(1S,2S,6R,10S,11R,12S,13S,14R,15R)-13-(acetyloxy)-1,6-dihydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyl-5-oxotetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-14-yl hexadecanoate

• ChemBase ID: 131848
• Molecular Formular: C38H60O9
• Molecular Mass: 660.8776
• Monoisotopic Mass: 660.4237335
• SMILES: CCCCCCCCCCCCCCCC(=O)O[C@@H]1[C@H]([C@]2([C@@H](C=C(C[C@]3([C@H]2C=C(C3=O)C)O)CO)[C@@H]2[C@@]1([C@]2(C)CO)OC(=O)C)O)C
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H]([C@@H]3[C@]1(OC(=O)C)[C@]3(C)CO)C=C(C[C@]1([C@H]2C=C(C1=O)C)O)CO
• InChI: InChI=1S/C38H60O9/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-31(42)46-34-26(3)37(45)29(32-35(5,24-40)38(32,34)47-27(4)41)21-28(23-39)22-36(44)30(37)20-25(2)33(36)43/h20-21,26,29-30,32,34,39-40,44-45H,6-19,22-24H2,1-5H3/t26-,29+,30-,32?,34-,35-,36-,37-,38-/m1/s1
• InChIKey: DYHBGVHTKOPQDM-XAWOLVOWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,6R,10S,11R,12S,13S,14R,15R)-13-(acetyloxy)-1,6-dihydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyl-5-oxotetracyclo[8.5.0.0^2,^6.0^1^1,^1^3]pentadeca-3,8-dien-14-yl hexadecanoate
• IUPAC Traditional name: croton factor F1
• Synonyms: 12-O-Hexadecanoyl-16-hydroxyphorbol-13-acetate; 16-OH-Phorbol 12-palmitate-13-acetate; HHPA; 16-Hydroxyphorbol 12-palmitate 13-acetate

Database IDs

• CAS Number: 53202-98-5
• MDL Number: MFCD00079220
• Beilstein Number: 2799897
• PubChem SID: 162226125
• PubChem CID: 71308481

CALCULATED PROPERTIES

• Acid pKa: 12.568786
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 5.300525
• LogD (pH = 7.4): 5.3005223
• Log P: 5.300525
• Molar Refractivity: 180.295 cm^3
• Polarizability: 71.42791 Å^3
• Polar Surface Area: 150.59 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Highly toxic (T+)
• German water hazard class: 3
• Risk Statements: 26/27/28-36/38
• Safety Statements: 26-27-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H315-H319-H330
• GHS Precautionary statements: P260-P264-P280-P284-P302 + P350-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges