Structure Database (LMSD)

O O H O O O H O H OH H OH H OH OH H
Common Name
15beta-hydroxycalactin
Systematic Name
Synonyms
LM ID
LMST01120049
Formula
C29H40O10
Exact Mass
Calculate m/z
548.26215
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)
ZABRUXSLNOYHLJ-BEFXFXSTSA-N
InChi (Click to copy)
InChI=1S/C29H40O10/c1-14-7-23(32)29(35)25(37-14)38-20-9-16-3-4-18-17(27(16,13-30)11-21(20)39-29)5-6-26(2)19(10-22(31)28(18,26)34)15-8-24(33)36-12-15/h8,13-14,16-23,25,31-32,34-35H,3-7,9-12H2,1-2H3/t14-,16+,17+,18-,19-,20-,21-,22-,23-,25+,26-,27-,28-,29+/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@H](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
44584285

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 7
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 503.72
Topological Polar Surface Area 160.26
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 10
logP 3.55
Molar Refractivity 137.12

Admin

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