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501-92-8-Chavicol Chavicol

Chavicol

For research use only. Not for therapeutic Use.

  • CAT Number: M008697
  • CAS Number: 501-92-8
  • Molecular Formula: C9H10O
  • Molecular Weight: 134.178
  • Purity: ≥95%
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Related Small Molecules: titanium bis(hydrogen phosphate)     1,3-BENZENEDICARBOXALDEHYDE, 2-CHLORO-     2-Chloroadenosine-2’,3’-acetonide    

Catalog Number M008697
CAS Number 501-92-8
Synonyms

4-(2-propenyl)-pheno;4-(Prop-2-enyl)-phenol;Chavicol;gamma-(p-Hydroxyphenyl)-alpha-propylene;p-Allylphenol;p-Chavicol;Phenol, 4-(2-propenyl)-;Phenol, p-allyl-

Molecular Formula C9H10O
Purity ≥95%
Storage room temp
IUPAC Name 4-prop-2-enylphenol
InChI InChI=1S/C9H10O/c1-2-3-8-4-6-9(10)7-5-8/h2,4-7,10H,1,3H2
InChIKey RGIBXDHONMXTLI-UHFFFAOYSA-N
SMILES C=CCC1=CC=C(C=C1)O
Reference

1: Abdul Rahman A, Jamal AR, Harun R, Mohd Mokhtar N, Wan Ngah WZ.
Gamma-tocotrienol and hydroxy-chavicol synergistically inhibits growth and
induces apoptosis of human glioma cells. BMC Complement Altern Med. 2014 Jul
1;14:213. doi: 10.1186/1472-6882-14-213. PubMed PMID: 24980711; PubMed Central
PMCID: PMC4087240.
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2: Hazzoumi Z, Moustakime Y, Amrani Joutei K. Effect of gibberellic acid (GA),
indole acetic acid (IAA) and benzylaminopurine (BAP) on the synthesis of
essential oils and the isomerization of methyl chavicol and trans-anethole in
Ocimum gratissimum L. Springerplus. 2014 Jun 26;3:321. doi:
10.1186/2193-1801-3-321. eCollection 2014. PubMed PMID: 25045609; PubMed Central
PMCID: PMC4101128.
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3: WAGNER A. Methyl chavicol. Manuf Chem Aerosol News. 1951 Jul;22(7):271-2;
passim. PubMed PMID: 14851875.

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4: Vass&#227;o DG, Kim SJ, Milhollan JK, Eichinger D, Davin LB, Lewis NG. A
pinoresinol-lariciresinol reductase homologue from the creosote bush (Larrea
tridentata) catalyzes the efficient in vitro conversion of p-coumaryl/coniferyl
alcohol esters into the allylphenols chavicol/eugenol, but not the
propenylphenols p-anol/isoeugenol. Arch Biochem Biophys. 2007 Sep
1;465(1):209-18. Epub 2007 Jun 9. PubMed PMID: 17624297.

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5: Cicció JF. A source of almost pure methyl chavicol: volatile oil from the
aerial parts of Tagetes lucida (Asteraceae) cultivated in Costa Rica. Rev Biol
Trop. 2004 Dec;52(4):853-7. PubMed PMID: 17354394.
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6: Vass&#227;o DG, Gang DR, Koeduka T, Jackson B, Pichersky E, Davin LB, Lewis NG.
Chavicol formation in sweet basil (Ocimum basilicum): cleavage of an esterified
C9 hydroxyl group with NAD(P)H-dependent reduction. Org Biomol Chem. 2006 Jul
21;4(14):2733-44. Epub 2006 Jun 9. PubMed PMID: 16826298.

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