Structure Database (LMSD)

O OH O HO H H H H O OH H S O O S O O S O O
Common Name
Halistanol sulfonic acid A
Systematic Name
(5α)-24,methylcholest-22E-en-2β,3α,6α-triyl tris(hydrogen sulfate)
Synonyms
  • Halistanol sulfate A
LM ID
LMST05020047
Formula
C28H48O12S3
Exact Mass
Calculate m/z
672.230796
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Sulfates [ST0502]

String Representations

InChiKey (Click to copy)
XVGKZICNJDERSU-UBFGMIEWSA-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/h7-8,16-26H,9-15H2,1-6H3,(H,29,30,31)(H,32,33,34)(H,35,36,37)/b8-7+/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([C@]3([H])CC[C@]([H])([C@H](C)/C=C/C(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](OS(=O)(O)=O)C2)[H])=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Epipolasis (#745414)
Demospongiae (#6042)
Halistanol Sulfates A-E, New Steroid Sulfates, from a Marine Sponge, Epipolasis sp,
Tetrahedron, 1992

Other Databases

PubChem CID
20056019

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 4
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 601.89
Topological Polar Surface Area 190.80
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 12
logP 9.53
Molar Refractivity 158.81

Admin

Created at
6th Sep 2020
Updated at
28th Jan 2021