Structure Database (LMSD)

Common Name
Penicildione A
Systematic Name
9β,11β-epoxy-16α-methylandrosta-4-ene-3,17-dione
Synonyms
LM ID
LMST02020119
Formula
C20H26O3
Exact Mass
Calculate m/z
314.188195
Sum Composition
ST 20:4;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C19 steroids (androgens) and derivatives [ST0202]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Penicillium sp. (#5081)
Eurotiomycetes (#147545)
Arthriniumsteroids A-D, four new steroids from the soft coral-derived fungus Simplicillium lanosoniveum SCSIO41212.,
Steroids, 2021
Pubmed ID: 33836206

String Representations

InChiKey (Click to copy)
TVYYXYDIDNZNPW-OIWVYXPTSA-N
InChi (Click to copy)
InChI=1S/C20H26O3/c1-11-8-15-14-5-4-12-9-13(21)6-7-19(12,3)20(14)16(23-20)10-18(15,2)17(11)22/h9,11,14-16H,4-8,10H2,1-3H3/t11-,14+,15+,16+,18+,19+,20-/m1/s1
SMILES (Click to copy)
C1CC2[C@@](C)([C@]34O[C@H]3C[C@@]3(C([C@H](C)C[C@@]3([H])[C@]14[H])=O)C)CCC(=O)C=2

Other Databases

PubChem CID
171120954

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 5
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 311.21
Topological Polar Surface Area 46.67
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 3
logP 4.04
Molar Refractivity 86.79

Admin

Created at
20th Apr 2021
Updated at
20th Oct 2021