(2Z,4E)-5-[(1R)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

• ChemBase ID: 133519
• Molecular Formular: C15H20O4
• Molecular Mass: 264.3169
• Monoisotopic Mass: 264.13615912
• SMILES: CC1=CC(=O)CC([C@@]1(/C=C/C(=C\C(=O)O)/C)O)(C)C
• Canonical SMILES: OC(=O)/C=C(\C=C\[C@]1(O)C(=CC(=O)CC1(C)C)C)/C
• InChI: InChI=1S/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-/m0/s1
• InChIKey: JLIDBLDQVAYHNE-QHFMCZIYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,4E)-5-[(1R)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid
• IUPAC Traditional name: (-)-abscisic acid
• Synonyms: (R)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methyl-(2Z,4E)-pentadienoic acid; (-)-cis,trans-Abscisic acid

Database IDs

• CAS Number: 14398-53-9
• MDL Number: MFCD00214244
• PubChem SID: 24891341; 162227796
• PubChem CID: 643732

CALCULATED PROPERTIES

• Acid pKa: 4.7381496
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.2628527
• LogD (pH = 7.4): -0.5142804
• Log P: 2.0932755
• Molar Refractivity: 74.9764 cm^3
• Polarizability: 28.11777 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - A8451

Application
Abscisic acid (ABA) plays an important role in plant growth and development, regulation of seed maturation, germination, and adaptation to environmental stresses.