(1S,2S,6S,14R,15R,16R)-3-(cyclopropylmethyl)-11-hydroxy-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-20-one

• ChemBase ID: 175992
• Molecular Formular: C29H39NO5
• Molecular Mass: 481.62366
• Monoisotopic Mass: 481.28282335
• SMILES: c1(c2c3c(cc1)C(=O)[C@@H]1[C@]45[C@@]3([C@H]([C@]([C@H](C4)C(O)(C(C)(C)C)C)(CC5)OC)O2)CCN1CC1CC1)O
• Canonical SMILES: CO[C@]12CC[C@]3(C[C@@H]1C(C(C)(C)C)(O)C)[C@@]14[C@H]2Oc2c4c(C(=O)[C@H]3N(CC1)CC1CC1)ccc2O
• InChI: InChI=1S/C29H39NO5/c1-25(2,3)26(4,33)19-14-27-10-11-29(19,34-5)24-28(27)12-13-30(15-16-6-7-16)23(27)21(32)17-8-9-18(31)22(35-24)20(17)28/h8-9,16,19,23-24,31,33H,6-7,10-15H2,1-5H3/t19-,23-,24-,26?,27-,28+,29-/m1/s1
• InChIKey: GGINARYJPXPMEJ-ZBZPKVDCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,6S,14R,15R,16R)-3-(cyclopropylmethyl)-11-hydroxy-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7,9,11-trien-20-one
• IUPAC Traditional name: (1S,2S,6S,14R,15R,16R)-3-(cyclopropylmethyl)-11-hydroxy-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7,9,11-trien-20-one
• Synonyms: [5α,7α(S)]-17-(Cyclopropylmethyl)-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-10-oxo-6,14-ethenomorphinan-7-methanol; 10-Oxo Buprenorphine

Database IDs

• CAS Number: 1044710-08-8
• PubChem SID: 164231902
• PubChem CID: 71751367

CALCULATED PROPERTIES

• Acid pKa: 8.202276
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.4922861
• LogD (pH = 7.4): 3.0050998
• Log P: 3.0391972
• Molar Refractivity: 132.3715 cm^3
• Polarizability: 52.485542 Å^3
• Polar Surface Area: 79.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O847800

10-Oxo Buprenorphine is a stable oral pharmaceutical composition of Buprenorphine (H818500).