CAS 32752-29-7|phorbol-13-acetate|13-Acetylphorbol|(1S,2S,6R,10S,11R,13S,14R,15R)-1,6,14-trihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-die...

General Information

Structure

Molecular Formula

C₂₂H₃₀O₇

Molecular Mass

406.4694

Exact Mass

406.1991533

Charge

InChI

InChI=1S/C22H30O7/c1-10-6-15-20(27,17(10)25)8-13(9-23)7-14-16-19(4,5)22(16,29-12(3)24)18(26)11(2)21(14,15)28/h6-7,11,14-16,18,23,26-28H,8-9H2,1-5H3/t11-,14+,15-,16-,18-,20-,21-,22-/m1/s1

InChIKey

SDSVJYOOAPRSDA-RPCQODIISA-N

Canonic Smiles

OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)O

Isomeric Smiles

C1=C(C(=O)[C@@]2(O)CC(=C[C@@H]3[C@@](O)([C@H]12)[C@@H]([C@@H](O)[C@@]1([C@H]3C1(C)C)OC(=O)C)C)CO)C

Calculated Properties

JChem

LogD (pH = 7.4)

-0.34

LogD (pH = 5.5)

-0.34

Log P

-0.34

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

12.54

Polar Surface Area

124.29

Polarizability

43.11

Molar Refractivity

104.93

LOG S

-2.32

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(1S,2S,6R,10S,11R,13S,14R,15R)-1,6,14-trihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl acetate (1S,2S,6R,10S,11R,13S,14R,15R)-1,6,14-trihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-13-yl acetate

Synonyms

13-Acetylphorbolphorbol 13-monoacetate13-ACETYLPHORBOLphorbol 13-acetatephorbol-13-acetate

IUPAC Traditional name

phorbol-13-acetate (1S,2S,6R,10S,11R,13S,14R,15R)-1,6,14-trihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl acetate

Names and Identifiers

Registration numbers

PubChem CID

499953

PubChem SID

4650719516096740326697197

CAS Number

32752-29-7

SureChEMBL Database

SCHEMBL362736

CHEBI ID

CHEBI:45121CHEBI:45127CHEBI:37538