Structure Database (LMSD)

H OH O OH H H S O O HO OH HO
Common Name
Gracilosulfate F
Systematic Name
4β,11β,15β,23R-tetrahydroxy-24-methylenecholest-5-en-3β-yl-sulfate
Synonyms
LM ID
LMST05020057
Formula
C28H46O8S
Exact Mass
Calculate m/z
542.291342
Sum Composition
ST 28:2;O5;S
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Sulfates [ST0502]

String Representations

InChiKey (Click to copy)
PGCDDZDDLHMXLB-YFQPGMQCSA-N
InChi (Click to copy)
InChI=1S/C28H46O8S/c1-14(2)16(4)20(29)11-15(3)19-12-21(30)24-17-7-8-18-26(32)23(36-37(33,34)35)9-10-27(18,5)25(17)22(31)13-28(19,24)6/h8,14-15,17,19-26,29-32H,4,7,9-13H2,1-3,5-6H3,(H,33,34,35)/t15-,17+,19-,20-,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)C[C@H](O)[C@]3([H])[C@@]12C

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

Other Databases

PubChem CID
171120306

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 527.07
Topological Polar Surface Area 144.52
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 5.95
Molar Refractivity 142.02

Admin

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