6755-41-5

Basic information

• Product Name: 5-(1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL)-3-METHYL-(2E,4E)-PENTADIENOIC ACID
• Synonyms: 5-(1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL)-3-METHYL-(2E,4E)-PENTADIENOIC ACID;(TRANS, TRANS)-ABSCISIC ACID;(+)-trans,trans-ABSCISIC ACID (S-ttABA)
• CAS NO: 6755-41-5
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32
• Mol File: 6755-41-5.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 458.7°C at 760 mmHg
• Flash Point: 245.4°C
• Appearance: /
• Density: 1.193g/cm³
• Vapor Pressure: 2.41E-10mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: 5-(1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL)-3-METHYL-(2E,4E)-PENTADIENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL)-3-METHYL-(2E,4E)-PENTADIENOIC ACID(6755-41-5)
• EPA Substance Registry System: 5-(1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL)-3-METHYL-(2E,4E)-PENTADIENOIC ACID(6755-41-5)

Safety Data

• Hazardous Substances Data: 6755-41-5(Hazardous Substances Data)

Usage

Uses

(+)-trans,trans-Abscisic Acid can be used for biological study of analysis of antioxidant properties and major components of the ext. of Paulownia tomentosa Steud flowers.

InChI:InChI=1/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7+/t15-/m1/s1

Upstream product

• 6901-90-2 (S)-methyl abscisate 
• 21293-29-8 (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid 
• 39701-87-6 methyl (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid 
• 14398-53-9 (R)-(-)-abscisic acid 
• 50-99-7 D-glucose 
• 23526-45-6 blumenol A 
• 69350-42-1 (2E,4E)-5-((S)-1-Hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-3-methyl-penta-2,4-dienal 
• 2228-72-0 Abscisic acid 
• 122346-85-4 (-)-(1S,2R)-1,2-Epoxy-4,4-(ethylendioxy)-2,6,6-trimethylcyclohexan-1-carbaldehyd 
• 220863-62-7 abscisic acid 1-(2-nitrophenyl)ethyl ester 
• 85718-96-3 (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid 
• 41944-86-9 (2Z,4E)-5-<(S)-1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal 
• 123196-50-9 (1'S,4'S)-(Z)-5-(1'-Hydroxy-2',2'-dimethyl-6'-methylene-4'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-5-yl tetrahydropyranyl ether 
• 123196-50-9 (1'R,4'S)-(Z)-5-(1'-Hydroxy-2',2'-dimethyl-6'-methylene-4'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-5-yl tetrahydropyranyl ether 

Downstream Products

• 1559077-99-4 (S)-4-hydroxy-3,5,5-trimethyl-4-((1E,3Z)-5,5,5-trifluoro-3-methylpenta-1,3-dien-1-yl)cyclohex-2-enone 
• 6901-90-2 (S)-methyl abscisate 

Relevant articles and documents

Lignosulfonate Improves Photostability and Bioactivity of Abscisic Acid under Ultraviolet Radiation

Abscisic acid (ABA), as a commonly used plant growth regulator, is easy to be degraded and lose its bioactivity under sunshine. To select an eco-friendly and efficient photoprotectant for the improvement of photostability and bioactivity of ABA when exposed to ultraviolet (UV) light, we tested the effects of three biodegradable natural-derived high polymers, sodium lignosulfonates 3A [molecular weight (MW) > 50000, with degree of sulfonation (DS) of 0.48] and NA (20000 a high MW and low DS had a stronger UV absorption and the hollow aggregate micelles formatted by lignosulfonate protect ABA from UV damage. Approximately 50% more ABA was kept when 280 mg/L ABA aqueous solution was irradiated by UV light for 2 h in the presence of 2000 mg/L lignosulfonate 3A. The bioactivity on wheat (JIMAI 22) seed germination was greatly kept by 3A in comparison to that of ABA alone. The 300 times diluent of 280 mg/L ABA plus 2000 mg/L 3A after 2 h of irradiation showed 20.8, 19.3, and 9.3% more inhibition on shoot growth, root growth, and root numbers of wheat seed, separately, in comparison to ABA diluent alone. We conclude that lignosulfonate 3A was an eco-friendly and efficient agent to keep ABA activity under UV radiation. This research could be used in UV-sensitive and water-soluble agrichemicals and to optimize the application times and dosages of ABA products.

Synthesis and biological activity of abscisic acid esters

Abstract 16 ABA esters including 11 new compounds were prepared by two different esterification routes. All the structures of ABA esters were confirmed by 1H NMR, 13C NMR and HRMS. Their biological activity and hydrolysis stability were investigated. Fortunately, there were 15 and 9 compounds which displayed much better or nearly the same inhibition activity for rice seedling growth and Arabidopsis thaliana seed germination compared to ABA, respectively. Especially, compounds 2d and 2g showed better biological activities than ABA in the three tests. Moreover, we found that chemical hydrolysis ability of the esters in vitro had little relationship to their biological activity.

Resolution of (+)-abscisic acid using an Arabidopsis glycosyltransferase

Abscisic acid (ABA) can exist as two enantiomers, with (+)-ABA as the naturally occurring form. Typically, both enantiomers occur in chemical preparations and both can be modified in the plant to their respective glucose esters. To identify glycosyltransferases capable of discriminating between the different forms of ABA, the Family 1 enzymes of Arabidopsis thaliana were screened for activity towards (±)-ABA. Eight enzymes were found to recognise the plant hormone, with one UGT71B6 showing enantioselective glucosylation towards (+)-ABA. UGT71B6 was used in a whole-cell biocatalysis system as a means of separating (+)- and (-)-ABA, thereby offering an alternative to chemical synthesis for the production of pure (+)-ABA.