Structure Database (LMSD)

HO H OH OH S O O O HO HO HO O OH H H H H O
Common Name
Evasterioside B
Systematic Name
24-(β-D-xylopyranosyloxy)-6β,8,15α-trihydroxy-5α-cholest-22E-en-3-yl sulfate
Synonyms
  • (20R,22E)-24-O-(beta-D-xylopyranosyl)-5a-cholest-22-ene-3beta,6beta,8,15alpha,24-pentol 3-sulfate
LM ID
LMST05050013
Formula
C32H54O12S
Exact Mass
Calculate m/z
662.333602
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Sulfates [ST0502]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
JJOMVGVJXRBILN-UZWUURQCSA-N
InChi (Click to copy)
InChI=1S/C32H54O12S/c1-16(2)24(43-29-27(37)26(36)23(35)15-42-29)7-6-17(3)19-13-21(33)28-31(19,5)11-9-25-30(4)10-8-18(44-45(39,40)41)12-20(30)22(34)14-32(25,28)38/h6-7,16-29,33-38H,8-15H2,1-5H3,(H,39,40,41)/b7-6+/t17-,18+,19-,20-,21+,22-,23-,24?,25-,26+,27-,28-,29+,30+,31-,32+/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(O[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)C(C)C)C[C@H](O)[C@@]4([H])[C@]3(O)C[C@@H](O)[C@@]2([H])C[C@@H](OS(=O)(=O)O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Evasterias retifera (#431635)
Asteroidea (#7588)
Evasteriosides A and B and other sulfated steroids from the Pacific starfish Evasterias retifera,
Russian Chemical Bulletin, 2008

Other Databases

PubChem CID
52931566

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 621.71
Topological Polar Surface Area 205.51
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 12
logP 5.68
Molar Refractivity 166.66

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Created at
-
Updated at
5th Jul 2020