Structure Database (LMSD)

Systematic Name
5β-cholestan-3α,4α,11β,12β,21-pentol-3,21-disulfate
Synonyms
LM ID
LMST01010329
Formula
C27H48O11S2
Exact Mass
Calculate m/z
612.263809
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
KLTBPPZMCKDFRK-AVGDXGFQSA-N
InChi (Click to copy)
InChI=1S/C27H48O11S2/c1-15(2)6-5-7-16(14-37-39(31,32)33)18-10-11-19-17-8-9-20-23(28)21(38-40(34,35)36)12-13-26(20,3)22(17)24(29)25(30)27(18,19)4/h15-25,28-30H,5-14H2,1-4H3,(H,31,32,33)(H,34,35,36)/t16-,17-,18+,19-,20+,21+,22+,23-,24+,25+,26-,27+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])[C@@H](O)[C@@H](O)[C@]4(C)[C@@]([H])([C@]([H])(COS(=O)(=O)O)CCCC(C)C)CC[C@@]4([H])[C@]3([H])CC[C@]2([H])[C@H](O)[C@H](OS(=O)(=O)O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ophioderma longicauda (#72727)
Ophiuroidea (#7618)
Unusual sulfated marine steroids from the ophiuroid ophioderma longicaudum,
Tetrahedron, 1985

Other Databases

PubChem CID
15768142

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 4
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 559.93
Topological Polar Surface Area 187.89
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 11
logP 6.94
Molar Refractivity 147.84

Admin

Created at
-
Updated at
22nd Feb 2021