Structure Database (LMSD)

Common Name
eurysterol A sulfonic acid
Systematic Name
5α,6β-dihydroxy-8,19-epoxycholestan-3β-yl hydrogen sulfate
Synonyms
  • (3beta,5alpha,6beta)-5,6-dihydroxy-8,19-epoxycholestan-3-yl hydrogen sulfate
LM ID
LMST05020034
Status
Active
Exact Mass
Calculate m/z
514.296427
Formula
C27H46O7S
Abbrev
ST 27:1;O4;S
Show lipids differing only in stereochemistry/bond geometry
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Main

Classification

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

String Representations

InChiKey (Click to copy)
MWTQCWZOXMULHF-QZSJCTLHSA-N
InChi (Click to copy)
InChI=1S/C27H46O7S/c1-17(2)6-5-7-18(3)20-8-9-21-24(20,4)12-11-22-25-13-10-19(34-35(30,31)32)14-27(25,29)23(28)15-26(21,22)33-16-25/h17-23,28-29H,5-16H2,1-4H3,(H,30,31,32)/t18-,19+,20-,21-,22-,23-,24-,25+,26-,27+/m1/s1
SMILES (Click to copy)
OS(=O)(=O)O[C@@H]1C[C@]2(O)[C@H](O)C[C@]34OC[C@]2([C@@]3([H])CC[C@]2([C@@]4([H])CC[C@]2([H])[C@H](C)CCCC(C)C)C)CC1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Euryspongia (#2636866)
Demospongiae (#6042)
Eurysterols A and B, cytotoxic and antifungal steroidal sulfates from a marine sponge of the genus Euryspongia.,
J Nat Prod, 2007
Pubmed ID: 17378608

Other Databases

CHEBI ID
68591
PubChem CID
16681436

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 493.90
Topological Polar Surface Area 115.36
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 7.20
Molar Refractivity 134.31

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Updated at
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