4728-30-7

Usage

Uses

Used in Pharmaceutical and Therapeutic Applications:
Ent-Isopimara-8(14),15-diene-3β-ol is used as a bioactive compound for its anti-inflammatory, antimicrobial, and antitumor properties, making it a candidate for the development of new drugs and therapies.
Used in Pest Control and Agricultural Applications:
Ent-Isopimara-8(14),15-diene-3β-ol is used as an insecticide and repellent in pest control and agriculture due to its natural ability to deter and control pests, offering an alternative to synthetic chemicals.
Ent-Isopimara-8(14),15-diene-3β-ol's multifaceted applications and potential for further research and development highlight its importance in both the medical and agricultural sectors.

Upstream product

• 75886-32-7 sandaracopimaradien-3β-olacetate 
• 105996-91-6 (+/-) - 3α-t-butyldimethylsilyloxy-13-butylthiomethylene-4α,4β,10α-trimethyl-14 oxo-5β,8α,9β-perhydrophenanthrene 
• 105996-90-5 Formic acid (4aR,4bS,8aR,10aR)-7-[1-butylsulfanyl-meth-(Z)-ylidene]-1,1,4a-trimethyl-8-oxo-tetradecahydro-phenanthren-2-yl ester 
• 105996-96-1 tert-Butyl-dimethyl-((2S,4aR,4bS,10aR)-1,1,4a,7-tetramethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-2-yloxy)-silane 
• 106545-08-8 3β-Acetoxy-18-hydroxy-sandaracopimaradien 
• 105996-89-2 (+/-) - 13-butylthiomethylene-3α-hydroxy-4α,4β,10α-trimethyl-14-oxo-5β,8α,9β-perhydrophenanthrene 
• 4616-39-1 3-oxo-(-)-sandaracopimaradiene 
• 59219-64-6 isopimara-8(14),15-diene-3β,18-diol 
• 105996-99-4 (1R,4S)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (2S,4aR,4bS,7R,10aR)-1,1,4a,7-tetramethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-2-yl ester 
• 105996-98-3 (1R,4R,5S)-6,6-Dimethyl-4-((2S,4aR,4bS,7R,10aR)-1,1,4a,7-tetramethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-2-yloxy)-3-oxa-bicyclo[3.1.0]hexan-2-one 
• 105996-94-9 (+/-) - 3α-t-butyldimethylsilyloxy-13-formyl-4α,4β,10α,13-tetramethyl-1,2,3,4,5β,6,7,9β,10,11,12,13-dodecahydrophenanthrene 
• 105996-93-8 (+/-) - 3α-t-butyldimethylsilyloxy-13-formyl-4α,4β,10α-trimethyl-1,2,3,4,5β,6,7,8α,9β,10,11,12-dodecahydrophenanthrene 
• 4728-30-7 (+/-) - 3β-hydroxyisopimara-8(14),15-diene 
• 107822-46-8 3β-Acetoxy-sandaracopimaradienal-(18) 

Downstream Products

• 105997-01-1 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (2S,4aR,4bS,7R,10aR)-1,1,4a,7-tetramethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-2-yl ester 
• 90044-20-5 oryzalexin C 
• 90044-21-6 oryzalexin B 
• 105997-00-0 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (2R,4aS,4bR,7S,10aS)-1,1,4a,7-tetramethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-phenanthren-2-yl ester 
• 98063-15-1 (+/-)-3β,7α-dihydroxyisopimara-8(14),15-diene 

Relevant academic research and scientific papers

SYNTHESIS OF ORYZALEXINS A, B AND C, THE DITERPENOIDAL PHYTOALEXINS ISOLATED FROM RICE BLAST LEAVES INFECTED WITH PYRICULARIA ORIZAE

Naturally occurring enantiomers of three diterpenes isolated as phytoalexins from rice blast leaves were synthesized: (+)-oryzalexin.A (ent-3β-hydroxyisopimara-8(14), 15-dien-7-one,1), (+)-oryzalexin B (ent-7α-hydroxyisopimara-8(14), 15-dien-3-one,2) and (+)-oryzalexin C (ent-isopimara-8(14), 15-diene-3,7-dione, 3).Their antipodes were also synthesized.

Labdane acids and other components of the needles of Pinus pumila

The terpenoid and aliphatic components of an ethereal extract of the oleoresin of the Japanese stone pine have been investigated.Among them, 33 compounds have been identified, ten of which were isolated in the individual state.The labdane acids of the oleoresin investigated were represented by 19-O-succinylagatholic and 3β-hydroxy-, 3β-acetoxy, and 3-ketoanticopalic acids.

THE CONVERSION OF ISOPIMARADIENES INTO SANDARACOPIMARADIENES

The transformation of the isopimaric system 1 into the sandaracopimaric system 2 is described.Photooxygenation of 1a led selectively to the formation of 3β-acetoxysandaracopimaradien-7α-ol (3a) whose acetylation and subsequent lithium-ammonia reduction led to the alcohol 2c.The sandaracopimaric system 2 was also obtained by reduction of the 3β-acetoxy-6,7-dehydrosandaracopimarene 5.