Structure Database (LMSD)

Common Name
Halistanol sulfonic acid
Systematic Name
(5α)-24,25-dimethylcholestane-2β,3α,6α-triyl tris(hydrogen sulfate)
Synonyms
  • Halistanol sulfate
LM ID
LMST05020046
Formula
C29H52O12S3
Exact Mass
Calculate m/z
688.262096
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
Halichondria (#6061)
Demospongiae (#6042)
ioactive marine metabolites II. Halistanol sulfate, an antimicrobial novel steroid sulfate from the marine sponge halichondria cf. moorei bergquist,
Tetrahedron Letts, 1981

String Representations

InChiKey (Click to copy)
UYXOPBYFUWYADH-ZPUGDPMBSA-N
InChi (Click to copy)
InChI=1S/C29H52O12S3/c1-17(8-9-18(2)27(3,4)5)20-10-11-21-19-14-24(39-42(30,31)32)23-15-25(40-43(33,34)35)26(41-44(36,37)38)16-29(23,7)22(19)12-13-28(20,21)6/h17-26H,8-16H2,1-7H3,(H,30,31,32)(H,33,34,35)(H,36,37,38)/t17-,18?,19+,20-,21+,22+,23-,24+,25+,26+,28-,29-/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)[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

PubChem CID
10101619

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 4
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 621.83
Topological Polar Surface Area 190.80
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 12
logP 10.14
Molar Refractivity 163.52

Admin

Created at
4th Sep 2020
Updated at
6th Feb 2021