Structure database (LMSD)

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LM IDLMST02030239
Common NamePenicildione B
Systematic Name9β,11β-epoxy-17α,21-dihydroxy-16α-methylpregn-4-ene-3,20-dione
Synonyms-
Exact Mass
374.2093 (neutral)    Calculate m/z:
FormulaC22H30O5
CategorySterol Lipids [ST]
Main ClassSteroids [ST02]
Sub ClassC21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
AbbrevST 22:4;O5
PubChem CID-
InChIKeyTUIYCBORCUOUBA-QDBZYVRYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
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
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StatusActive
ReferencesFour new steroids from the marine soft coral-derived fungus Penicillium sp. SCSIO41201.
Chin J Nat Med, 2020
DOI: 10.1016/s1875-5364(20)30030-3
PMID: 32402400
Calculated physicochemical properties (?):
 Heavy Atoms27Rings5Aromatic Rings0Rotatable Bonds2
 van der Waals
Molecular Volume
363.39Topological Polar
Surface Area
87.13Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP3.33Molar
Refractivity
99.82