LIPID MAPS

Structure Database (LMSD)

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Systematic Name

16β,17β-epoxy-12β-hydroxypregna-4,6-diene-3,20-dione

Synonyms

(12R, 16S, 17R)-16,17-epoxy-12-hydroxypregna-4,6- diene-3,20-dione

LM ID

LMST02030255

Formula

C₂₁H₂₆O₄

Exact Mass

Calculate m/z

342.18311

Sum Composition

ST 21:5;O4

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

UEKBPJOUDFFTMZ-BFOQGOHBSA-N

InChi (Click to copy)

InChI=1S/C21H26O4/c1-11(22)21-18(25-21)10-16-14-5-4-12-8-13(23)6-7-19(12,2)15(14)9-17(24)20(16,21)3/h4-5,8,14-18,24H,6-7,9-10H2,1-3H3/t14-,15+,16+,17-,18+,19+,20-,21+/m1/s1

SMILES (Click to copy)

C1CC(=O)C=C2C=C[C@@]3([H])[C@]4([H])C[C@@H]5O[C@]5(C(C)=O)[C@@]4(C)[C@H](O)C[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Nerium oleander (#63479)

Magnoliopsida (#3398)

Bioactive pregnanes from Nerium oleander.,
J Nat Prod, 2007

Pubmed ID: 17253842

Other Databases

PubChem CID

16104853

Calculated Physicochemical Properties

Heavy Atoms 25

Rings 5

Aromatic Rings

Rotatable Bonds 1

Van der Waals Molecular Volume 334.66

Topological Polar Surface Area 66.90

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 4

logP 3.46

Molar Refractivity 93.21

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Created at

29th Apr 2022

Updated at