(1S,4S,5R,6R,9R,10R,12R,14R)-7-[(benzoyloxy)methyl]-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxotetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dien-4-yl benzoate

• ChemBase ID: 132031
• Molecular Formular: C34H36O7
• Molecular Mass: 556.64544
• Monoisotopic Mass: 556.24610349
• SMILES: C[C@@H]1C[C@@H]2[C@@H](C2(C)C)[C@H]2C=C([C@H]([C@@]3([C@@]1(C2=O)C=C([C@@H]3OC(=O)c1ccccc1)C)O)O)COC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)OCC1=C[C@@H]2[C@H]3[C@H](C3(C)C)C[C@H]([C@]3([C@]([C@@H]1O)(O)[C@@H](OC(=O)c1ccccc1)C(=C3)C)C2=O)C
• InChI: InChI=1S/C34H36O7/c1-19-17-33-20(2)15-25-26(32(25,3)4)24(28(33)36)16-23(18-40-30(37)21-11-7-5-8-12-21)27(35)34(33,39)29(19)41-31(38)22-13-9-6-10-14-22/h5-14,16-17,20,24-27,29,35,39H,15,18H2,1-4H3/t20-,24-,25-,26+,27-,29+,33+,34-/m1/s1
• InChIKey: GIMKEHNOTHXONN-FPDOQXLYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,5R,6R,9R,10R,12R,14R)-7-[(benzoyloxy)methyl]-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxotetracyclo[7.5.1.0^1,^5.0^1^0,^1^2]pentadeca-2,7-dien-4-yl benzoate
• IUPAC Traditional name: (1S,4S,5R,6R,9R,10R,12R,14R)-7-[(benzoyloxy)methyl]-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxotetracyclo[7.5.1.0^1,^5.0^1^0,^1^2]pentadeca-2,7-dien-4-yl benzoate
• Synonyms: Ingenol 3,20-dibenzoate; 巨大戟醇-3,20-二苯甲酸酯

Database IDs

• CAS Number: 59086-90-7
• MDL Number: MFCD00211027
• PubChem SID: 24896055; 162226308
• PubChem CID: 71308509

CALCULATED PROPERTIES

• Acid pKa: 12.126083
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 5.2832675
• LogD (pH = 7.4): 5.2832594
• Log P: 5.2832675
• Molar Refractivity: 153.6709 cm^3
• Polarizability: 59.83229 Å^3
• Polar Surface Area: 110.13 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - I4382

Biochem/physiol Actions
选择性活化蛋白激酶 C 的 ε-同工酶而非 α- 和 β-同工酶。