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
Status
Active
Exact Mass
Calculate m/z
688.262096
Formula
C29H52O12S3
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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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)
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

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

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