LIPID MAPS

Structure Database (LMSD)

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Common Name

Bixasteroid

Systematic Name

3β-methoxy-pregn-5,17(20)-diene-7,16-dione

Synonyms

8R,9S,10R,13S,14S-pregna-3S-methoxy-5,17(20)-diene-7,16-dione

LM ID

LMST02030252

Formula

C₂₂H₃₀O₃

Exact Mass

Calculate m/z

342.219495

Sum Composition

ST 22:4;O3

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Bixa orellana (#66672)

Magnoliopsida (#3398)

Bixasteroid, a new compound from the fruits of Bixa orellana and its anti-inflammatory activity.,
Nat Prod Res, 2021

Pubmed ID: 34507510

String Representations

InChiKey (Click to copy)

VSWRTQBIMPWPLR-ZGKGBVMASA-N

InChi (Click to copy)

InChI=1S/C22H30O3/c1-5-13-11-18(24)20-19-16(7-9-22(13,20)3)21(2)8-6-15(25-4)10-14(21)12-17(19)23/h5,12,15-16,19-20H,6-11H2,1-4H3/b13-5-/t15-,16-,19-,20-,21-,22+/m0/s1

SMILES (Click to copy)

C1C[C@H](OC)CC2=CC(=O)[C@@]3([H])[C@]4([H])C(=O)C/C(=C/C)/[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID

171119388

Calculated Physicochemical Properties

Heavy Atoms 25

Rings 4

Aromatic Rings

Rotatable Bonds 1

Van der Waals Molecular Volume 355.53

Topological Polar Surface Area 43.37

Hydrogen Bond Donors

Hydrogen Bond Acceptors 3

logP 4.55

Molar Refractivity 97.55

Admin

Created at

14th Sep 2021

Updated at