Structure Database (LMSD)

Common Name
Hesperuside A
Systematic Name
7-O-(6-O-methyl-β-D-galactofuranosyl)-16-O-(3-O-methyl-β-D-galactopyranosyl)-cholest-8(14),22E-dien-3α,6β,7β,16α-tetrol
Synonyms
LM ID
LMST05050032
Status
Active
Exact Mass
Calculate m/z
784.46091
Formula
C41H68O14
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]

String Representations

InChiKey (Click to copy)
IRTKUTYLWJYOHG-ZJQWHHTBSA-N
InChi (Click to copy)
InChI=1S/C41H68O14/c1-19(2)9-8-10-20(3)29-26(52-39-34(49)37(51-7)31(46)27(17-42)53-39)16-23-28-22(12-14-41(23,29)5)40(4)13-11-21(43)15-24(40)30(45)36(28)55-38-33(48)32(47)35(54-38)25(44)18-50-6/h8,10,19-22,24-27,29-39,42-49H,9,11-18H2,1-7H3/b10-8+/t20-,21-,22+,24-,25-,26-,27-,29+,30+,31+,32-,33-,34-,35+,36-,37+,38+,39-,40-,41+/m1/s1
SMILES (Click to copy)
C1C[C@@H](O)C[C@]2([H])[C@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H]([C@@H](COC)O)O3)C3=C4C[C@@H](O[C@H]5[C@H](O)[C@@H](OC)[C@@H](O)[C@@H](CO)O5)[C@H]([C@H](C)/C=C/CC(C)C)[C@@]4(C)CC[C@]3([H])[C@@]12C

References

Reference
Three New Cytotoxic Polyhydroxysteroidal Glycosides From Starfish Craspidaster Hesperus
Mar Drugs 2016
DOI: 10.3390/md14100189
PMID: 27775561

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Craspidaster hesperus (#1246603)
Asteroidea (#7588)
Three New Cytotoxic Polyhydroxysteroidal Glycosides from Starfish Craspidaster hesperus.,
Mar Drugs, 2016
Pubmed ID: 27775561

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 6
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 761.48
Topological Polar Surface Area 221.36
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 14
logP 5.76
Molar Refractivity 206.19

Admin

Created at
6th Jul 2020
Updated at
7th Jul 2020