Structure Database (LMSD)

Common Name
Linckoside D
Systematic Name
3-O-(2-O-methyl-β-D-xylopyranosyl)-29-O-(β-D-xylopyranosyl)-28S-methyl-stigmasta-4,22E-ene-3β,6β,8,15α,16β,28-hexaol
Synonyms
LM ID
LMST05050050
Formula
C41H68O14
Exact Mass
Calculate m/z
784.46091
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]
Stigmasterols and C24-ethyl derivatives [ST0104]

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)
NYUXWEPIGQEPET-UBKPSMHSSA-N
InChi (Click to copy)
InChI=1S/C41H68O14/c1-19(2)23(21(4)16-52-37-34(49)30(45)26(43)17-53-37)9-8-20(3)29-32(47)33(48)36-40(29,6)13-11-28-39(5)12-10-22(14-24(39)25(42)15-41(28,36)50)55-38-35(51-7)31(46)27(44)18-54-38/h8-9,14,19-23,25-38,42-50H,10-13,15-18H2,1-7H3/b9-8+/t20-,21-,22+,23+,25-,26-,27-,28-,29+,30+,31+,32-,33+,34-,35-,36-,37-,38+,39+,40-,41+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/[C@H]([C@H](C)CO[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)C(C)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
21589287

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 6
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 761.48
Topological Polar Surface Area 232.36
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 14
logP 5.20
Molar Refractivity 205.88

Admin

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