1,6,13,14-tetrahydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyltetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-5-one

• ChemBase ID: 103458
• Molecular Formular: C20H28O6
• Molecular Mass: 364.43272
• Monoisotopic Mass: 364.18858862
• SMILES: CC1C(O)C2(O)C(C3C=C(CO)CC4(O)C(C=C(C)C4=O)C13O)C2(C)C
• Canonical SMILES: OCC1=CC2C3C(C3(C)C)(O)C(C(C2(C2C(C1)(O)C(=O)C(=C2)C)O)C)O
• InChI: InChI=1S/C20H28O6/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(23)10(2)19(12,13)25/h5-6,10,12-14,16,21,23-26H,7-8H2,1-4H3
• InChIKey: QGVLYPPODPLXMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,6,13,14-tetrahydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyltetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-5-one
• IUPAC Traditional name: phorbol
• Synonyms: 4β,9α,12β,13α,20-Pentahydroxytiglia-1,6-dien-3-one; PHORBOL; 4-α-PHR; Isophorbol; 4α,9α,12β,13α,20-pentahydroxytiglia-1,6-dien-3-one; 4-α-PHORBOL

Database IDs

• CAS Number: 26241-63-4; 17673-25-5
• PubChem SID: 162090387
• PubChem CID: 290670

CALCULATED PROPERTIES

• Acid pKa: 12.48295
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.7808828
• LogD (pH = 7.4): -0.78088635
• Log P: -0.7808827
• Molar Refractivity: 95.7774 cm^3
• Polarizability: 37.398468 Å^3
• Polar Surface Area: 118.22 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C
• RTECS: GZ0600000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: R:22
• Safety Statements: S:36/37/39
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

Product Information

• Grade: PRACTICAL

DETAILS

MP Biomedicals - 02151850

Practical Grade
POSSIBLE CARCINOGEN!

MP Biomedicals - 02151851

White powder
The C4 epimer of phorbol. Useful as negative control since it is neither inflammatory nor tumor-promoting.
POSSIBLE CARCINOGEN!