5-[(2S,4R,6S,7R,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]-2H-pyran-2-one

• ChemBase ID: 128215
• Molecular Formular: C24H32O5
• Molecular Mass: 400.50788
• Monoisotopic Mass: 400.22497412
• SMILES: C[C@]12CC[C@@H](C[C@]1(CCC1C2CC[C@]2([C@@]31[C@H](O3)C[C@@H]2c1coc(=O)cc1)C)O)O
• Canonical SMILES: O[C@H]1CC[C@]2([C@](C1)(O)CCC1C2CC[C@]2([C@]31O[C@@H]3C[C@@H]2c1ccc(=O)oc1)C)C
• InChI: InChI=1S/C24H32O5/c1-21-8-5-15(25)12-23(21,27)10-7-17-16(21)6-9-22(2)18(11-19-24(17,22)29-19)14-3-4-20(26)28-13-14/h3-4,13,15-19,25,27H,5-12H2,1-2H3/t15-,16?,17?,18+,19+,21+,22+,23-,24+/m0/s1
• InChIKey: JMNQTHQLNRILMH-VIIGBXEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2S,4R,6S,7R,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.0^2,^4.0^2,^7.0^1^1,^1^6]octadecan-6-yl]-2H-pyran-2-one
• IUPAC Traditional name: marinobufagenin
• Synonyms: Marinobufagin; Marinobufagenin; Marinobufagenin

Database IDs

• CAS Number: 470-42-8
• PubChem SID: 162222524
• PubChem CID: 11969465; 10104
• Wikipedia Title: Marinobufagenin

CALCULATED PROPERTIES

• Acid pKa: 14.223748
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.1314676
• LogD (pH = 7.4): 2.1314676
• Log P: 2.1314676
• Molar Refractivity: 107.8246 cm^3
• Polarizability: 42.791203 Å^3
• Polar Surface Area: 79.29 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Main Hazard: Toxic