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

• ChemBase ID: 134113
• Molecular Formular: C15H20O4
• Molecular Mass: 264.3169
• Monoisotopic Mass: 264.13615912
• SMILES: CC1=CC(=O)CC(C1(/C=C/C(=C\C(=O)O)/C)O)(C)C
• Canonical SMILES: OC(=O)/C=C(\C=C\C1(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-
• InChIKey: JLIDBLDQVAYHNE-LXGGSRJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid
• IUPAC Traditional name: acide abscissique
• Synonyms: ABA; (±)-Abscisic acid; (±)-Abscisic acid; (2Z,4E)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid; Dormin; 2-cis,4-trans-Abscisic acid; (2Z,4E)-5-(1-羟基-2,6,6-三甲基-4-氧-2-环己烯-1-基)-3-甲基-2,4-戊二烯酸; 休眠素; (±)-脱落酸; (±)-脱落酸; 2-顺式,4-反式脱落酸

Database IDs

• CAS Number: 14375-45-2
• MDL Number: MFCD00075619
• PubChem SID: 24890497; 162228390; 24888569
• PubChem CID: 5375199

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

Physical Property

• Solubility: methanol: soluble50 mg/mL, clear to slightly hazy
• Melting Point: 186-188 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98.5% (HPLC); 98%
• Suitability: plant cell culture tested
• Empirical Formula (Hill Notation): C15H20O4

DETAILS

Sigma Aldrich - A1049

Application
Abscisic acid (ABA) is an isoprenoid plant hormone (phytohormone) synthesized in all parts of plants and involved in many plant developmental processes. ABA is involved in establishing dormancy and regulation of stress responses. ABA inhibits fruit ripening, seed germination, photosynthesis and kinetin biosynthesis.

Sigma Aldrich - 862169

Packaging
50, 250 mg in glass bottle