Structure Database (LMSD)

Common Name
Halistanol sulfonic acid H
Systematic Name
(5α)-ergosta-25-ene-(2β,3α,6α-triyl tris(hydrogen sulfate)
Synonyms
  • (2beta,3alpha,5alpha,6alpha)-ergosta-25ene-2,3,6-triyl tris(hydrogen sulfate)
  • Halistanol sulfate H
LM ID
LMST05020045
Status
Active
Exact Mass
Calculate m/z
672.230796
Formula
C28H48O12S3
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]

String Representations

InChiKey (Click to copy)
UKKOBSCNEQERMS-ZGTRXXLVSA-N
InChi (Click to copy)
InChI=1S/C28H48O12S3/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/h17-26H,1,7-15H2,2-6H3,(H,29,30,31)(H,32,33,34)(H,35,36,37)/t17?,18-,19+,20-,21+,22+,23-,24+,25+,26+,27-,28-/m1/s1
SMILES (Click to copy)
O=S(O)(O[C@H]1C[C@@]2([H])[C@]3([H])CC[C@]([H])([C@H](C)CCC(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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Axinellida (#1779152)
Demospongiae (#6042)
Novel HIV-inhibitory halistanol sulfates F-H from a marine sponge, Pseudoaxinissa digitata.,
J Nat Prod, 1994
Pubmed ID: 8158159

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 4
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 601.89
Topological Polar Surface Area 190.80
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 12
logP 9.67
Molar Refractivity 158.88

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Created at
4th Sep 2020
Updated at
4th Sep 2020