BETA-LUPULIC ACID
3,5-dihydroxy-2,6,6-tris(3-methylbut-2-enyl)-4-(3-methyl-1-oxobutyl)cyclohexa-2,4-dien-1-one
CAS: 468-28-0
Molecular Formula: C26H38O4
BETA-LUPULIC ACID - Names and Identifiers
| Name | 3,5-dihydroxy-2,6,6-tris(3-methylbut-2-enyl)-4-(3-methyl-1-oxobutyl)cyclohexa-2,4-dien-1-one |
| Synonyms | lupulon lupulone LUPULONE b''-acid B-LUPULIC ACID lohexadien-1-one BETA-LUPULIC ACID 3,5-dihydroxy-2,6,6-tris(3-methyl-2-butenyl)-4-(3-methyl-1-oxobutyl)-2,4-cyc 2,4-cyclohexadien-1-one,3,5-dihydroxy-4-isovaleryl-2,6,6-tris(3-methyl-2-but 3,5-dihydroxy-2,6,6-tris(3-methylbut-2-enyl)-4-(3-methyl-1-oxobutyl)cyclohexa-2,4-dien-1-one 3,5-dihydroxy-2-(3-methylbutanoyl)-4,6,6-tris(3-methylbut-2-en-1-yl)cyclohexa-2,4-dien-1-one |
| CAS | 468-28-0 |
| EINECS | 207-405-3 |
| InChI | InChI=1/C26H38O4/c1-16(2)9-10-20-23(28)22(21(27)15-19(7)8)25(30)26(24(20)29,13-11-17(3)4)14-12-18(5)6/h9,11-12,19,28-29H,10,13-15H2,1-8H3 |
BETA-LUPULIC ACID - Physico-chemical Properties
| Molecular Formula | C26H38O4 |
| Molar Mass | 414.58 |
| Density | 1.045±0.06 g/cm3 (20 ºC 760 Torr) |
| Melting Point | 93℃ |
| Boling Point | 453.43°C (rough estimate) |
| Flash Point | 321°C |
| Water Solubility | 1g/L at 20℃ |
| Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents |
| Vapor Presure | 0Pa at 20℃ |
| Appearance | Powder |
| pKa | 4.50±1.00(Predicted) |
| Storage Condition | 2-8℃ |
| Refractive Index | 1.4840 (estimate) |
BETA-LUPULIC ACID - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | 25 - Toxic if swallowed |
| Safety Description | 45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | 2811 |
| RTECS | OK5950000 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
| Toxicity | LD50 in mice, rats (mg/kg): 525, 100 orally (Hnsel, Wagener) |
BETA-LUPULIC ACID - Reference Information
| LogP | 4.5 at 20℃ |
| application | hops have strong estrogen, and its effect is mainly used to treat women's amenorrhea and dysmenorrhea, and can also be used to inhibit male indulgence. |
| preparation | the process of extracting and separating hops from hops is as follows: step a, put the hops compressed material into the subcritical ultrasonic extractor, select the appropriate temperature and pressure, pass the R134a mixed solvent into the extractor, and the effective components in the extracted substance are dissolved in the liquid or subcritical state R134a mixed solvent, the resulting extract is filtered by a filter and the filtrate is pumped into the separator. Step B, adjust the temperature and pressure to make R134a in the mixed solvent of R134a convert from liquid to gaseous state, separate from the extract, the extract containing methanol is concentrated by the concentration evaporator to obtain hop extract, and enter the crystallization process. the solvent (R134a, methanol) obtained by evaporation is recovered by the condensation system and returned to the extraction unit for recycling. step c, take a certain amount of hop extract and place it in a reaction kettle, add water according to the weight ratio of hop extract: water = 1: 2, adjust the pH value to 8.5~9.0 with 10% NaOH at 45 ℃ ~ 50 ℃, stir for 30min, stand for 6h at room temperature, filter by suction, and collect insoluble substances. step d, add insoluble matter into water according to the weight ratio of insoluble matter: water = 1: 10, adjust the pH value to 12.5~13.0 with 10% NaOH at 45 ℃ ~ 50 ℃, stir for 30min, let stand for 6h at room temperature, and filter by suction. step e, adjust the pH value of the filtrate to 8.5 with dilute phosphoric acid, stir for 30min, filter by suction, collect insoluble matter, and obtain crude serpone; Recrystallization of crude serpone with n-hexane to obtain white needle-state serpone. |
Last Update：2024-04-09 20:52:54
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