13-benzyl-6-hydroxy-8-(hydroxymethyl)-4,17-dimethyl-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^{1,10}.0^{2,6}.0^{11,15}]octadeca-3,8-dien-5-one

• ChemBase ID: 105284
• Molecular Formular: C28H32O6
• Molecular Mass: 464.55008
• Monoisotopic Mass: 464.21988874
• SMILES: CC1CC2(OC3(Cc4ccccc4)OC2C2C=C(CO)CC4(O)C(C=C(C)C4=O)C12O3)C(=C)C
• Canonical SMILES: OCC1=CC2C3OC4(OC2(C2C(C1)(O)C(=O)C(=C2)C)C(CC3(O4)C(=C)C)C)Cc1ccccc1
• InChI: InChI=1S/C28H32O6/c1-16(2)26-12-18(4)28-21(11-20(15-29)13-25(31)22(28)10-17(3)23(25)30)24(26)32-27(33-26,34-28)14-19-8-6-5-7-9-19/h5-11,18,21-22,24,29,31H,1,12-15H2,2-4H3
• InChIKey: FFKXTXJQZGIKQZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-benzyl-6-hydroxy-8-(hydroxymethyl)-4,17-dimethyl-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^{1,10}.0^{2,6}.0^{11,15}]octadeca-3,8-dien-5-one
• IUPAC Traditional name: 13-benzyl-6-hydroxy-8-(hydroxymethyl)-4,17-dimethyl-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^{1,10}.0^{2,6}.0^{11,15}]octadeca-3,8-dien-5-one
• Synonyms: ROPA; RESINIFERONOL 9,13,14-ORTHOPHENYLACETATE

Database IDs

• CAS Number: 57852-42-3
• PubChem SID: 162092006
• PubChem CID: 21058718

CALCULATED PROPERTIES

• Acid pKa: 12.593836
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.7746441
• LogD (pH = 7.4): 3.7746415
• Log P: 3.7746441
• Molar Refractivity: 127.7875 cm^3
• Polarizability: 49.792183 Å^3
• Polar Surface Area: 85.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C, Protect from light

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159661

Purity: 98%
Binds to Protein Kinase C, but is not active as a Capsaicin analog. Useful for synthesizing Resiniferatoxin analogs.