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Rifampicin
Also known as:
Molecular Formula
C43H58N4O12
Molecular Weight
822.9  g/mol
InChI Key
FZYOVNIOYYPUPY-ZTWDQPHTSA-N

1 2D Structure

Rifampicin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z,26E)-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-[[(4-methylpiperazin-1-yl)amino]methylidene]-6,23,27-trioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25(29)-heptaen-13-yl] acetate
2.1.2 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/h11-14,19-21,23-25,29,34-35,39,44,49-51,53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,28-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1
2.1.3 InChI Key
FZYOVNIOYYPUPY-ZTWDQPHTSA-N
2.1.4 Canonical SMILES
CC1C=CC=C(C(=O)NC2=C(C3=C(C4=C(C(=C3O)C)OC(C4=O)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C(=O)C2=CNN5CCN(CC5)C)O)C
2.1.5 Isomeric SMILES
C[C@H]1/C=C/C=C(\C(=O)NC\2=C(C3=C(C4=C(C(=C3O)C)O[C@@](C4=O)(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)/C2=C/NN5CCN(CC5)C)O)/C
2.2 Synonyms
2.2.1 Other Synonyms

1. Rifomycin S

2. Rifampicin S

2.3 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 822.9 g/mol
Molecular Formula C43H58N4O12
XLogP34
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count15
Rotatable Bond Count5
Exact Mass822.40512330 g/mol
Monoisotopic Mass822.40512330 g/mol
Topological Polar Surface Area217 A^2
Heavy Atom Count59
Formal Charge0
Complexity1750
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 6  
Drug NameRifadin
PubMed HealthRifampin (Injection)
Drug ClassesAntitubercular
Drug LabelRIFADIN (rifampin capsules USP) for oral administration contain 150 mg or 300 mg rifampin per capsule. The 150 mg and 300 mg capsules also contain, as inactive ingredients: corn starch, D&C Red No. 28, FD&C Blue No. 1, FD&C Red No. 40, gelatin
Active IngredientRifampin
Dosage FormCapsule; Injectable
RouteInjection; Oral
Strength150mg; 300mg; 600mg/vial
Market StatusPrescription
CompanySanofi Aventis Us

2 of 6  
Drug NameRifampin
Active IngredientRifampin
Dosage FormCapsule; Injectable
RouteInjection; Oral
Strength150mg; 300mg; 600mg/vial
Market StatusPrescription
CompanyBedford; Lupin Pharms; Sandoz; Emcure Pharms; Fresenius Kabi Usa; Versapharm; Lannett; Agila Speclts

3 of 6  
Drug NameRimactane
PubMed HealthRifampin
Drug ClassesAntitubercular
Drug LabelRifampin is a semisynthetic antibiotic derivative of rifamycin SV. Rifampin is a red-brown crystalline powder very slightly soluble in water at neutral pH, freely soluble in chloroform, soluble in ethyl acetate and in methanol. Its molecular weight i...
Active IngredientRifampin
Dosage FormCapsule
RouteOral
Strength300mg
Market StatusPrescription
CompanyProsam Labs

4 of 6  
Drug NameRifadin
PubMed HealthRifampin (Injection)
Drug ClassesAntitubercular
Drug LabelRIFADIN (rifampin capsules USP) for oral administration contain 150 mg or 300 mg rifampin per capsule. The 150 mg and 300 mg capsules also contain, as inactive ingredients: corn starch, D&C Red No. 28, FD&C Blue No. 1, FD&C Red No. 40, gelatin
Active IngredientRifampin
Dosage FormCapsule; Injectable
RouteInjection; Oral
Strength150mg; 300mg; 600mg/vial
Market StatusPrescription
CompanySanofi Aventis Us

5 of 6  
Drug NameRifampin
Active IngredientRifampin
Dosage FormCapsule; Injectable
RouteInjection; Oral
Strength150mg; 300mg; 600mg/vial
Market StatusPrescription
CompanyBedford; Lupin Pharms; Sandoz; Emcure Pharms; Fresenius Kabi Usa; Versapharm; Lannett; Agila Speclts

6 of 6  
Drug NameRimactane
PubMed HealthRifampin
Drug ClassesAntitubercular
Drug LabelRifampin is a semisynthetic antibiotic derivative of rifamycin SV. Rifampin is a red-brown crystalline powder very slightly soluble in water at neutral pH, freely soluble in chloroform, soluble in ethyl acetate and in methanol. Its molecular weight i...
Active IngredientRifampin
Dosage FormCapsule
RouteOral
Strength300mg
Market StatusPrescription
CompanyProsam Labs

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