Skip to content
verrucosidin

Structure via PubChem · Public domain (PubChem)

EntityQ15427942· pop 5· linked from 5 articles

verrucosidin

Sign in to save

Verrucosidin is a toxic pyrone-type polyketide produced by Penicillium aurantiogriseum, Penicillium melanoconidium, and Penicillium polonicum.

Chemical data

Formula
C24H32O6
Molecular weight
416.5 g/mol
IUPAC name
4-methoxy-3,5-dimethyl-6-[(2R,3S)-2-methyl-3-[(2E,4E)-4-methyl-5-[(1S,2S,4R,5R)-2,4,5-trimethyl-3,6-dioxabicyclo[3.1.0]hexan-2-yl]penta-2,4-dien-2-yl]oxiran-2-yl]pyran-2-one
SMILES
C[C@@H]1[C@@]2([C@@H](O2)[C@](O1)(C)/C=C(\C)/C=C(\C)/[C@H]3[C@](O3)(C)C4=C(C(=C(C(=O)O4)C)OC)C)C
InChIKey
JSVLNARHSWZARV-FOOXNAEUSA-N
XLogP
2.9
Polar surface area
69.8 Ų
H-bond donors
0
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
416.219889
Show 4 more facts
chemical formula
C₂₄H₃₂O₆
isomeric SMILES
C[C@@H]1[C@@]2([C@@H](O2)[C@](O1)(C)/C=C(\C)/C=C(\C)/[C@H]3[C@](O3)(C)C4=C(C(=C(C(=O)O4)C)OC)C)C
canonical SMILES
CC1C2(C(O2)C(O1)(C)C=C(C)C=C(C)C3C(O3)(C)C4=C(C(=C(C(=O)O4)C)OC)C)C
found in taxon
Penicillium polonicum
Sources (1)

via Wikidata · CC0

~1 min read

Encyclopedic overview

1 sections
Contents
  • References

{{Chembox | ImageFile = Verrucosidin Structure.svg | ImageSize = | ImageAlt = | PIN = 4-Methoxy-3,5-dimethyl-6-[(2R,3S)-2-methyl-3-{(2E,4E)-4-methyl-5-[(1S,2S,4R,5R)-2,4,5-trimethyl-3,6-dioxabicyclo[3.1.0]hexan-2-yl]penta-2,4-dien-2-yl}oxiran-2-yl]-2H-pyran-2-one | OtherNames = |Section1= |Section2= |Section3= }}

Verrucosidin is a toxic pyrone-type polyketide produced by Penicillium aurantiogriseum, Penicillium melanoconidium, and Penicillium polonicum.

Excerpted from Wikipedia’s “verrucosidin” article, available under the CC BY-SA 4.0 licence.

Available in 5 languages

via Wikidata sitelinks · CC0