(1R,2R,4S,5R,7R,11S,14R,15R)-14-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-9-en-8-one

• ChemBase编号: 72940
• 分子式: C27H44O6
• 平均质量: 464.63466
• 单一同位素质量: 464.31378913
• SMILES: [C@H]1([C@@H](C[C@@H]2[C@](C1)([C@@H]1C(=CC2=O)[C@]2([C@](CC1)([C@H](CC2)[C@@H]([C@@H](CCC(C)(C)O)O)C)C)O)C)O)O
• Canonical SMILES: O[C@@H]([C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@H]1C2=CC(=O)[C@H]2[C@]1(C)C[C@H](O)[C@@H](C2)O)O)C)CCC(O)(C)C
• InChI: InChI=1S/C27H44O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-33H,6-11,13-14H2,1-5H3/t15-,16+,17-,19-,20+,22+,23-,25+,26+,27+/m0/s1
• InChIKey: UPEZCKBFRMILAV-JMZLNJERSA-N

名称和登记号

名称

• IUPAC标准名: (1R,2R,4S,5R,7R,11S,14R,15R)-14-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-9-en-8-one; (1R,2R,4S,5R,7R,11S,14R,15R)-14-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one
• IUPAC传统名: ecdysone
• 别名: 2β,3β,14α,22(R),25-五羟基-7-胆甾烯-6-酮; α-蜕皮素; Ecdysone; 2β,3β,14α,22(R),25-Pentahydroxy-7-cholesten-6-one; α-Ecdysone

登记号

• CAS号: 3604-87-3
• EC号: 222-760-4
• MDL号: MFCD00042683
• Beilstein号: 2422986
• PubChem SID: 24894686; 162037860
• PubChem CID: 19212
• CHEBI ID: 16688
• CHEMBL: 549300
• Chemspider ID: 18130
• 维基百科标题: Ecdysone

理论计算性质

• Acid pKa: 13.507042
• 质子受体: 6
• 质子供体: 5
• LogD (pH = 5.5): 1.6912082
• LogD (pH = 7.4): 1.6912079
• Log P: 1.6912082
• 摩尔折射率: 127.4247 cm^3
• 极化性: 50.48899 Å^3
• 极化表面积: 118.22 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

安全信息

• 保存条件: -20°C
• RTECS编号: FZ8170000
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥90%; ≥99.0% (UV); 97%
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C27H44O6

详细说明

Selleck Chemicals - S2294

Research Area: Metabolic Disease
Biological Activity:
Ecdysone is a steroidal prohormone of the major insect molting hormone 20-hydroxyecdysone, which is secreted from the prothoracic glands. Insect molting hormones (ecdysone and its homologues) are generally called ecdysteroids. Ecdysteroids act as moulting hormones of arthropods but also occur in other related phyla where they can play different roles. In Drosophila melanogaster, an increase in ecdysone concentration induces the expression of genes coding for proteins that the larva requires, and it causes chromosome puffs (sites of high expression) to form. [1]

Sigma Aldrich - 44656

General description
Prothoracic hormone (causes moulting in insects)
Other Notes
Prothorakal gland hormone1

参考文献

• http://en.wikipedia.org/wiki/Ecdysone