Structure Database (LMSD)

O O O OH H O OH OH O H HO H
Common Name
Wikstrocin A
Systematic Name
12-O-benzoyl-13-O-octanoyl-7β-hydroxy-6,7-dihydrophorbol-5-ene
Synonyms
LM ID
LMPR0104330005
Formula
C35H46O9
Exact Mass
Calculate m/z
610.314185
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)
PHUYHZVUYBGTQF-PUZDGFOXSA-N
InChi (Click to copy)
InChI=1S/C35H46O9/c1-6-7-8-9-13-16-25(37)44-35-28(32(35,4)5)26-27(38)23(19-36)18-33(41)24(17-20(2)29(33)39)34(26,42)21(3)30(35)43-31(40)22-14-11-10-12-15-22/h10-12,14-15,17-18,21,24,26-28,30,36,38,41-42H,6-9,13,16,19H2,1-5H3/t21-,24-,26+,27+,28-,30-,33-,34+,35-/m1/s1
SMILES (Click to copy)
[C@H]1(O)C(CO)=C[C@]2(O)C(C(C)=C[C@@]2([H])[C@@]2(O)[C@@H]([C@@H](OC(=O)C3=CC=CC=C3)[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
Wikstroemia scytophylla (#2778427)
Magnoliopsida (#3398)
Anti-HIV Tigliane Diterpenoids from Wikstroemia scytophylla.,
J Nat Prod, 2020
Pubmed ID: 33172265

Other Databases

PubChem CID
162643529

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 5
Aromatic Rings 1
Rotatable Bonds 12
Van der Waals Molecular Volume 599.35
Topological Polar Surface Area 150.59
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 5.39
Molar Refractivity 164.15

Admin

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