Structure Database (LMSD)

Common Name
Halistanol sulfonic acid F
Systematic Name
(5α)-24,25,26-trimethylcholestane-2β,3α,6α-triyl tris(hydrogen sulfate)
Synonyms
  • Halistanol sulfate F
LM ID
LMST05020036
Formula
C30H54O12S3
Exact Mass
Calculate m/z
702.277746
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

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
Axinella (#12958)
Demospongiae (#6042)
Novel HIV-inhibitory halistanol sulfates F-H from a marine sponge, Pseudoaxinissa digitata.,
J Nat Prod, 1994
Pubmed ID: 8158159

String Representations

InChiKey (Click to copy)
XUMJIMYIZJLITA-TZVJEUQOSA-N
InChi (Click to copy)
InChI=1S/C30H54O12S3/c1-8-28(4,5)19(3)10-9-18(2)21-11-12-22-20-15-25(40-43(31,32)33)24-16-26(41-44(34,35)36)27(42-45(37,38)39)17-30(24,7)23(20)13-14-29(21,22)6/h18-27H,8-17H2,1-7H3,(H,31,32,33)(H,34,35,36)(H,37,38,39)/t18-,19?,20+,21-,22+,23+,24-,25+,26+,27+,29-,30-/m1/s1
SMILES (Click to copy)
O=S(O)(O[C@H]1C[C@]2([C@]3([H])CC[C@]([H])([C@H](C)CCC(C)C(C)(CC)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

Other Databases

CHEBI ID
72477
PubChem CID
44575671

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 4
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 639.13
Topological Polar Surface Area 190.80
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 12
logP 10.53
Molar Refractivity 168.14

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Created at
-
Updated at
4th Sep 2020