152985-39-2

Basic information

• Product Name: pinolidoxin
• Synonyms: pinolidoxin
• CAS NO: 152985-39-2
• Molecular Formula: C18H26O6
• Molecular Weight: 338.39544
• Mol File: 152985-39-2.mol

Chemical Properties

• Boiling Point: 511.4°Cat760mmHg
• Flash Point: 178.8°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 1.35E-12mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: pinolidoxin(CAS DataBase Reference)
• NIST Chemistry Reference: pinolidoxin(152985-39-2)
• EPA Substance Registry System: pinolidoxin(152985-39-2)

Safety Data

• Hazardous Substances Data: 152985-39-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H26O6/c1-3-5-6-12-16(20)23-15-11-8-7-10-13(19)17(21)14(9-4-2)24-18(15)22/h3,5-7,10,12-15,17,19,21H,4,8-9,11H2,1-2H3/b5-3+,10-7+,12-6+

Upstream product

• 245420-84-2 (2E,4E)-Hexa-2,4-dienoic acid (E)-(3aR,4R,7S,11aS)-2,2-dimethyl-6-oxo-4-propyl-3a,6,7,8,9,11a-hexahydro-4H-1,3,5-trioxa-cyclopentacyclodecen-7-yl ester 
• 443309-11-3 hexa-2,4-dienoic acid 2,2-dimethyl-6-oxo-4-propyl-3a,6,7,8,9,11a-hexahydro-4H-1,3,5-trioxa-cyclopentacyclodecen-7-yl ester 
• 1053696-05-1 (4R,5R)-2,2-Dimethyl-4-((S)-1-triethylsilanyloxy-butyl)-5-triethylsilanyloxymethyl-[1,3]dioxolane 
• 459850-61-4 (4S,5R)-2,2-Dimethyl-5-((S)-1-triethylsilanyloxy-butyl)-[1,3]dioxolane-4-carbaldehyde 
• 110-44-1 sorbic Acid 
• 459850-65-8 (2E,4E)-Hexa-2,4-dienoic acid (R)-1-((1S,2R,3R)-2,3-dihydroxy-1-propyl-pent-4-enyloxycarbonyl)-pent-4-enyl ester 
• 459850-57-8 (2E,4E)-Hexa-2,4-dienoic acid (R)-1-carboxy-pent-4-enyl ester 
• 459850-63-6 (2E,4E)-Hexa-2,4-dienoic acid (R)-1-[(4R,5S)-5-((2E,4E)-hexa-2,4-dienoyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pent-4-enyl ester 
• 459850-64-7 (2E,4E)-Hexa-2,4-dienoic acid (R)-1-[(S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-butoxycarbonyl]-pent-4-enyl ester 
• 276882-72-5 (S)-1-((4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-1-ol 
• 442913-66-8 (S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)butan-1-ol 

Relevant articles and documents

Total synthesis and evaluation of the actin-binding properties of microcarpalide and a focused library of analogues

A comparative investigation shows that hydroxylated 10-membered lactones modeled around the fungal metabolites microcarpalide (1) and pinolidoxin (2) are endowed with selective actin-binding properties. Although less potent than the marine natural product

Stereoselective total synthesis and absolute configuration of the natural decanolides (-)-microcarpalide and (+)-lethaloxin. Identity of (+)-lethaloxin and (+)-pinolidoxin

Convergent, stereoselective syntheses of the pharmacologically active, naturally occurring lactones (-)-microcarpalide and (+)-lethaloxin have been achieved from the commercially available, chiral reagents (R)-glycidol, (S,S)-tartaric acid, and D-ribose a

Total syntheses of the phytotoxic lactones herbarumin I and II and a synthesis-based solution of the pinolidoxin puzzle

A concise approach to a family of potent herbicidal 10-membered lactones is described on the basis of ring-closing metathesis (RCM) as the key step for the formation of the medium-sized ring. This includes the first total syntheses of herbarumin I (1) and

Synthesis of (-)-pinolidoxin: Divergent synthetic strategy exploiting a common silacyclic precursor

(figure presented) We describe a highly convergent and efficient synthesis of (-)-pinolidoxin, a potent modulator of plant pathogenesis, providing unambiguous determination of the relative and absolute stereostructure of this highly oxygenated fungal meta