Structure Database (LMSD)

Common Name
Halistanol sulfonic acid G
Systematic Name
(5α)-ergostane-(2β,3α,6α-triyl tris(hydrogen sulfate)
Synonyms
  • (2beta,3alpha,5alpha,6alpha)-ergostane-2,3,6-triyl tris(hydrogen sulfate)
  • Halistanol sulfate G
LM ID
LMST05020037
Formula
C28H50O12S3
Exact Mass
Calculate m/z
674.246446
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Sulfates [ST0502]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Axinella (#12958)
Demospongiae (#6042)
Novel HIV-inhibitory halistanol sulfates F-H from a marine sponge, Pseudoaxinissa digitata.,
J Nat Prod, 1994
Pubmed ID: 8158159

String Representations

InChiKey (Click to copy)
WBHAMVHLRVKJRH-VZAWWNCJSA-N
InChi (Click to copy)
InChI=1S/C28H50O12S3/c1-16(2)17(3)7-8-18(4)20-9-10-21-19-13-24(38-41(29,30)31)23-14-25(39-42(32,33)34)26(40-43(35,36)37)15-28(23,6)22(19)11-12-27(20,21)5/h16-26H,7-15H2,1-6H3,(H,29,30,31)(H,32,33,34)(H,35,36,37)/t17-,18+,19-,20+,21-,22-,23+,24-,25-,26-,27+,28+/m0/s1
SMILES (Click to copy)
O=S(O)(O[C@H]1C[C@@]2([H])[C@]3([H])CC[C@]([H])([C@H](C)CC[C@H](C)C(C)C)[C@@]3(C)CC[C@]2([H])[C@]2(C)[C@]1([H])C[C@H](OS(O)(=O)=O)[C@H](C2)OS(=O)(O)=O)=O

Other Databases

CHEBI ID
72479
PubChem CID
44566799

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 4
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 604.53
Topological Polar Surface Area 190.80
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 12
logP 9.75
Molar Refractivity 158.90

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Created at
-
Updated at
4th Sep 2020