Structure Database (LMSD)

Common Name
16alpha,17alpha-epoxy-sinusta-5-en-3beta-ol-20beta-yl sulfate
Systematic Name
16α,17α-epoxy-23-methylergosta-5-en-3β-ol-20β-yl sulfate
Synonyms
LM ID
LMST05020063
Formula
C29H48O6S
Exact Mass
Calculate m/z
524.317162
Sum Composition
ST 29:2;O3;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
Sinularia variabilis (#668504)
Anthozoa (#6101)
Novel 16,17-epoxy-23-methylergostane derivative from Sinularia variabilis, a soft coral from the Persian Gulf, with apoptotic activities against breast cancer cell lines,
Nat Prod Res, 2021
Pubmed ID: 33615935

String Representations

InChiKey (Click to copy)
MBEVKYVYIQZRDZ-CRANKKPJSA-N
InChi (Click to copy)
InChI=1S/C29H48O6S/c1-17(2)19(4)18(3)16-28(7,35-36(31,32)33)29-25(34-29)15-24-22-9-8-20-14-21(30)10-12-26(20,5)23(22)11-13-27(24,29)6/h8,17-19,21-25,30H,9-16H2,1-7H3,(H,31,32,33)/t18-,19-,21+,22-,23+,24+,25-,26+,27+,28+,29-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]5(O[C@@H]5C[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1)[C@](C[C@@H](C)[C@H](C)C(C)C)(OS(O)(=O)=O)C

Other Databases

PubChem CID
171118795

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 5
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 517.07
Topological Polar Surface Area 96.36
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 8.35
Molar Refractivity 141.47

Admin

Created at
23rd Feb 2021
Updated at
20th Oct 2021