LIPID MAPS

Structure Database (LMSD)

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Common Name

Kurilensoside I

Systematic Name

3β-(2-O-methyl-β-D-xylopyranosyloxy)-24R-[2-O-methyl-β-D-xylopyranosyl-(1-5)-α-L-arabinofuranosyloxy]-5α-cholest-22E-en-4β,6α,7α,8,15β-pentol

Synonyms

(22E,24R)-3-O-(2-O-methyl-beta-D-xylopyranosyl)-24-O-[2-O-methyl-beta-D-xylopyranosyl-(1-5)-alpha-L-arabinofuranosyl]-5alpha-cholest-22-ene-3beta,4beta,6alpha,7alpha,8,15beta,24-heptaol

LM ID

LMST05050019

Formula

C₄₄H₇₄O₁₉

Exact Mass

Calculate m/z

906.482435

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

JLSBRWJFUJFKOK-ULDPRFGRSA-N

InChi (Click to copy)

InChI=1S/C44H74O19/c1-18(2)24(61-39-34(53)32(51)26(63-39)17-60-40-35(56-6)29(48)22(46)15-58-40)9-8-19(3)20-14-21(45)37-42(20,4)13-11-27-43(5)12-10-25(31(50)28(43)33(52)38(54)44(27,37)55)62-41-36(57-7)30(49)23(47)16-59-41/h8-9,18-41,45-55H,10-17H2,1-7H3/b9-8+/t19-,20-,21-,22-,23-,24+,25+,26+,27-,28-,29+,30+,31+,32+,33-,34-,35-,36-,37-,38-,39-,40+,41+,42-,43-,44+/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](O[C@H]5[C@H](O)[C@@H](O)[C@H](CO[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6OC)O5)C(C)C)C[C@@H](O)[C@@]4([H])[C@]3(O)[C@H](O)[C@H](O)[C@@]2([H])[C@@H](O)[C@@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2OC)C1

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Hippasteria (#136939)

Asteroidea (#7588)

[Two new steroid glycosides from the Far East starfish Hippasteria kurilensis].,
Bioorg Khim, 2009

Pubmed ID: 19928059

Other Databases

PubChem CID

73242226

Calculated Physicochemical Properties

Heavy Atoms 63

Rings 7

Aromatic Rings 0

Rotatable Bonds 13

Van der Waals Molecular Volume 847.61

Topological Polar Surface Area 302.58

Hydrogen Bond Donors 11

Hydrogen Bond Acceptors 19

logP 4.21

Molar Refractivity 228.05

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Created at

Updated at

16th Feb 2024