Structure Database (LMSD)

O H O O O O O H OH H OH H O O OH H H
Common Name
16alpha-acetoxycalotropin
Systematic Name
Synonyms
LM ID
LMST01120047
Formula
C31H42O11
Exact Mass
Calculate m/z
590.272715
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cardanolides and derivatives [ST0112]

String Representations

InChiKey (Click to copy)
BMPDNBQADRWROC-MVELXVHSSA-N
InChi (Click to copy)
InChI=1S/C31H42O11/c1-15-8-24(34)31(37)27(39-15)41-21-10-18-4-5-20-19(29(18,14-32)11-22(21)42-31)6-7-28(3)26(17-9-25(35)38-13-17)23(40-16(2)33)12-30(20,28)36/h9,14-15,18-24,26-27,34,36-37H,4-8,10-13H2,1-3H3/t15-,18+,19+,20-,21-,22-,23-,24+,26+,27+,28-,29-,30+,31+/m1/s1
SMILES (Click to copy)
C1[C@@]2([H])O[C@@]3(O)[C@@H](O)C[C@@H](C)O[C@@]3([H])O[C@]2([H])C[C@]2([H])CC[C@@]3([H])[C@]4(C[C@@H](OC(=O)C)[C@H](C5=CC(=O)OC5)[C@@]4(C)CC[C@]3([H])[C@@]12C=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pergularia tomentosa (#264979)
Magnoliopsida (#3398)
Cardenolide glycosides from Pergularia tomentosa and their proapoptotic activity in Kaposi's sarcoma cells.,
J Nat Prod, 2006
Pubmed ID: 16989527

Other Databases

PubChem CID
44573473

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 7
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 544.47
Topological Polar Surface Area 166.33
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 11
logP 4.12
Molar Refractivity 146.67

Admin

Created at
11th Jan 2022
Updated at
11th Jan 2022