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Hippuristanol

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EntityQ10861089· pop 7· linked from 7 articles

Hippuristanol

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Hippuristanol is a small molecule found in the coral Isis hippuris which was discovered by Jerry Pelletier and others of McGill University in Montreal, Quebec, Canada. It appears to have anti-viral activity and may hold promise as a cancer therapy. Binds to and inhibits the eukaryotic translation initiation factor protein eIF4A.

Chemical data

Formula
C28H46O5
Molecular weight
462.7 g/mol
IUPAC name
2',2',3',7,9,13-hexamethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,5'-oxolane]-7,11,16-triol
SMILES
CC1CC2(C(C3C(O2)CC4C3(CC(C5C4CCC6C5(CCC(C6)O)C)O)C)(C)O)OC1(C)C
InChIKey
HPHXKNOXVBFETI-UHFFFAOYSA-N
XLogP
4.2
Polar surface area
79.2 Ų
H-bond donors
3
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
462.334524572
Show 4 more facts
Commons category
Hippuristanol
chemical formula
C₂₈H₄₆O₅
isomeric SMILES
[H][C@@]23CC[C@@]1([H])C[C@H](O)CC[C@@](C)1[C@]([H])2[C@@H](O)C[C@@]4(C)[C@@](C[C@@]5([H])[C@@]([H])4[C@](O)(C)[C@]6(C[C@H](C)C(C)(C)O6)O5)3[H]
canonical SMILES
OC1CCC2(C)C(CCC3C4CC5OC6(OC(C)(C)C(C)C6)C(O)(C)C5C4(C)CC(O)C32)C1

via Wikidata · CC0

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Hippuristanol is a small molecule found in the coral Isis hippuris which was discovered by Jerry Pelletier and others of McGill University in Montreal, Quebec, Canada. It appears to have anti-viral activity and may hold promise as a cancer therapy. Binds to and inhibits the eukaryotic translation initiation factor protein eIF4A.

==See also== Eukaryotic translation eIF4A

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

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