Structure Database (LMSD)

Systematic Name
20β,21-dihydroxypregna-4,6-dien-3-one
Synonyms
LM ID
LMST02030253
Formula
C21H30O3
Exact Mass
Calculate m/z
330.219495
Sum Composition
ST 21:3;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pergularia tomentosa (#264979)
Magnoliopsida (#3398)
Cardenolide glycosides from Pergularia tomentosa and their proapoptotic activity in Kaposi's sarcoma cells.,
J Nat Prod, 2006
Pubmed ID: 16989527

String Representations

InChiKey (Click to copy)
JBBQODJWAVJGOY-UJPCIWJBSA-N
InChi (Click to copy)
InChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h3-4,11,15-19,22,24H,5-10,12H2,1-2H3/t15-,16-,17-,18+,19-,20-,21-/m0/s1
SMILES (Click to copy)
C1CC(=O)C=C2C=C[C@@]3([H])[C@]4([H])CC[C@H]([C@H](CO)O)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
11645629

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 4
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 340.87
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 3.83
Molar Refractivity 94.20

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Created at
11th Jan 2022
Updated at
11th Jan 2022