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| CAS No.: | 545-47-1 |
|---|---|
| Name: | Lupeol |
| Article Data: | 30 |
| Molecular Structure: | |
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|
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| Formula: | C30H50O |
| Molecular Weight: | 426.726 |
| Synonyms: | Lup-20(29)-en-3b-ol (8CI);Monogynol B (6CI);(+)-Lupeol;3b-Hydroxylup-20(29)-ene;Clerodol;Fagarasterol;Fagarsterol;Lupenol;NSC 90487;b-Viscol; |
| EINECS: | 208-889-9 |
| Density: | 0.978 g/cm3 |
| Melting Point: | 215-216oC |
| Boiling Point: | 488.1 °C at 760 mmHg |
| Flash Point: | 216.9 °C |
| Appearance: | white powder |
| Safety: | 24/25 |
| PSA: | 20.23000 |
| LogP: | 8.02480 |
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- 545-47-1
lupenol
| Conditions | Yield |
|---|---|
| With potassium hydroxide In methanol for 0.0166667h; microwave irradiation; | 90% |
| With potassium hydroxide In ethanol for 5h; Heating; | 85% |
| With potassium hydroxide In ethanol for 5h; Reflux; | 85% |
- 1190597-45-5
tert-butyl((1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-9-yloxy)dimethylsilane
- 545-47-1
lupenol
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In tetrahydrofuran at 50℃; for 24h; Inert atmosphere; | 90% |
- 27570-21-4
3-O-acetylbetulinal
- 545-47-1
lupenol
| Conditions | Yield |
|---|---|
| Stage #1: 3-O-acetylbetulinal With hydrazine hydrate In diethylene glycol dimethyl ether at 80℃; for 3h; Stage #2: With potassium hydroxide In diethylene glycol dimethyl ether for 5h; Reagent/catalyst; Temperature; Reflux; | 68% |
| With hydrazine hydrate; potassium hydroxide In diethylene glycol for 6h; Reflux; | 65% |
| Multi-step reaction with 2 steps 1.1: p-toluenesulfonylhydrazine; Na2SO4 / ethanol / 3.5 h / 100 °C 1.2: 14 percent / NaBH3CN; p-toluenesulfonic acid monohydrate / dimethylformamide; tetrahydrothiophene 1,1-dioxide / 1 h / 100 °C 2.1: 70 percent / K2CO3 / methanol / 13 h / 50 °C View Scheme |
- 199665-79-7
lupeol-3-(3'R-hydroxy)-hexadecanoate
- 545-47-1
lupenol
| Conditions | Yield |
|---|---|
| With sodium hydroxide In tetrahydrofuran; water for 38h; Reflux; | 64% |
- 13159-28-9, 92594-07-5
betulinic aldehyde
- 545-47-1
lupenol
| Conditions | Yield |
|---|---|
| Stage #1: betulinic aldehyde With hydrazine hydrate In dimethyl sulfoxide at 80℃; for 3h; Stage #2: With potassium tert-butylate In dimethyl sulfoxide at 160℃; for 5h; | 61% |
- 545-47-1
lupenol
| Conditions | Yield |
|---|---|
| With potassium tert-butylate In dimethyl sulfoxide at 160℃; for 5h; Reagent/catalyst; Temperature; Solvent; | 55% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide In diethylene glycol for 2h; Heating; | A 50% B 15% |
| With aluminum isopropoxide; isopropyl alcohol |
| Conditions | Yield |
|---|---|
| With potassium hydroxide In diethylene glycol at 160℃; Heating; reflux 2 h, cooled, dil. HCl, ether extr., washed: water, dried, solvent distillation, chromatographed, petrol and benzene:petrol (2:3) elution; Further byproducts given. Yields of byproduct given; | 50% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide In diethylene glycol for 2h; Heating; | A 40% B 8% C 15% |
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Chemistry
Molecular structure of Lup-20(29)-en-3-ol, (3b)- (CAS NO.545-47-1) is:
Product Name: Lup-20(29)-en-3-ol, (3b)-
CAS Registry Number: 545-47-1
IUPAC Name: (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol
Molecular Weight: 426.7174 [g/mol]
Molecular Formula: C30H50O
XLogP3-AA: 9.9
H-Bond Donor: 1
H-Bond Acceptor: 1
Storage temp.: 2-8 °C
Surface Tension: 34.2 dyne/cm
Density: 0.977 g/cm3
Flash Point: 216.9 °C
Enthalpy of Vaporization: 86.89 kJ/mol
Boiling Point: 488.1 °C at 760 mmHg
Vapour Pressure: 1.41E-11 mmHg at 25 °C
EINECS: 208-889-9
Product Categories: Tri-Terpenoids
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | oral | > 2gm/kg (2000mg/kg) | Fitoterapia. Vol. 68, Pg. 9, 1997. | |
| rat | LD50 | oral | > 2gm/kg (2000mg/kg) | Fitoterapia. Vol. 68, Pg. 9, 1997. |
Safety Profile
WGK Germany: 2
RTECS: OK5763000
Specification
Lup-20(29)-en-3-ol, (3b)- , its cas register number is 545-47-1. It also can be called Lupeol ; (3beta)-Lup-20(29)-en-3-ol ; Fagarasterol .