6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-17-yl 5-phenylpenta-2,4-dienoate

• ChemBase ID: 103409
• Molecular Formular: C38H38O10
• Molecular Mass: 654.70232
• Monoisotopic Mass: 654.24649742
• SMILES: CC1C(OC(=O)/C=C/C=C/c2ccccc2)C2(OC3(OC2C2C4OC4(CO)C(O)C4(O)C(C=C(C)C4=O)C12O3)c1ccccc1)C(=C)C
• Canonical SMILES: OCC12OC1C1C3OC4(OC1(C1C(C2O)(O)C(=O)C(=C1)C)C(C(C3(O4)C(=C)C)OC(=O)/C=C/C=C/c1ccccc1)C)c1ccccc1
• InChI: InChI=1S/C38H38O10/c1-21(2)36-30(44-27(40)18-12-11-15-24-13-7-5-8-14-24)23(4)37-26-19-22(3)29(41)35(26,43)33(42)34(20-39)31(45-34)28(37)32(36)46-38(47-36,48-37)25-16-9-6-10-17-25/h5-19,23,26,28,30-33,39,42-43H,1,20H2,2-4H3
• InChIKey: DLEDLHFNQDHEOJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-17-yl 5-phenylpenta-2,4-dienoate
• IUPAC Traditional name: 6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-17-yl 5-phenylpenta-2,4-dienoate
• Synonyms: Daphnetoxin; 12β-[(E,E)-5-Phenyl-2,4-pentadienoyloxy]daphnetoxin; MEZEREIN

Database IDs

• CAS Number: 34807-41-5
• PubChem SID: 162091305
• PubChem CID: 5353772

CALCULATED PROPERTIES

• Acid pKa: 11.64635
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 4.8631706
• LogD (pH = 7.4): 4.8631463
• Log P: 4.8631706
• Molar Refractivity: 173.7069 cm^3
• Polarizability: 68.03486 Å^3
• Polar Surface Area: 144.28 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C
• RTECS: HB5425500

DETAILS

MP Biomedicals - 02151692

Co-inducer of interferon.