(1S,13S)-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14(19),15,17-hexaen-12-one

• ChemBase ID: 72974
• Molecular Formular: C23H22O6
• Molecular Mass: 394.41718
• Monoisotopic Mass: 394.14163842
• SMILES: O1c2c([C@H]3[C@@H](C1)Oc1c(C3=O)ccc3c1CC(O3)C(=C)C)cc(c(c2)OC)OC
• Canonical SMILES: COc1cc2c(cc1OC)OC[C@@H]1[C@H]2C(=O)c2c(O1)c1CC(Oc1cc2)C(=C)C
• InChI: InChI=1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16?,20-,21+/m1/s1
• InChIKey: JUVIOZPCNVVQFO-XHEPWMPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,13S)-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14(19),15,17-hexaen-12-one
• IUPAC Traditional name: (1S,13S)-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14(19),15,17-hexaen-12-one
• Synonyms: Barbasco; Dactinol; Paraderil; Rotenon; Rotocide; Rotenone

Database IDs

• CAS Number: 83-79-4
• PubChem SID: 162037894
• PubChem CID: 12315067

CALCULATED PROPERTIES

• Acid pKa: 11.803546
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 3.3201776
• LogD (pH = 7.4): 3.3201606
• Log P: 3.3201778
• Molar Refractivity: 105.7123 cm^3
• Polarizability: 41.12286 Å^3
• Polar Surface Area: 63.22 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2348

Related research area: Metabolic Disease