Structure Database (LMSD)

Common Name
Penicildione B
Systematic Name
9β,11β-epoxy-17α,21-dihydroxy-16α-methylpregn-4-ene-3,20-dione
Synonyms
LM ID
LMST02030239
Formula
C22H30O5
Exact Mass
Calculate m/z
374.209325
Sum Composition
ST 22:4;O5
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
Penicillium sp. (#5081)
Eurotiomycetes (#147545)
Four new steroids from the marine soft coral-derived fungus Penicillium sp. SCSIO41201.,
Chin J Nat Med, 2020
Pubmed ID: 32402400

String Representations

InChiKey (Click to copy)
TUIYCBORCUOUBA-QDBZYVRYSA-N
InChi (Click to copy)
InChI=1S/C22H30O5/c1-12-8-16-15-5-4-13-9-14(24)6-7-19(13,2)22(15)18(27-22)10-20(16,3)21(12,26)17(25)11-23/h9,12,15-16,18,23,26H,4-8,10-11H2,1-3H3/t12-,15+,16+,18+,19+,20+,21+,22-/m1/s1
SMILES (Click to copy)
C1CC2[C@@](C)([C@]34O[C@H]3C[C@@]3([C@](O)([C@H](C)C[C@@]3([H])[C@]14[H])C(=O)CO)C)CCC(=O)C=2

Other Databases

PubChem CID
171120955

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 5
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 363.39
Topological Polar Surface Area 87.13
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 3.33
Molar Refractivity 99.82

Admin

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