(7'S,9'E,11'S,12'R,13'S,14'R,15'R,16'R,17'S,18'S,19'E)-2',15',17'-trihydroxy-11'-methoxy-3',7',12',14',16',18',22'-heptamethyl-26'-[(E)-N-(4-methylpiperazin-1-yl)carboximidoyl]-5,6',23',29'-tetraoxo-8',30'-dioxa-24'-azaspiro[1,3-dioxolane-2,27'-tetracyclo[23.3.1.14,7.05,28]triacontane]-1'(28'),2',4',9',19',21',25'-heptaen-13'-yl acetate

• ChemBase ID: 174265
• Molecular Formular: C45H58N4O14
• Molecular Mass: 878.96042
• Monoisotopic Mass: 878.39495256
• SMILES: C1(=C2C(=O)c3c(C41OC(=O)CO4)c1c(c(c3O)C)O[C@@](C1=O)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]([C@H](/C=C/C=C(\C(=O)N2)/C)C)O)C)O)C)OC(=O)C)C)OC)C)/C=N/N1CCN(CC1)C
• Canonical SMILES: CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2c(c(c3C)O)C(=O)C(=C(C32OCC(=O)O3)/C=N/N2CCN(CC2)C)NC(=O)/C(=C\C=C\[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]1C)OC(=O)C)C)O)C)O)C)/C
• InChI: InChI=1S/C45H58N4O14/c1-22-12-11-13-23(2)43(57)47-35-29(20-46-49-17-15-48(9)16-18-49)45(60-21-31(51)62-45)34-32(39(35)55)38(54)27(6)41-33(34)42(56)44(8,63-41)59-19-14-30(58-10)24(3)40(61-28(7)50)26(5)37(53)25(4)36(22)52/h11-14,19-20,22,24-26,30,36-37,40,52-54H,15-18,21H2,1-10H3,(H,47,57)/b12-11+,19-14+,23-13-,46-20+/t22-,24+,25+,26+,30-,36-,37+,40+,44-,45?/m0/s1
• InChIKey: PUJARLGUGWBUNJ-LYYOGZITSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7'S,9'E,11'S,12'R,13'S,14'R,15'R,16'R,17'S,18'S,19'E)-2',15',17'-trihydroxy-11'-methoxy-3',7',12',14',16',18',22'-heptamethyl-26'-[(E)-N-(4-methylpiperazin-1-yl)carboximidoyl]-5,6',23',29'-tetraoxo-8',30'-dioxa-24'-azaspiro[1,3-dioxolane-2,27'-tetracyclo[23.3.1.1^4,^7.0^5,^2^8]triacontane]-1'(28'),2',4',9',19',21',25'-heptaen-13'-yl acetate
• IUPAC Traditional name: (7'S,9'E,11'S,12'R,13'S,14'R,15'R,16'R,17'S,18'S,19'E)-2',15',17'-trihydroxy-11'-methoxy-3',7',12',14',16',18',22'-heptamethyl-26'-[(E)-N-(4-methylpiperazin-1-yl)carboximidoyl]-5,6',23',29'-tetraoxo-8',30'-dioxa-24'-azaspiro[1,3-dioxolane-2,27'-tetracyclo[23.3.1.1^4,^7.0^5,^2^8]triacontane]-1'(28'),2',4',9',19',21',25'-heptaen-13'-yl acetate
• Synonyms: 3-[(4-Methyl-1-piperazinyllimino)methyl] Rifamycin O

Database IDs

• PubChem SID: 164230175
• PubChem CID: 71750565

CALCULATED PROPERTIES

• Acid pKa: 8.209161
• H Acceptors: 15
• H Donor: 4
• LogD (pH = 5.5): 1.2960142
• LogD (pH = 7.4): 2.518881
• Log P: 2.453501
• Molar Refractivity: 231.4007 cm^3
• Polarizability: 88.744675 Å^3
• Polar Surface Area: 232.29 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M326650

3-[(4-Methyl-1-piperazinyllimino)methyl] Rifamycin O is an impurity of Rifampicin (R508000).