Structure Database (LMSD)

Common Name
Verrucorosteroid A
Systematic Name
(3S,5S,16S,20R,22R,24S)-16,24:20,24-diepoxycholest-6-ene-3,5,22,25-tetrol 3,22-diacetate
Synonyms
  • 3beta,22R-diacetoxy-16beta,24:20,24-diepoxychol-est-6-ene-5alpha,25-diol
LM ID
LMST01010498
Formula
C31H46O8
Exact Mass
Calculate m/z
546.31927
Sum Composition
ST 31:5;O8
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Verrucella (#361134)
Anthozoa (#6101)
Suberoretisteroids A–E, Five New Uncommon Polyoxygenated Steroid 24-Ketals from the Hainan Gorgonian Suberogorgia reticulata,
Helv Chim Acta, 2005

String Representations

InChiKey (Click to copy)
OYAVSQBVBGNQQK-JMJCQWRQSA-N
InChi (Click to copy)
InChI=1S/C31H46O8/c1-17(32)36-19-8-12-28(6)21-10-11-27(5)22(20(21)9-13-30(28,35)15-19)14-23-25(27)29(7)24(37-18(2)33)16-31(38-23,39-29)26(3,4)34/h9,13,19-25,34-35H,8,10-12,14-16H2,1-7H3/t19-,20+,21-,22-,23-,24+,25-,27-,28+,29-,30+,31-/m0/s1
SMILES (Click to copy)
C1C[C@H](OC(C)=O)C[C@]2(O)C=C[C@@]3([H])[C@]4([H])C[C@@H]5O[C@@]6(C(O)(C)C)C[C@@H](OC(=O)C)[C@](C)(O6)[C@]5([H])[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
163112107

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 6
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 533.10
Topological Polar Surface Area 115.66
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 6.06
Molar Refractivity 144.67

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Created at
8th Feb 2022
Updated at
8th Feb 2022