Structure Database (LMSD)

Common Name
Lamellosterol C
Systematic Name
24-methyl-3α,7α,8β-trihydroxy-5α-cholest-22E-ene-26-sulfate
Synonyms
LM ID
LMST05020062
Formula
C28H48O7S
Exact Mass
Calculate m/z
528.312077
Sum Composition
ST 28:1;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]
Ergosterols and C24-methyl derivatives [ST0103]

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)
WBNUFLZYIPASAS-YGXGWDJCSA-N
InChi (Click to copy)
InChI=1S/C28H48O7S/c1-17(19(3)16-35-36(32,33)34)6-7-18(2)22-8-9-23-27(22,5)13-11-24-26(4)12-10-21(29)14-20(26)15-25(30)28(23,24)31/h6-7,17-25,29-31H,8-16H2,1-5H3,(H,32,33,34)/b7-6+/t17?,18-,19?,20-,21-,22-,23-,24-,25-,26+,27-,28-/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)/C=C/C(C)C(C)COS(=O)(O)=O)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
162670020

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 520.92
Topological Polar Surface Area 124.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 6.77
Molar Refractivity 140.14

Admin

Created at
7th Dec 2020
Updated at
16th Sep 2024