Structure Database (LMSD)

Common Name
Linckoside B
Systematic Name
3-O-(2-O-methyl-β-D-xylopyranosyl)-29-O-(β-D-xylopyranosyl)-stigmasta-4-ene-3β,6β,8,15α,16β,28-hexaol
Synonyms
LM ID
LMST05050048
Formula
C40H68O14
Exact Mass
Calculate m/z
772.46091
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)
JUUHOFRRUNQLGZ-UYJYIQGLSA-N
InChi (Click to copy)
InChI=1S/C40H68O14/c1-19(2)21(11-14-51-36-33(48)29(44)25(42)17-52-36)8-7-20(3)28-31(46)32(47)35-39(28,5)13-10-27-38(4)12-9-22(15-23(38)24(41)16-40(27,35)49)54-37-34(50-6)30(45)26(43)18-53-37/h15,19-22,24-37,41-49H,7-14,16-18H2,1-6H3/t20-,21-,22+,24-,25-,26-,27-,28+,29+,30+,31-,32+,33-,34-,35-,36-,37+,38+,39-,40+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@H](CCO[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
21632587

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 6
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 746.82
Topological Polar Surface Area 232.36
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 14
logP 5.18
Molar Refractivity 201.43

Admin

Created at
21st Dec 2020
Updated at
21st Dec 2020