Statistics Data

Rifampicin

Species	Avg/Med Lifespan Change(%)	Max Lifespan Change(%)	Count Reference	Count Data point
Caenorhabditis elegans	56.100000000000000		1	11

Statistics Data Visualization

Rifampicin

Compound Name:

Rifampicin

Compound CID:

135398735

Synonyms:

Rifampicin rifampin Rifadin Rimactane Rimactan More...

Iupac 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)iminomethyl]-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl] acetate

InChI:

InChIKey:

JQXXHWHPUNPDRT-WLSIYKJHSA-N

Canonical Smiles:

CC1C=CC=C(C(=O)NC2=C(C(=C3C(=C2O)C(=C(C4=C3C(=O)C(O4)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)C=NN5CCN(CC5)C)C

Isomeric Smiles:

C[C@H]1/C=C/C=C(\C(=O)NC2=C(C(=C3C(=C2O)C(=C(C4=C3C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)/C=N/N5CCN(CC5)C)/C

Molecular Weight:

822.9

Molecular Formula:

C43H58N4O12

Molecular Weight:

822.9

Molecular Formula:

C43H58N4O12

Hydrogen Bond Donor Count:

6

Hydrogen Bond Acceptor Count:

15

Rotatable Bond Count:

5

Heavy Atom Count:

59

Complexity:

1620

Rifampicin

rifampin

Rifadin

Rimactane

Rimactan

Rifamycin AMP

13292-46-1

Rifaldazine

Rifaprodin

Riforal

Tubocin

Rifa

Rifampicinum

Archidyn

Rifoldin

Rifoldine

Rimactizid

Rifagen

Rimazid

Rifampicin SV

L-5103 Lepetit

R/AMP

Arficin

Benemicin

Doloresum

Eremfat

Fenampicin

Rifadine

Rifaldazin

Rifamor

Rifinah

Rifobac

Rimactazid

Sinerdol

Arzide

Rifcin

Rifam

Dione 21-acetate

Rifampicine French

Rifampicina

Rifampicinum INN-Latin

Ba 41166/E

Rifampicina INN-Spanish

3-(((4-Methyl-1-piperazinyl)imino)methyl)rifamycin SV

CCRIS 551

Rifadin I.V.

HSDB 3181

Rifampicin

rifampin

Rifadin

Rimactane

Rimactan

More...