Structure Database (LMSD)

O O O OH H O OH O H HO H
Systematic Name
12-O-benzoylphorbol 13-octanoate
Synonyms
LM ID
LMPR0104330010
Formula
C35H46O8
Exact Mass
Calculate m/z
594.31927
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Tigliane and ingenane diterpenoids [PR010433]

String Representations

InChiKey (Click to copy)
ZSODFQPJTVVVJG-IYRWHXEHSA-N
InChi (Click to copy)
InChI=1S/C35H46O8/c1-6-7-8-9-13-16-27(37)43-35-28(32(35,4)5)25-18-23(20-36)19-33(40)26(17-21(2)29(33)38)34(25,41)22(3)30(35)42-31(39)24-14-11-10-12-15-24/h10-12,14-15,17-18,22,25-26,28,30,36,40-41H,6-9,13,16,19-20H2,1-5H3/t22-,25+,26-,28-,30-,33-,34-,35-/m1/s1
SMILES (Click to copy)
C1=C(CO)C[C@]2(O)C(C(C)=C[C@@]2([H])[C@@]2(O)[C@@H]([C@@H](OC(C3=CC=CC=C3)=O)[C@@]3(OC(CCCCCCC)=O)C(C)(C)[C@@]3([H])[C@@]21[H])C)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Stellera chamaejasme (#142738)
Magnoliopsida (#3398)
Isolation, structure determination, and anti-HIV evaluation of tigliane-type diterpenes and biflavonoid from Stellera chamaejasme.,
J Nat Prod, 2013
Pubmed ID: 23611151

Other Databases

PubChem CID
9873332

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 5
Aromatic Rings 1
Rotatable Bonds 12
Van der Waals Molecular Volume 590.56
Topological Polar Surface Area 130.36
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 6.14
Molar Refractivity 162.25

Admin

Created at
12th Nov 2020
Updated at
12th Nov 2020