Structure Database (LMSD)

Common Name
Gracilosulfate D
Systematic Name
4β,15β,23R-trihydroxy-24-methylenecholest-5-en-3β-yl-sulfate
Synonyms
LM ID
LMST05020055
Formula
C28H46O7S
Exact Mass
Calculate m/z
526.296427
Sum Composition
ST 28:2;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
Haliclona (#6057)
Demospongiae (#6042)
Gracilosulfates A-G, Monosulfated Polyoxygenated Steroids from the Marine Sponge Haliclona gracilis.,
Mar Drugs, 2020
Pubmed ID: 32872590

String Representations

InChiKey (Click to copy)
ZVTZUEDRTQMJLQ-CHKXRWGSSA-N
InChi (Click to copy)
InChI=1S/C28H46O7S/c1-15(2)17(4)22(29)13-16(3)21-14-23(30)25-18-7-8-20-26(31)24(35-36(32,33)34)10-12-27(20,5)19(18)9-11-28(21,25)6/h8,15-16,18-19,21-26,29-31H,4,7,9-14H2,1-3,5-6H3,(H,32,33,34)/t16-,18-,19+,21-,22-,23-,24+,25-,26-,27-,28-/m1/s1
SMILES (Click to copy)
C1C[C@H](OS(O)(=O)=O)[C@H](O)C2=CC[C@@]3([H])[C@]4([H])[C@H](O)C[C@H]([C@H](C)C[C@@H](O)C(=C)C(C)C)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
171120304

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 518.28
Topological Polar Surface Area 124.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 6.69
Molar Refractivity 140.11

Admin

Created at
12th Oct 2020
Updated at
12th Oct 2020