Structure Database (LMSD)

Common Name
Lamellosterol B
Systematic Name
25S-3α,7α,8β-trihydroxy-5α-cholest-22-ene-26-sulfate
Synonyms
LM ID
LMST05020061
Formula
C27H46O7S
Exact Mass
Calculate m/z
514.296427
Sum Composition
ST 27:1;O4;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]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

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)
FXEHCLUAZFWHLM-QEOZPHLQSA-N
InChi (Click to copy)
InChI=1S/C27H46O7S/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/h5,7,17-24,28-30H,6,8-16H2,1-4H3,(H,31,32,33)/b7-5+/t17-,18+,19+,20+,21+,22+,23+,24+,25-,26+,27+/m0/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)/C=C/C[C@H](C)COS(=O)(O)=O)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
162671247

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 503.62
Topological Polar Surface Area 124.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 6.53
Molar Refractivity 135.59

Admin

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