Structure Database (LMSD)

Common Name
Lamellosterol A
Systematic Name
3α,7α,8β-trihydroxy-5α-cholestane-26-sulfate
Synonyms
LM ID
LMST05020060
Formula
C27H48O7S
Exact Mass
Calculate m/z
516.312077
Sum Composition
ST 27:0;O4;S
Status
Curated
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
Lamellodysidea chlorea (#279620)
Demospongiae (#6042)
Anti-prion and alpha-Synuclein Aggregation Inhibitory Sterols from the Sponge Lamellodysidea cf. chlorea,
J Nat Prod, 2020
Pubmed ID: 33269586

String Representations

InChiKey (Click to copy)
UHZPZECSBHKZCG-FVZADQOOSA-N
InChi (Click to copy)
InChI=1S/C27H48O7S/c1-17(16-34-35(31,32)33)6-5-7-18(2)21-8-9-22-26(21,4)13-11-23-25(3)12-10-20(28)14-19(25)15-24(29)27(22,23)30/h17-24,28-30H,5-16H2,1-4H3,(H,31,32,33)/t17?,18-,19-,20-,21-,22-,23-,24-,25+,26-,27-/m1/s1
SMILES (Click to copy)
C1C[C@@H](O)C[C@]2([H])C[C@@H](O)[C@@]3(O)[C@]4([H])CC[C@]([H])([C@H](C)CCCC(C)COS(=O)(O)=O)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
162646418

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 506.26
Topological Polar Surface Area 124.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 6.75
Molar Refractivity 135.69

Admin

Created at
7th Dec 2020
Updated at
17th Sep 2024