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

• ChemBase编号: 125576
• 分子式: C15H20O4
• 平均质量: 264.3169
• 单一同位素质量: 264.13615912
• SMILES: OC(=O)/C=C(/C)\C=C\[C@@]1(O)C(=CC(=O)CC1(C)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-/m1/s1
• InChIKey: JLIDBLDQVAYHNE-YKALOCIXSA-N

名称和登记号

名称

• IUPAC标准名: (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid
• IUPAC系统名: (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid
• IUPAC传统名: abscisic acid
• 别名: 休眠素; (2Z,4E)-(S)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentanedienoic acid; Abscisic acid; Dormin; Abscisic acid; (S-(Z,E)])-5-(1-Hydroxy-2,6,6-trimethyl)-4-oxo-2-cyclohexen-1-yl-3-methyl-2,4-pentadienoic Acid; (+)-(S)-Abscisic Acid; (+)-(cis,trans)-Abscisic Acid; (+)-ABA; S-ABA; (+)-cis,trans-Abscisic Acid, 98%; (S)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-(2Z,4E)-pentadienoic acid; ABA; (+)-Abscisic acid

登记号

• CAS号: 21293-29-8
• EC号: 244-319-5
• MDL号: MFCD00066545
• Beilstein号: 2698956
• PubChem SID: 24890921; 24844958; 162219926
• PubChem CID: 5280896
• CHEBI ID: 2635
• CHEMBL: 288040
• Chemspider ID: 4444418
• 医学主题词(MeSH): Abscisic+Acid
• 维基百科标题: Abscisic_acid

理论计算性质

• Acid pKa: 4.7381496
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 1.2628527
• LogD (pH = 7.4): -0.5142804
• Log P: 2.0932755
• 摩尔折射率: 74.9764 cm^3
• 极化性: 28.11777 Å^3
• 极化表面积: 74.6 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: Colorless crystals; Powder; White Powder
• 熔点: 161-163C; 163°C
• 沸点: 458.7°C (sublimes)
• 密度: 1.193 g/mL
• 分配系数: 1.896
• pKa: 4.868
• pKb: 9.129

安全信息

• 保存条件: -20°C Freezer
• RTECS编号: RZ2475100
• 德国WGK号: 3
• 安全公开号: S22, S24/25
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC); 99% (CH)
• 级别: puriss.
• Empirical Formula (Hill Notation): C15H20O4

详细说明

Sigma Aldrich - A4906

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Plant hormone and growth regulator that is involved in several physiological mechanisms including seed dormancy, leaf abscission, stomatal movement, and plant stress responses. Through complex interactions with several intracellular signaling systems, it can regulate the expression of hundreds of plant genes.
Other Notes
Natural isomer of the abscission-accelerating plant hormone.
Application
(+)-Abscisic acid is a plant hormone and growth regulator involved in several physiological mechanisms including seed dormancy, leaf abscission, stomatal movement, and plant stress responses such as drought. Abscisic acid has been used in a study to learn about expression analysis of four peroxiredoxin genes from Tamarix hispida.

Sigma Aldrich - 00012

Biochem/physiol Actions
Plant hormone and growth regulator that is involved in several physiological mechanisms including seed dormancy, leaf abscission, stomatal movement, and plant stress responses. Through complex interactions with several intracellular signaling systems, it can regulate the expression of hundreds of plant genes.
Other Notes
Natural plant growth regulator1; High-affinity binding sites for abscisic acid on the plasmalemma of Vicia faba guard cells2

Toronto Research Chemicals - A110000

The natural isomer of the abscission-accelerating plant hormone.

参考文献

• Krochko, J.E., et al.: Plant Physiol., 118, 849 (1998)
• Jacobsen, J.V., et al.: Psysiol. Plant., 115, 428 (1998)