HUMULONE
HUMULONE Basic information
- Product Name:
- HUMULONE
- Synonyms:
-
- (6S)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
- (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
- 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)
- color
- Light yellow to yellow
Safety Information
- WGK Germany
- 3
- F
- 10-23
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.]
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HUMULONE(26472-41-3)Related Product Information
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