colupulone
3,5-dihydroxy-4-isobutyryl-2,6,6-tris-(3-methyl-but-2-enyl)-cyclohexa-2,4-dienone
Identification
| Name | colupulone |
| CAS Number | 468-27-9 |
| FDA UNII | Search |
| Molecular Formula | C25 H36 O4 |
| Molecular Weight | 400.55872000 |
| Nikkaji Number | J619.530J |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 573.00 to 574.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 599.00 °F. TCC ( 314.90 °C. ) (est) |
| logP (o/w) | 6.039 (est) |
| Soluble in | water, 0.003693 mg/L @ 25 °C (est) |
| Insoluble in | water |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for colupulone usage levels up to | not for fragrance use. |
| Recommendation for colupulone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
beta bio
co-lupulone
2,4-
cyclohexadien-1-one, 3,5-dihydroxy-2,6,6-tris(3-methyl-2-butenyl)-4-(2-methyl-1-oxopropyl)-
2,4-
cyclohexadien-1-one, 3,5-dihydroxy-4,6,6-tris(3-methyl-2-buten-1-yl)-2-(2-methyl-1-oxopropyl)-
3,5-
dihydroxy-2-isobutyryl-4,6,6-tris(3-methylbut-2-en-1-yl)cyclohexa-2,4-dien-1-one
3,5-
dihydroxy-2,6,6-tris(3-methyl-2-butenyl)-4-(2-methyl-1-oxopropyl)-2,4-cyclohexadien-1-one
3,5-
dihydroxy-4-isobutyryl-2,6,6-tris-(3-methyl-but-2-enyl)-cyclohexa-2,4-dienone
3,5-
dihydroxy-4,6,6-tris(3-methylbut-2-en-1-yl)-2-(2-methylpropanoyl)cyclohexa-2,4-dien-1-one
3,5-
dihydroxy-4,6,6-tris(3-methylbut-2-enyl)-2-(2-methylpropanoyl)cyclohexa-2,4-dien-1-one
PubMed:
Synthesis and P-glycoprotein induction activity of colupulone analogs.
PubMed:
Vibrational spectroscopy and chemometrics for rapid, quantitative analysis of bitter acids in hops (Humulus lupulus).
PubMed:
Simultaneous determination of prenylflavonoid and hop bitter acid in beer lee by HPLC-DAD-MS.
PubMed:
Hop bitter acids inhibit tumorigenicity of hepatocellular carcinoma cells in vitro.
PubMed:
[Analysis of six acidic components in hops extracts by high performance liquid chromatography].
PubMed:
Prenylated acylphloroglucinol derivatives: isoprenomics-based design, syntheses and antioxidative activities.
PubMed:
Evaluation of genetic variability of wild hops (Humulus lupulus L.) in Canada and the Caucasus region by chemical and molecular methods.
PubMed:
Identification and RP-HPLC-ESI-MS/MS quantitation of bitter-tasting beta-acid transformation products in beer.
PubMed:
Antilisterial activity of hops beta acids in broth with or without other antimicrobials.
PubMed:
Structural basis of human pregnane X receptor activation by the hops constituent colupulone.
PubMed:
Determination of xanthohumol in hops (Humulus lupulus L.) by nonaqueous CE.
PubMed:
Hexahydrocolupulone and its antitumor cell proliferation activity in vitro.
PubMed:
Murine cytochrome P4503A is induced by 2-methyl-3-buten-2-ol, 3-methyl-1-pentyn-3-ol(meparfynol), and tert-amyl alcohol.
PubMed:
The effect of colupulone (a HOPS beta-acid) on hepatic cytochrome P-450 enzymatic activity in the rat.
PubMed:
Effects of colupulone, a component of hops and brewers yeast, and chromium on glucose tolerance and hepatic cytochrome P450 in nondiabetic and spontaneously diabetic mice.
PubMed:
Application of in vivo bioluminescence to the study of ionophoretic action.
PubMed:
Factors affecting antibacterial activity of hop compounds and their derivatives.
PubMed:
Identification of the antibiotic hops component, colupulone, as an inducer of hepatic cytochrome P-4503A in the mouse.