Structure Database (LMSD)

Common Name
3‘-O-beta-d-glucopyranosylcalactin
Systematic Name
3β-O-(d-digitalosyl)-14β-hydroxy-5β-card-20(22)-enolide
Synonyms
LM ID
LMST01120030
Formula
C35H50O14
Exact Mass
Calculate m/z
694.32006
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
QHTLPWXBPOENQB-GVVIVVNYSA-N
InChi (Click to copy)
InChI=1S/C35H50O14/c1-16-9-25(48-30-29(41)28(40)27(39)24(13-36)46-30)35(43)31(45-16)47-22-11-18-3-4-21-20(33(18,15-37)12-23(22)49-35)5-7-32(2)19(6-8-34(21,32)42)17-10-26(38)44-14-17/h10,15-16,18-25,27-31,36,39-43H,3-9,11-14H2,1-2H3/t16-,18+,19-,20+,21-,22-,23-,24-,25-,27-,28+,29-,30+,31+,32-,33-,34+,35+/m1/s1
SMILES (Click to copy)
C1[C@@]2([H])O[C@@]3(O)[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)C[C@@H](C)O[C@@]3([H])O[C@]2([H])C[C@]2([H])CC[C@@]3([H])[C@]4(CC[C@H](C5=CC(=O)OC5)[C@@]4(C)CC[C@]3([H])[C@@]12C=O)O

Other Databases

PubChem CID
16086565

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 8
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 630.32
Topological Polar Surface Area 221.25
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 14
logP 3.83
Molar Refractivity 170.90

Admin

Created at
16th Dec 2021
Updated at
16th Dec 2021