Structure Database (LMSD)

Common Name
Kurilensoside H
Systematic Name
(25S)-3β-(β-D-xylopyranosyloxy)-4β,5β-epoxycholestan-6β,8,15α,16β,26-pentol
Synonyms
  • (25S)-3-O-(beta-D-xylopyranosyl)-4beta,5beta-epoxycholestan-3beta,6beta,8,15alpha,16beta,26-hexol
LM ID
LMST05050017
Formula
C32H54O11
Exact Mass
Calculate m/z
614.366615
Status
Active
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]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Hippasteria (#136939)
Asteroidea (#7588)
Steroidal monoglycosides from the Far Eastern starfish Hippasteria kurilensis and hypothetic pathways of polyhydroxysteroid biosynthesis in starfish.,
Steroids, 2009
Pubmed ID: 19059276

String Representations

InChiKey (Click to copy)
SOVMHZODGWLPJC-HMRISKBOSA-N
InChi (Click to copy)
InChI=1S/C32H54O11/c1-15(13-33)6-5-7-16(2)21-23(37)24(38)26-29(21,3)10-9-19-30(4)11-8-18(42-28-25(39)22(36)17(34)14-41-28)27-32(30,43-27)20(35)12-31(19,26)40/h15-28,33-40H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22-,23+,24-,25+,26+,27-,28-,29+,30+,31-,32-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC[C@@H](CO)C)[C@@H](O)[C@H](O)[C@@]4([H])[C@]3(O)C[C@@H](O)[C@]32O[C@H]3[C@@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)C1

Other Databases

PubChem CID
25232747

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 6
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 584.69
Topological Polar Surface Area 194.90
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 3.78
Molar Refractivity 158.85

Admin

Created at
-
Updated at
8th Mar 2021