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| | HUMULONE Basic information |
| Product Name: | HUMULONE | | Synonyms: | (6R)-3,5,6-trihydroxy-2-isovaleryl-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dienone;α-bitter acid;Humulone, mixture of homologues;α-Bitter acid, α-Lupulic acid;(6R)-2-(3-Methylbutyryl)-3,5,6-trihydroxy-4,6-bis(3-methyl-2-butenyl)-2,4-cyclohexadiene-1-one;(6R)-4,6-Diprenyl-3,5,6-trihydroxy-2-(1-oxo-3-methylbutyl)-2,4-cyclohexadiene-1-one;[R,(-)]-3,5,6-Trihydroxy-4,6-bis(3-methyl-2-butenyl)-2-(3-methyl-1-oxobutyl)-2,4-cyclohexadien-1-one;[R,(-)]-Humulone | | CAS: | 26472-41-3 | | MF: | C21H30O5 | | MW: | 362.46 | | EINECS: | 247-725-0 | | Product Categories: | Miscellaneous Natural Products | | Mol File: | 26472-41-3.mol |  |
| | HUMULONE Chemical Properties |
| Melting point | 65-66.5℃ | | alpha | D20 -212° (1.0 g in 15.5 g 96% alc) | | Boiling point | 414.06°C (rough estimate) | | density | 1.157±0.06 g/cm3 (20 ºC 760 Torr) | | refractive index | 1.6120 (estimate) | | storage temp. | −20°C | | solubility | DMSO : 100 mg/mL (275.89 mM; Need ultrasonic) | | form | Powder | | pka | 4.50±1.00(Predicted) |
| | HUMULONE Usage And Synthesis |
| Uses | (R)-Humulone (CAS# 26471-41-3) can be used as a chemosensory receptor ligand. | | Definition | ChEBI: Humulone is an optically active cyclic ketone consisting of 3,5,6-trihydroxycyclohexa-2,4-dien-1-one bearing two 3-methylbut-2-en-1-yl substituents at positions 4 and 6 as well as a 3-methylbutanoyl group at the 2-position. It has a role as an antibacterial drug, an antioxidant, a cyclooxygenase 2 inhibitor and a metabolite. It is a diketone, a triol, a cyclic ketone, an aromatic ketone and a tertiary alpha-hydroxy ketone. | | target | IL Receptor | AP-1 | COX | p65 | NF-kB | IkB | VEGFR | Antifection | IKK | | Purification Methods | Crystallise humulon from Et2O. It dissolves slightly in hot H2O but precipitates on cooling. It has max () 237 (13,760) and 282 (8,330) in EtOH. [Wollmer Chem Ber 49 780 1916, Carson J Am Chem Soc 73 4652 1951, Beilstein 8 II 537, 8 III 4034, 8 IV 3410.] |
| | HUMULONE Preparation Products And Raw materials |
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