128638-25-5

Basic information

• Product Name: (13alpha,14beta)-14-[(3Z)-5-hydroxy-3-methylpent-3-en-1-yl]-8,13-dimethylpodocarpan-13-ol
• Synonyms: 2-phenanthrenol, tetradecahydro-1-[(3Z)-5-hydroxy-3-methyl-3-penten-1-yl]-2,4b,8,8,10a-pentamethyl-, (1S,2S,4aR,4bS,8aS,10aR)-
• CAS NO: 128638-25-5
• Molecular Formula: C₂₅H₄₄O₂
• Molecular Weight: 376.6157
• Mol File: 128638-25-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 469.162°C at 760 mmHg
• Flash Point: 194.238°C
• Density: 0.97g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: (13alpha,14beta)-14-[(3Z)-5-hydroxy-3-methylpent-3-en-1-yl]-8,13-dimethylpodocarpan-13-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (13alpha,14beta)-14-[(3Z)-5-hydroxy-3-methylpent-3-en-1-yl]-8,13-dimethylpodocarpan-13-ol(128638-25-5)
• EPA Substance Registry System: (13alpha,14beta)-14-[(3Z)-5-hydroxy-3-methylpent-3-en-1-yl]-8,13-dimethylpodocarpan-13-ol(128638-25-5)

Safety Data

• Hazardous Substances Data: 128638-25-5(Hazardous Substances Data)

Upstream product

• 22488-05-7 geranylfarnesol 
• 131532-64-4 (E)-3-Methyl-5-[(1S,2S,4bS,10aR)-2,4b,8,8,10a-pentamethyl-2-(tetrahydro-pyran-2-yloxy)-tetradecahydro-phenanthren-1-yl]-pent-2-enoic acid methyl ester 
• 131532-57-5 15-bishomoisoagatha-13α,22-diol 
• 131532-59-7 Acetic acid 3-[(1S,2S,4bS,10aR)-2,4b,8,8,10a-pentamethyl-2-(tetrahydro-pyran-2-yloxy)-tetradecahydro-phenanthren-1-yl]-propyl ester 
• 131532-63-3 4-[(1S,2S,4bS,10aR)-2,4b,8,8,10a-Pentamethyl-2-(tetrahydro-pyran-2-yloxy)-tetradecahydro-phenanthren-1-yl]-butan-2-one 
• 131532-61-1 3-[(1S,2S,4bS,10aR)-2,4b,8,8,10a-Pentamethyl-2-(tetrahydro-pyran-2-yloxy)-tetradecahydro-phenanthren-1-yl]-propionaldehyde 
• 131532-62-2 4-[(1S,2S,4bS,10aR)-2,4b,8,8,10a-Pentamethyl-2-(tetrahydro-pyran-2-yloxy)-tetradecahydro-phenanthren-1-yl]-butan-2-ol 
• 131532-58-6 Acetic acid 3-((1S,2S,4bS,10aR)-2-hydroxy-2,4b,8,8,10a-pentamethyl-tetradecahydro-phenanthren-1-yl)-propyl ester 
• 131532-60-0 3-[(1S,2S,4bS,10aR)-2,4b,8,8,10a-Pentamethyl-2-(tetrahydro-pyran-2-yloxy)-tetradecahydro-phenanthren-1-yl]-propan-1-ol 
• 131532-66-6 (E)-3-Methyl-5-[(1S,2S,4bS,10aR)-2,4b,8,8,10a-pentamethyl-2-(tetrahydro-pyran-2-yloxy)-tetradecahydro-phenanthren-1-yl]-pent-2-en-1-ol 
• 131532-64-4 (Z)-3-Methyl-5-[(1S,2S,4bS,10aR)-2,4b,8,8,10a-pentamethyl-2-(tetrahydro-pyran-2-yloxy)-tetradecahydro-phenanthren-1-yl]-pent-2-enoic acid methyl ester 
• 131532-66-6 (Z)-3-Methyl-5-[(1S,2S,4bS,10aR)-2,4b,8,8,10a-pentamethyl-2-(tetrahydro-pyran-2-yloxy)-tetradecahydro-phenanthren-1-yl]-pent-2-en-1-ol 

Relevant articles and documents

Cyclization of all-E- and 2Z-geranylfarnesols by a bacterial triterpene synthase: Insight into sesterterpene biosynthesis in aleuritopteris ferns

Aleuritopteris ferns produce triterpenes and sesterterpenes with tricyclic cheilanthane and tetracyclic 18- episcalarane skeletons. The structural and mechanistic similarities between both classes of fern terpene suggest that their biosynthetic enzymes may be closely related. We investigate here whether a triterpene synthase is capable of recognizing geranylfarnesols as a substrate, and is able to convert them to cyclic sesterterpenes. We found that a bacterial triterpene synthase converted all- E-geranylfarnesol (1b) into three scalarane sesterterpenes with 18αH stereochemistry (5, 7 and 8), as well as mono- and tricyclic sesterterpenes (6 and 9). In addition, 2Z-geranylfarnesol (4) was converted into an 18-episcalarane derivative (10), whose skeleton can be found in sesterterpenes isolated from Aleuritopteris ferns. These results provide insight into sesterterpene biosynthesis in Aleuritopteris ferns.