Compound Summary
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 | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 30 | umol/L | 56.1 | S | N2 | 25720500 | Active | ||||||
| Caenorhabditis elegans | 50 | umol/L | 55.8 | S | N2 | 25720500 | Active | ||||||
| Caenorhabditis elegans | 50 | umol/L | 45.4 | S | N2 | 25720500 | Active | ||||||
| Caenorhabditis elegans | 20 | umol/L | 50.8 | S | N2 | 25720500 | Active | ||||||
| Caenorhabditis elegans | 50 | umol/L | 20.9 | S | N2 | 25720500 | Active | ||||||
| Caenorhabditis elegans | 50 | umol/L | 37.9 | S | N2 | 25720500 | Active | ||||||
| Caenorhabditis elegans | 10 | umol/L | 45.3 | S | N2 | 25720500 | Active | ||||||
| Caenorhabditis elegans | 1 | umol/L | 34.8 | S | N2 | 25720500 | Active | ||||||
| Caenorhabditis elegans | 100 | umol/L | 49.2 | S | N2 | 25720500 | Active | ||||||
| Caenorhabditis elegans | 200 | umol/L | 43.4 | S | N2 | 25720500 | Active | ||||||
| Caenorhabditis elegans | 5 | umol/L | 42.6 | S | N2 | 25720500 | Active |
Experimental Data Visualization
Rifampicin
Statistics Data
Rifampicin
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 56.1 | 1 | 11 |
Statistics Data Visualization
Rifampicin
