Structure database (LMSD)

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LM IDLMPR0104330003
Common Namephorbol 13-acetate
Systematic Name(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9-trihydroxy-3-(hydroxymethyl)-1,1,6,8-
tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,
4]benzo[1,2-e]azulen-9a-yl acetate
Synonyms13-ACETYLPHORBOL; phorbol 13-monoacetate; phorbol-13-acetate
Exact Mass
406.1992 (neutral)    Calculate m/z:
FormulaC22H30O7
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Tigliane and ingenane diterpenoids [PR010433]
PubChem CID499953
CHEBI ID45127
InChIKeySDSVJYOOAPRSDA-RPCQODIISA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=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
SMILESC1=C(CO)C[C@]2(O)C(C(C)=C[C@@]2([H])[C@@]2(O)[C@@H]([C@@H](O)[C@@]3(OC(C)=O)C(C)
(C)[C@@]3([H])[C@@]21[H])C)=O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms29Rings4Aromatic Rings0Rotatable Bonds3
 van der Waals
Molecular Volume
390.69Topological Polar
Surface Area
124.29Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP1.93Molar
Refractivity
104.91