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Molecule

Rifaximin

CAS: 80621-81-4 · C43H51N3O11

2D Structure

3D Structure

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Basic Information

CAS Registry Number
80621-81-4
Molecular Formula
C43H51N3O11
Molecular Mass
785.89 g/mol

Identifiers

CAS Registry Number

80621-81-4

SMILES

CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(c5c(nc6cc(C)ccn65)c4c3C2=O)N=C(O)/C(C)=CC=C[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C

InChI Key

NZCRJKRKKOLAOJ-XRCRFVBUSA-N

InChI

InChI=1S/C43H51N3O11/c1-19-14-16-46-28(18-19)44-32-29-30-37(50)25(7)40-31(29)41(52)43(9,57-40)55-17-15-27(54-10)22(4)39(56-26(8)47)24(6)36(49)23(5)35(48)20(2)12-11-13-21(3)42(53)45-33(34(32)46)38(30)51/h11-18,20,22-24,27,35-36,39,48-51H,1-10H3,(H,45,53)/b12-11+,17-15+,21-13-/t20-,22+,23+,24+,27-,35-,36+,39+,43-/m0/s1

Names and Synonyms

  • Rifaximin Synonym
  • 2,7-(Epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione, 25-(acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-, (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)- Synonym
  • 2,7-(Epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione, 25-(acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-, [2S-(2R*,16Z,18E,20R*,21R*,22S*,23S*,24S*,25R*,26S*,27R*,28E)]- Synonym
  • (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione Synonym
  • L 105 Synonym
  • Rifamycin L 105SV Synonym
  • L 105SV Synonym
  • Rifaximin Synonym
  • Rifamycin L 105 Synonym
  • L 105 (ansamacrolide antibiotic) Synonym
  • refaximin Synonym
  • Xifaxan Synonym
  • Normix Synonym
  • Xifaxanta Synonym
  • (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-5,6,21,23,25-Pentahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione,25-acetate Synonym

All Properties

Comprehensive physical and chemical properties

Property Value Source
Molecular Mass 785.89 g/mol CAS Common Chemistry
785.8910000000003 g/mol RDKit
785.891 g/mol RDKit
Canonical SMILES O=C(OC1C(C)C(OC)C=COC2(OC3=C(C2=O)C=4C=5N=C6C=C(C=CN6C5C(NC(=O)C(=CC=CC(C)C(O)C(C)C(O)C1C)C)=C(O)C4C(O)=C3C)C)C)C CAS Common Chemistry
InChI InChI=1S/C43H51N3O11/c1-19-14-16-46-28(18-19)44-32-29-30-37(50)25(7)40-31(29)41(52)43(9,57-40)55-17-15-27(54-10)22(4)39(56-26(8)47)24(6)36(49)23(5)35(48)20(2)12-11-13-21(3)42(53)45-33(34(32)46)38(30)51/h11-18,20,22-24,27,35-36,39,48-51H,1-10H3,(H,45,53)/b12-11+,17-15+,21-13-/t20-,22+,23+,24+,27-,35-,36+,39+,43-/m0/s1 CAS Common Chemistry
InChI Key InChIKey=NZCRJKRKKOLAOJ-XRCRFVBUSA-N CAS Common Chemistry
Melting Point 200-205 °C (decomp) CAS Common Chemistry
Name Rifaximin CAS Common Chemistry
Heavy Atom Count 57 RDKit
Hydrogen Bond Acceptors 13 RDKit
12 RDKit
Hydrogen Bond Donors 5 RDKit
Rotatable Bonds 2 RDKit
Aromatic Ring Count 4 RDKit
Topological Polar Surface Area 201.86999999999998 Ų RDKit
201.87 Ų RDKit
199.94 Ų chempirical lib
LogP 6.807340000000012 RDKit
6.8073 RDKit
6.51 chempirical lib
Molar Refractivity 214.2374999999995 cm³/mol RDKit
Ring Count 6 RDKit
Formal Charge 0 RDKit
Fraction Csp3 0.4419 RDKit
0.44 chempirical lib
Exact Mass 785.3523594520001 g/mol RDKit

Spectral Data

NMR, IR, and Mass spectral data

Predicting NMR spectra...
10 ppm 9 8 7 6 5 4 3 2 1 0 ppm
Shift (ppm) Multiplicity Integration Assignment

Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.

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MW = 785.89 g/mol. Edit any field — others recompute live.

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