Structure Database (LMSD)

Common Name
Verrucorosteroid B
Systematic Name
(3S,7S,16S,20R,22R,24S)-16,24:20,24-diepoxycholest-5-ene-3,7,22,25-tetraol
Synonyms
  • 16beta,24:20,24-diepoxychol-est-5-ene-3beta,7alpha,22R,25-tetraol
LM ID
LMST01010499
Formula
C27H42O6
Exact Mass
Calculate m/z
462.29814
Sum Composition
ST 27:3;O6
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)
MRLWFVNWHOFFJV-RKVDTSBRSA-N
InChi (Click to copy)
InChI=1S/C27H42O6/c1-23(2,31)27-13-20(30)26(5,33-27)22-19(32-27)12-17-21-16(7-9-25(17,22)4)24(3)8-6-15(28)10-14(24)11-18(21)29/h11,15-22,28-31H,6-10,12-13H2,1-5H3/t15-,16-,17-,18+,19-,20+,21+,22-,24-,25-,26-,27-/m0/s1
SMILES (Click to copy)
C1C[C@H](O)CC2=C[C@@H](O)[C@@]3([H])[C@]4([H])C[C@@H]5O[C@@]6(C(O)(C)C)C[C@@H](O)[C@](C)(O6)[C@]5([H])[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
163111287

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 6
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 451.60
Topological Polar Surface Area 103.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 4.92
Molar Refractivity 125.57

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