Structure Database (LMSD)

Common Name
digitalin
Systematic Name
3β-(4-O-β-D-glucopyranosyl-3-O-methyl-6-deoxy-β-D-galactopyranosyloxy)-14,16β-dihydroxy-5β-card-20(22)-enolide
Synonyms
  • Digitalin
  • Gitoxigenin 3-O-glucosyldigitaloside
  • Glucostrospeside
LM ID
LMST01120015
Formula
C36H56O14
Exact Mass
Calculate m/z
712.36701
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]

String Representations

InChiKey (Click to copy)
CKNOLMVLQUPVMU-YMMLYESFSA-N
InChi (Click to copy)
InChI=1S/C36H56O14/c1-16-30(50-32-28(42)27(41)26(40)23(14-37)49-32)31(45-4)29(43)33(47-16)48-19-7-9-34(2)18(12-19)5-6-21-20(34)8-10-35(3)25(17-11-24(39)46-15-17)22(38)13-36(21,35)44/h11,16,18-23,25-33,37-38,40-44H,5-10,12-15H2,1-4H3/t16-,18-,19+,20+,21-,22+,23-,25+,26-,27+,28-,29-,30+,31-,32+,33+,34+,35-,36+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@]([H])(CC[C@]3([H])[C@]2([H])CC[C@@]2(C)[C@]3(O)C[C@H](O)[C@]2([H])C2=CC(=O)OC2)C[C@@H](O[C@H]2[C@H](O)[C@@H](OC)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)[C@@H](C)O2)C1

Other Databases

KEGG ID
C08862
CHEBI ID
28143
PubChem CID
56940694

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 7
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 662.62
Topological Polar Surface Area 220.27
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 4.20
Molar Refractivity 179.40

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Created at
-
Updated at
30th Aug 2021