Structure Database (LMSD)

Common Name
Linckoside I
Systematic Name
(25S)-3-O-(2-O-methyl-β-D-xylopyranosyl)-26-O-(β-D-xylopyranosyl)-cholest-4,24(28)-diene-3β,6β,8,15α,16β,26-hexaol
Synonyms
LM ID
LMST05050039
Formula
C39H64O14
Exact Mass
Calculate m/z
756.42961
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Linckia laevigata (#109185)
Asteroidea (#7588)
Two new polyhydroxylated steroidal glycosides from the starfish Culcita novaeguineae,
J Nat Prod, 2020
Pubmed ID: 33336584

String Representations

InChiKey (Click to copy)
JXGYQLGOPXRWGG-KGQBMBHGSA-N
InChi (Click to copy)
InChI=1S/C39H64O14/c1-18(20(3)15-50-35-32(47)28(43)24(41)16-51-35)7-8-19(2)27-30(45)31(46)34-38(27,5)12-10-26-37(4)11-9-21(13-22(37)23(40)14-39(26,34)48)53-36-33(49-6)29(44)25(42)17-52-36/h13,19-21,23-36,40-48H,1,7-12,14-17H2,2-6H3/t19-,20-,21+,23-,24-,25-,26-,27+,28+,29+,30-,31+,32-,33-,34-,35-,36+,37+,38-,39+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(=C)[C@@H](CO[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)C)[C@@H](O)[C@H](O)[C@@]4([H])[C@]3(O)C[C@@H](O)C2=C[C@@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2OC)C1

Other Databases

PubChem CID
163037222

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 6
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 726.88
Topological Polar Surface Area 232.36
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 14
logP 4.71
Molar Refractivity 196.79

Admin

Created at
21st Dec 2020
Updated at
19th Feb 2024