cycloleucalenol

Base Information

• Chemical Name: cycloleucalenol
• CAS No.: 469-39-6
• Molecular Formula: C30H50 O
• Molecular Weight: 426.726
• UNII: 7OF1Q9UE9R
• DSSTox Substance ID: DTXSID70963693
• Wikidata: Q27102014
• Metabolomics Workbench ID: 35198
• ChEMBL ID: CHEMBL225634
• Mol file: 469-39-6.mol

Synonyms:9,19-Cyclo-5a,9b-ergost-24(28)-en-3b-ol, 4a,14-dimethyl- (7CI,8CI); Cycloeucalenol (6CI); 1H,19H-Cyclopropa[9,10]cyclopenta[a]phenanthrene,9,19-cycloergost-24(28)en-3-ol deriv.; 3b-Cycloeucalenol; 4a,14a-Dimethyl-9,19-cyclopropane-24(28)-methylenecholestan-3b-ol; Cycloartanol, 4b-demethyl-24-methylene-

Chemical Property of cycloleucalenol

Chemical Property:

• Vapor Pressure: 1.91E-12mmHg at 25°C
• Melting Point: 140 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 508°Cat760mmHg
• PKA: 15.12±0.70(Predicted)
• Flash Point: 222.7°C
• PSA: 20.23000
• Density: 1g/cm³
• LogP: 8.02480
• XLogP3: 9.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 426.386166214
• Heavy Atom Count: 31
• Complexity: 739

Purity/Quality:

99% ^*data from raw suppliers

Cycloeucalenol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2CCC3C4(CCC(C4(CCC35C2(C5)CCC1O)C)C(C)CCC(=C)C(C)C)C
• Isomeric SMILES: C[C@H]1[C@@H]2CC[C@H]3[C@@]4(CC[C@@H]([C@]4(CC[C@@]35[C@@]2(C5)CC[C@@H]1O)C)[C@H](C)CCC(=C)C(C)C)C

Technology Process of cycloleucalenol

There total 17 articles about cycloleucalenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 2.6%

24-methylenecycloartanol (1449-09-8,13614-08-9,118628-12-9) → (24ξ)-24-methylcycloartane-3β,24,241-triol + (24ξ)-241-methoxy-24-methylcycloartane-3β,24-diol + cycloeucalenol (469-39-6)

Guidance literature:

With Glomerella fusarioides IFO 8831 mycelium; In methanol; dimethyl sulfoxide; at 20 ℃; for 240h;

DOI:10.1021/np058120d

Reference yield:

Methanesulfonic acid (R)-2-isopropyl-5-[(3S,4S,10R,13R,14S,17R)-4,13,14-trimethyl-3-(tetrahydro-pyran-2-yloxy)-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthren-17-yl]-hexyl ester (78330-45-7) → cycloeucadenol (469-39-6,122441-94-5,127243-83-8)

Guidance literature:

With sodium hydrogencarbonate; In dimethyl sulfoxide; at 178 ℃; for 6h;

DOI:10.1248/cpb.33.1914

Reference yield:

cycloeucalenone (1255-12-5) → cycloeucalenol (469-39-6) + 3-epicycloeucalenol

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1016/S0031-9422(98)80081-2

upstream raw materials:

cycloeucalenone

24-methylenecycloartanol

Methanesulfonic acid (R)-2-isopropyl-5-[(3S,4S,9S,10R,13R,14S,17R)-4,13,14-trimethyl-3-(tetrahydro-pyran-2-yloxy)-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthren-17-yl]-hexyl ester

cyclohomonervilol

Downstream raw materials:

phthalic acid mono-(24-methylene-9β,19-cyclo-31-nor-lanostan-3β-yl ester)

cyclonervilol

Benzoic acid (3S,4S,10R,13R,14S,17R)-4,13,14-trimethyl-17-((1R,4S)-1,4,5-trimethyl-hexyl)-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthren-3-yl ester

Benzoic acid (3S,4S,10R,13R,14S,17R)-4,13,14-trimethyl-17-((1R,4R)-1,4,5-trimethyl-hexyl)-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthren-3-yl ester

Refernces

• 1、 Akihisa, Toshihiro,Watanabe, Kenji,Yoneima, Risa,Suzuki, Takashi,Kimura, Yumiko. "Biotransformation of cycloartane-type triterpenes by the fungus Glomerella fusarioides". . p. 604 - 607. Retrieved 2008/09/20.
• 2、 Kikuchi,Kadota,Suehara,Namba. "New triterpenes from Nervilia purpurea Schlechter, an orchidaceous plant structure of cyclonervilol and cyclohomonervilol and chemical correlation with cycloeucalenol". . p. 465 - 468. Retrieved 2007/10/02.