(1R,2R,5S,8S,9S,10R,11S,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid

• ChemBase编号: 152750
• 分子式: C19H22O6
• 平均质量: 346.37438
• 单一同位素质量: 346.14163842
• SMILES: C[C@@]12[C@H](C=C[C@@]3([C@H]1[C@@H]([C@]14[C@H]3CC[C@](C1)(C(=C)C4)O)C(=O)O)OC2=O)O
• Canonical SMILES: OC(=O)[C@H]1[C@@H]2[C@]3([C@H]4[C@]51CC(=C)[C@](C5)(O)CC4)C=C[C@@H]([C@@]2(C)C(=O)O3)O
• InChI: InChI=1S/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1
• InChIKey: IXORZMNAPKEEDV-OBDJNFEBSA-N

名称和登记号

名称

• IUPAC标准名: (1R,2R,5S,8S,9S,10R,11S,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^5,^8.0^1,^1^0.0^2,^8]heptadec-13-ene-9-carboxylic acid
• IUPAC传统名: gibberellinsaeure
• 别名: 二溴化乙烯; 1,2-二溴乙烷 溶液; 赤霉素 A3; 赤霉酸; Gibberellic acid; Gibberellin; U - 1,2-Dibromoethane solution; GA3; Gibberellin A3; Gibberellic acid

登记号

• CAS号: 77-06-5; 106-93-4
• EC号: 201-001-0
• MDL号: MFCD00079329
• Beilstein号: 54346
• PubChem SID: 24872417; 24872426; 24882703; 162246893; 24862569; 24899234
• PubChem CID: 6466

理论计算性质

• Acid pKa: 4.163467
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -1.0024102
• LogD (pH = 7.4): -2.7070677
• Log P: 0.3509133
• 摩尔折射率: 86.4155 cm^3
• 极化性: 34.211063 Å^3
• 极化表面积: 104.06 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 比旋光度: [α]20/D +78±5°, c = 2% in methanol; [α]20/D +80±3°, c = 1% in methanol; [α]20/D +83±3°, c = 2.1% in ethanol

安全信息

• RTECS编号: LY8990000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2; 3
• 危险公开号: 36
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H319
• GHS警示性声明: P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥95% (HPLC); 80% gibberellin A3 basis (TLC); 90% gibberellin A3 basis (HPLC)
• 级别: analytical standard; PESTANAL®, analytical standard
• 包装: ampule of 100 mg
• Empirical Formula (Hill Notation): C19H22O6

详细说明

Sigma Aldrich - 48870

Biochem/physiol Actions
A "classical" ubiquitous plant hormone, with diverse effects, such as stilumating stem and root growth, and stimulating seed germination.1
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 48870.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 48880

General description
Gibberellic acid is an endogenous plant growth regulator
Other Notes
Structure-activity studies2
Biochem/physiol Actions
Phytohormone that controls important aspects of plant growth: germination, elongation, and flowering. The effects are mediated by inducing degradation of the DELLA repressor protein, and probably other minor signalling pathways.1

Sigma Aldrich - 63492

General description
Gibberellic acid is an endogenous plant growth regulator
Biochem/physiol Actions
Phytohormone that controls important aspects of plant growth: germination, elongation, and flowering. The effects are mediated by inducing degradation of the DELLA repressor protein, and probably other minor signalling pathways.1

Sigma Aldrich - 36575

General description
Gibberellic acid is an endogenous plant growth regulator
Biochem/physiol Actions
Phytohormone that controls important aspects of plant growth: germination, elongation, and flowering. The effects are mediated by inducing degradation of the DELLA repressor protein, and probably other minor signalling pathways.1
法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - PS49

General description
Gibberellic acid is an endogenous plant growth regulator
Biochem/physiol Actions
Phytohormone that controls important aspects of plant growth: germination, elongation, and flowering. The effects are mediated by inducing degradation of the DELLA repressor protein, and probably other minor signalling pathways.1