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Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol for 72h; Ambient temperature; | 94% |
With potassium hydroxide In ethanol at 60℃; for 2h; | |
Multi-step reaction with 3 steps 1: SeO2 / aq. ethanol 2: NaBH4 / aq. ethanol 3: (i) SO3, Py, THF, (ii) LiAlH4 View Scheme |
tirucallol
Conditions | Yield |
---|---|
With Trypanosoma cruzi LHY4-[pBJ1.22] transformant at 25℃; for 24h; | 82% |
With K-phosphate buffer; Triton X-100 In water at 37℃; for 5h; oxidosqualene-lanosterol cyclase; effect of various detergents; | |
With Trypanosoma cruzi oxidosqualene cyclase; 3-(trimethylsilyl)-1-propanesulfonic acid,sodium salt In dimethylsulfoxide-d6; aq. phosphate buffer at 37℃; pH=7; Reagent/catalyst; Enzymatic reaction; |
Conditions | Yield |
---|---|
With S. cerevisiae lanosterol-synthase Thr 384 Tyr mutant Product distribution; Further Variations:; Reagents; | A 11% B 79% C 10% |
Octanoic acid (3S,5R,10S,13R,14R,17R)-17-((R)-1,5-dimethyl-hex-4-enyl)-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
tirucallol
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol; benzene for 240h; Ambient temperature; | 19% |
Conditions | Yield |
---|---|
ueber mehrere Stufen; |
cycloartenol
A
parkeol
B
tirucallol
C
Cucurbita-5(10),24-dien-3β-ol
D
tirucalla-7,24-dien-3β-ol
Conditions | Yield |
---|---|
With sulfuric acid In isopropyl alcohol at 80℃; for 12h; Further byproducts given; |
3β-acetoxy-24ξ-hydroxylanost-8-ene
A
24,25-dihydrolanosterol
B
tirucallol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; trichlorophosphate 1.) pyridine, 5 h, reflux, 2.) dioxane, 10 h, reflux; Yield given. Multistep reaction. Yields of byproduct given; |
3β-acetoxy-(24E)-lanostadiene-8,24 ol-26
tirucallol
Conditions | Yield |
---|---|
(i) SO3, Py, THF, (ii) LiAlH4; Multistep reaction; |
Conditions | Yield |
---|---|
With CAS1Ile841Val mutant; YPG+heme rearrangement; cyclization; |
cycloartenol
A
parkeol
B
tirucallol
C
Cucurbita-5(10),24-dien-3β-ol
D
10α-cucurbita-5,24-diene-3β-ol
E
tirucalla-7,24-dien-3β-ol
F
5α-Lanosta-9(11),25-dien-3β-ol
Conditions | Yield |
---|---|
With sulfuric acid In isopropyl alcohol at 80℃; for 12h; Product distribution; |
The Lanosta-8,24-dien-3-ol,(3beta)- is an organic compound with the formula C30H50O. The IUPAC name of this chemical is (3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol. With the CAS registry number 79-63-0, it is also named as (3β)-Lanosta-8,24-dien-3-ol. The product's categories are Miscellaneous Natural Products; Organics; Biochemistry; Hydroxysteroids; Steroids. Besides, it should be stored in a closed and cool place. It is used for atherosclerosis research.
Physical properties about Lanosta-8,24-dien-3-ol,(3beta)- are: (1)ACD/LogP: 10.52; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 10.521; (4)ACD/LogD (pH 7.4): 10.521; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 10000000; (8)ACD/KOC (pH 7.4): 10000000; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.53; (14)Molar Refractivity: 133.401 cm3; (15)Molar Volume: 431.845 cm3; (16)Polarizability: 52.884×10-24cm3; (17)Surface Tension: 37.965 dyne/cm; (18)Density: 0.988 g/cm3; (19)Flash Point: 221.143 °C; (20)Enthalpy of Vaporization: 88.348 kJ/mol; (21)Boiling Point: 498.855 °C at 760 mmHg.
Uses of Lanosta-8,24-dien-3-ol,(3beta)-: it can be used to produce (5a)-euph-8-en-3b-ol at ambient temperature. It will need reagent H2, catalyst Pd/C (10 percent) and solvent ethanol with reaction time of 4 hours. The yield is about 85%.
You can still convert the following datas into molecular structure:
(1)SMILES: C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C
(2)InChI:InChI=1/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1
(3)InChIKey: CAHGCLMLTWQZNJ-BQNIITSRBP
(4)Std. InChI: InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1
(5)Std. InChIKey: CAHGCLMLTWQZNJ-BQNIITSRSA-N