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ailanthone

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EntityQ13923477· pop 9· linked from 3 articles

ailanthone

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Ailanthone is a quassinoid allelochemical produced by the tree Ailanthus altissima (commonly known as tree of heaven). It is a key agent behind the tree's strong allelopathic effects, which inhibit the growth of competing plants by suppressing seed germination and disrupting root elongation. Native to China, Ailanthus altissima has become one of the worst invasive species in North America and Europe, where ailanthone is known to contribute significantly to its competitive spread.

Chemical data

Formula
C20H24O7
Molecular weight
376.4 g/mol
IUPAC name
(1S,4R,5R,7S,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione
SMILES
CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@]([C@@H](C(=C)[C@@H]4CC(=O)O3)O)(OC5)O)C)O
InChIKey
WBBVXGHSWZIJST-RLQYZCPESA-N
XLogP
-1.1
Polar surface area
113 Ų
H-bond donors
3
H-bond acceptors
7
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
376.152
Show 5 more facts
chemical formula
C₂₀H₂₄O₇
isomeric SMILES
CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@]([C@@H](C(=C)[C@@H]4CC(=O)O3)O)(OC5)O)C)O
canonical SMILES
CC1=CC(=O)C(C2(C1CC3C45C2C(C(C(=C)C4CC(=O)O3)O)(OC5)O)C)O
found in taxon
Ailanthus altissima
Commons category
Ailanthone
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

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Contents
  • References

Ailanthone is a quassinoid allelochemical produced by the tree Ailanthus altissima (commonly known as tree of heaven). It is a key agent behind the tree's strong allelopathic effects, which inhibit the growth of competing plants by suppressing seed germination and disrupting root elongation. Native to China, Ailanthus altissima has become one of the worst invasive species in North America and Europe, where ailanthone is known to contribute significantly to its competitive spread.

==References==

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

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