Structure Database (LMSD)

OH O H OH OH HO HO O S O O OH OH H H H H O
Common Name
Evasterioside A
Systematic Name
(25S)-3β-(β-D-xylopyranosyloxy)-6β,8,15α-trihydroxy-5α-campest-22E-en-26-yl sulfate
Synonyms
  • (20R,22E,24R,25S)-3-O-(beta-D-xylopyranosyl)-24-methyl-5alpha-cholest-22-ene-3beta,6beta,8,15alpha,26-pentol 26-sulfate
LM ID
LMST05050012
Formula
C33H56O12S
Exact Mass
Calculate m/z
676.349252
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]
Stigmasterols and C24-ethyl derivatives [ST0104]

String Representations

InChiKey (Click to copy)
YWTLHWYRVSPWOJ-ZVCZZSFPSA-N
InChi (Click to copy)
InChI=1S/C33H56O12S/c1-17(19(3)15-44-46(40,41)42)6-7-18(2)21-13-23(34)29-32(21,5)11-9-26-31(4)10-8-20(12-22(31)24(35)14-33(26,29)39)45-30-28(38)27(37)25(36)16-43-30/h6-7,17-30,34-39H,8-16H2,1-5H3,(H,40,41,42)/b7-6+/t17-,18-,19-,20+,21-,22-,23+,24-,25-,26-,27+,28-,29-,30+,31+,32-,33+/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)[C@@H](COS(O)(=O)=O)C)C[C@H](O)[C@@]4([H])[C@]3(O)C[C@@H](O)[C@@]2([H])C[C@@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)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
52931564

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 5
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 639.01
Topological Polar Surface Area 205.51
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 12
logP 5.92
Molar Refractivity 171.21

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Created at
-
Updated at
5th Jul 2020