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HUMULONE

CAS No.
26472-41-3
Chemical Name:
HUMULONE
Synonyms
HUMULONE;α-bitter acid;[R,(-)]-Humulone;HUMULONE USP/EP/BP;Humulon,alpha-Humulon;Phloroglucinol Impurity T;(R)-Humulone DISCONTINUED;α-Bitter acid, α-Lupulic acid;Humulone, mixture of homologues;(6R)-3,5,6-trihydroxy-2-isovaleryl-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dienone
CBNumber:
CB3497674
Molecular Formula:
C21H30O5
Molecular Weight:
362.46
MDL Number:
MFCD00076002
MOL File:
26472-41-3.mol
Last updated:2024-07-02 08:55:06

HUMULONE 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
FDA UNII KHB4767H3K

SAFETY

Risk and Safety Statements

WGK Germany  3
10-23

HUMULONE price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Biosynth Carbosynth FH65574 Humulone 26472-41-3 200ug $160 2021-12-16 Buy
Biosynth Carbosynth FH65574 Humulone 26472-41-3 500ug $300 2021-12-16 Buy
Biosynth Carbosynth FH65574 Humulone 26472-41-3 1mg $450 2021-12-16 Buy
Biosynth Carbosynth FH65574 Humulone 26472-41-3 2mg $550 2021-12-16 Buy
Biosynth Carbosynth FH65574 Humulone 26472-41-3 5mg $700 2021-12-16 Buy
Product number Packaging Price Buy
FH65574 200ug $160 Buy
FH65574 500ug $300 Buy
FH65574 1mg $450 Buy
FH65574 2mg $550 Buy
FH65574 5mg $700 Buy

HUMULONE Chemical Properties,Uses,Production

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.]

125137-35-1
26472-41-3
Synthesis of HUMULONE from 2,4-Cyclohexadien-1-one, 3,5,6-trihydroxy-4,6-bis(3-methyl-2-buten-1-yl)-2-(3-methyl-1-oxobutyl)-

HUMULONE Preparation Products And Raw materials

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(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 HUMULONE (6S)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one 2,4-Cyclohexadien-1-one,3,5,6-trihydroxy-4,6-bis(3-methyl-2-buten-1-yl)-2-(3-methyl-1-oxobutyl)-, (6R)- HUMULONE USP/EP/BP (R)-Humulone DISCONTINUED Phloroglucinol Impurity T (R)-3,5,6-Trihydroxy-4,6-bis(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)cyclohexa-2,4-dienone Humulon,alpha-Humulon 26472-41-3 Miscellaneous Natural Products