Structure Database (LMSD)

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
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

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

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

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
14th Sep 2021