113332-25-5

Basic information

• Product Name: 9(1H)-Phenanthrenone,2,3,4,4a,10,10a-hexahydro-6,7-dihydroxy-1,1,4a-trimethyl-, (4aS,10aS)-
• Synonyms: 9(1H)-Phenanthrenone,2,3,4,4a,10,10a-hexahydro-6,7-dihydroxy-1,1,4a-trimethyl-, (4aS-trans)-;(+)-Nimbidiol; Nimbidiol
• CAS NO: 113332-25-5
• Molecular Formula: C17H22 O3
• Molecular Weight: 274.36
• Mol File: 113332-25-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 9(1H)-Phenanthrenone,2,3,4,4a,10,10a-hexahydro-6,7-dihydroxy-1,1,4a-trimethyl-, (4aS,10aS)-(CAS DataBase Reference)
• NIST Chemistry Reference: 9(1H)-Phenanthrenone,2,3,4,4a,10,10a-hexahydro-6,7-dihydroxy-1,1,4a-trimethyl-, (4aS,10aS)-(113332-25-5)
• EPA Substance Registry System: 9(1H)-Phenanthrenone,2,3,4,4a,10,10a-hexahydro-6,7-dihydroxy-1,1,4a-trimethyl-, (4aS,10aS)-(113332-25-5)

Safety Data

• Hazardous Substances Data: 113332-25-5(Hazardous Substances Data)

Upstream product

• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 7417-21-2 2-(3,4-dimethoxyphenyl)ethyl alcohol 
• 4698-08-2 (E)-geranic acid 
• 19889-21-5 1-(3-methoxy-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl)ethanone 
• 106625-36-9 9-cyano-6,7-dimethoxy-1,2,3,4,4a,9,10,10a-octahydro-2-phenylthio-1,1,4a-trimethylphenanthrene 
• 79577-90-5 6,7-Dimethoxy-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene 
• 19889-20-4 (+/-)-13-acetyl-12-hydroxypodocarpa-8,11,13-triene 
• 79577-89-2 (4bR,8aR)-3-Methoxy-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-2-ol 
• 109988-92-3 2-[2-(4-Methoxy-phenyl)-ethyl]-1,3,3-trimethyl-cyclohexanol 
• 109988-90-1 2-<2-(4-methoxyphenyl)ethyl>-3,3-dimethylcyclohexan-1-one 
• 10064-08-1 1,2,3,4,4a,9,10,10a-Octahydro-6-methoxy-1,1,4a-trimethylphenanthrene 
• 67661-67-0 2-<2-(4-methoxyphenyl)ethyl>-3-methylcyclohex-2-en-1-one 
• 487-51-4 4-carbethoxy-3-methyl-2-cyclohexen-1-one 
• 123060-95-7 ethyl 3-(3,4-dimethoxyphenylethyl)-2-methyl-4-oxocyclohex-2-encarboxylate 

Relevant articles and documents

Influence of Electron Donating Aromatic Substituents on the Ruthenium Tetroxide-Catalysed Oxidation of (+/-)-Podocarpa-8,11,13-trienes

Whereas the (+/-)-podocarpa-8,11,13-trienes 3b-e, incorporating a phenolic hydroxyl or methyl ether functionality at C-11 and C-14, and C-14 respectively, on oxidation with sodium metaperiodate - catalyzed by ruthenium tetroxide give (+/-)-winterin, through chemoselective degradation of the aromatic ring, the unsubstituted 3a, isomeric methyl ethers 3f-i, and cis-podocarpa-8,11,13-triene undergo only benzylic oxidation resulting in the respective ketones 8d, 8a-c, 8e and the diketone 9.Similar oxidation reaction of the hexahydrophenanthrene 7a led to the α,β-unsaturated tricyclic ketone 11a and the tetrahydronaphthalene dicarboxylic anhydride 12.In contrast, 7b produced the diketone 10b and the α,β-unsaturated ketone 11b as the sole isolated products.

Isolation, synthesis, and anti-tumor activities of a novel class of podocarpic diterpenes

A novel unusual 17-carbon diterpenoid, named (+)-7-deoxynimbidiol, was isolated from the stalks of Celastrus hypoleucus (Oliv.) Warb. Its racemate and derivatives were synthesized, and the inhibitory activities of these compounds against four cultured human-tumor cell lines were evaluated. The structure-activity relationship was discussed.

Use of conjugated dienones in cyclialkylations: Total syntheses of arucadiol, 1,2-didehydromiltirone, (±)-hinokione, (±)-nimbidiol, sageone, and miltirone

Functionalized hydrophenanthrenes can be prepared using a cyclialkylation-based strategy. These annulations are highly dependent on the directing effects of the arene substitutents and on conformational considerations. The utility of this methodology was featured in the syntheses of six diterpenoids.