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 C
Systematic Name
(5α)-cholestane-2β,3α,6α-triyl tris(hydrogen sulfate)
Synonyms
  • Halistanol sulfate C
LM ID
LMST05020049
Formula
C27H48O12S3
Exact Mass
Calculate m/z
660.230796
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)
NIMOISWPIXQOQT-CLZXISQTSA-N
InChi (Click to copy)
InChI=1S/C27H48O12S3/c1-16(2)7-6-8-17(3)19-9-10-20-18-13-23(37-40(28,29)30)22-14-24(38-41(31,32)33)25(39-42(34,35)36)15-27(22,5)21(18)11-12-26(19,20)4/h16-25H,6-15H2,1-5H3,(H,28,29,30)(H,31,32,33)(H,34,35,36)/t17-,18+,19-,20+,21+,22-,23+,24+,25+,26-,27-/m1/s1
SMILES (Click to copy)
O=S(O)(O[C@H]1C[C@]2([C@]3([H])CC[C@]([H])([C@H](C)CCCC(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
20056023

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 4
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 587.23
Topological Polar Surface Area 190.80
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 12
logP 9.50
Molar Refractivity 154.36

Admin

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