Structure Database (LMSD)

Common Name
Sycosterol A
Systematic Name
3α,7α,8β,15β,16α-pentahydroxy-5?-cholestane-26-sulfate
Synonyms
LM ID
LMST05020065
Formula
C27H48O9S
Exact Mass
Calculate m/z
548.301907
Sum Composition
ST 27:0;O6;S
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Sulfates [ST0502]
Bile acids and derivatives [ST04]
C27 bile acids, alcohols, and derivatives [ST0403]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Distaplia (#322838)
Ascidiacea (#7713)
Sycosterol A, an α-Synuclein Inhibitory Sterol from the Australian Ascidian Sycozoa cerebriformis,
J Nat Prod, 2021
Pubmed ID: 34787419

String Representations

InChiKey (Click to copy)
WGOMYZSXZKFCQS-SKIKMFFJSA-N
InChi (Click to copy)
InChI=1S/C27H48O9S/c1-15(14-36-37(33,34)35)6-5-7-16(2)21-22(30)23(31)24-26(21,4)11-9-19-25(3)10-8-18(28)12-17(25)13-20(29)27(19,24)32/h15-24,28-32H,5-14H2,1-4H3,(H,33,34,35)/t15?,16-,17-,18-,19-,20-,21+,22+,23-,24-,25+,26-,27-/m1/s1
SMILES (Click to copy)
C(C)(COS(O)(=O)=O)CCC[C@@H](C)[C@@]1([H])[C@H](O)[C@@H](O)[C@]2([H])[C@]1(C)CC[C@@]1([H])[C@@]2(O)[C@H](O)C[C@]2([H])[C@]1(C)CC[C@@H](O)C2

Other Databases

PubChem CID
162679353

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 523.84
Topological Polar Surface Area 164.75
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 5.26
Molar Refractivity 139.49

Admin

Created at
29th Nov 2021
Updated at
17th Sep 2024