xanthochymol
bicyclo(3.3.1)non-3-ene-2,9-dione, 3-(3,4-dihydroxybenzoyl)-4-hydroxy-8,8-dimethyl-1,7-bis(3-methyl-2-butenyl)-5-(5-methyl-2-(1-methylethenyl)-5-hexenyl)-, (1S-
Identification
| Name | xanthochymol |
| IUPAC | (3Z)-3-[(3,4-dihydroxyphenyl)-hydroxymethylidene]-6,6-dimethyl-5,7-bis(3-methylbut-2-enyl)-1-(5-methyl-2-prop-1-en-2-ylhex-5-enyl)bicyclo[3.3.1]nonane-2,4,9-trione |
| CAS Number | 52617-32-0 |
| FDA UNII | Search |
| Molecular Formula | C38 H50 O6 |
| Molecular Weight | 602.81170000 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 712.50 °C. @ 760.00 mm Hg (est) |
| Flash Point | 750.00 °F. TCC ( 398.70 °C. ) (est) |
| logP (o/w) | 10.863 (est) |
| Soluble in | water, 1.624e-008 mg/L @ 25 °C (est) |
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 xanthochymol usage levels up to | not for fragrance use. |
| Recommendation for xanthochymol flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
bicyclo(3.3.1)non-3-ene-2,9-dione, 3-(3,4-dihydroxybenzoyl)-4-hydroxy-8,8-dimethyl-1,7-bis(3-methyl-2-butenyl)-5-(5-methyl-2-(1-methylethenyl)-5-hexenyl)-, (1S-
(3Z)-3-[(3,4-
dihydroxyphenyl)-hydroxymethylidene]-6,6-dimethyl-5,7-bis(3-methylbut-2-enyl)-1-(5-methyl-2-prop-1-en-2-ylhex-5-enyl)bicyclo[3.3.1]nonane-2,4,9-trione
PubMed:
Garcinia benzophenones inhibit the growth of human colon cancer cells and synergize with sulindac sulfide and turmeric.
PubMed:
Cuban and Brazilian red propolis: botanical origin and comparative analysis by high-performance liquid chromatography-photodiode array detection/electrospray ionization tandem mass spectrometry.
PubMed:
Benzophenones and biflavonoids from Rheedia edulis.
PubMed:
Benzophenones and biflavonoids from Garcinia livingstonei fruits.
PubMed:
Cytotoxic polyisoprenyl benzophenonoids from Garcinia subelliptica.
PubMed:
[Chemical constituents from twigs of Garcinia xipshuanbannaensis].
PubMed:
Growth inhibition of colon cancer cells by polyisoprenylated benzophenones is associated with induction of the endoplasmic reticulum response.
PubMed:
Cytotoxic activities of xanthochymol and isoxanthochymol substantiated by LC-MS/MS.
PubMed:
High-performance liquid chromatography and LC-ESI-MS method for the identification and quantification of two biologically active polyisoprenylated benzophenones xanthochymol and isoxanthochymol in different parts of Garcinia indica.
PubMed:
Identification and quantification of two biologically active polyisoprenylated benzophenones xanthochymol and isoxanthochymol in Garcinia species using liquid chromatography-tandem mass spectrometry.
PubMed:
New cytotoxic guttiferone analogues from Garcinia virgata from New Caledonia.
PubMed:
Bioactive benzophenones from Garcinia xanthochymus fruits.
PubMed:
Cytotoxic benzophenone derivatives from Garcinia species display a strong apoptosis-inducing effect against human leukemia cell lines.
PubMed:
Polyisoprenylated benzophenones in cuban propolis; biological activity of nemorosone.
PubMed:
Structure-activity relationship of polyisoprenyl benzophenones from Garcinia pyrifera on the tubulin/microtubule system.
PubMed:
Antibacterial activity of some Garcinia benzophenone derivatives against methicillin-resistant Staphylococcus aureus.