5,7,11,18,22,24-hexahydroxy-13,16-dimethyloctacyclo[13.11.1.1^{2,10}.0^{3,8}.0^{4,25}.0^{19,27}.0^{21,26}.0^{14,28}]octacosa-1(27),2(28),3,5,7,10,12,14,16,18,21,23,25-tridecaene-9,20-dione

• ChemBase编号: 105607
• 分子式: C30H16O8
• 平均质量: 504.44324
• 单一同位素质量: 504.08451747
• SMILES: Cc1cc(O)c2C(=O)c3c4c(c(O)cc3O)c3c5c(c(O)cc3O)C(=O)c3c(O)cc(C)c6c1c2c4c5c36
• Canonical SMILES: Oc1cc(C)c2c3c1C(=O)c1c(O)cc(c4c1c3c1c3c2c(C)cc(c3C(=O)c2c1c4c(O)cc2O)O)O
• InChI: InChI=1S/C30H16O8/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28/h3-6,31-36H,1-2H3
• InChIKey: BTXNYTINYBABQR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5,7,11,18,22,24-hexahydroxy-13,16-dimethyloctacyclo[13.11.1.1^{2,10}.0^{3,8}.0^{4,25}.0^{19,27}.0^{21,26}.0^{14,28}]octacosa-1(27),2(28),3,5,7,10,12,14,16,18,21,23,25-tridecaene-9,20-dione; 5,7,11,18,22,24-hexahydroxy-13,16-dimethyloctacyclo[13.11.1.1^2,^1^0.0^3,^8.0^4,^2^5.0^1^9,^2^7.0^2^1,^2^6.0^1^4,^2^8]octacosa-1,3,5,7,10,12,14(28),15(27),16,18,21,23,25-tridecaene-9,20-dione
• IUPAC传统名: hypericin
• 别名: 金丝桃素; 4,5,7,4′,5′,7′-六羟基-2,2′-二甲基萘并二蒽酮; 金丝桃素 来源于贯叶连翘; 4,4',5,5',7,7'-Hexahydroxy-2,2'-dimethylnaphthodianthrone; Hypericin; HYPERICIN; 4,5,7,4',5',7'-Hexahydroxy-2,2'-dimethylnaphthodianthrone; Cyclo werrol; Hypericum red; 4,5,7,4′,5′,7′-Hexahydroxy-2,2′-dimethylnaphthodianthrone; Hypericin from Hypericum perforatum

登记号

• CAS号: 548-04-9
• EC号: 208-941-0
• MDL号: MFCD00016683
• Beilstein号: 1917913
• 默克索引号: 144863
• PubChem SID: 24880333; 162092633
• PubChem CID: 5281051
• CHEBI ID: 5835
• CHEMBL: 286494
• Chemspider ID: 4444511
• 美国药典/FDA物质标识码: 7V2F1075HD
• 维基百科标题: Hypericin

理论计算性质

• Acid pKa: 6.0381193
• 质子受体: 8
• 质子供体: 6
• LogD (pH = 5.5): 7.5736475
• LogD (pH = 7.4): 5.7203846
• Log P: 7.698295
• 摩尔折射率: 139.3118 cm^3
• 极化性: 57.75268 Å^3
• 极化表面积: 155.52 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: 1 M NaOH: soluble10 mg/mL; DMSO: soluble; ethanol: soluble5 mg/mL (with sonication)
• 外观: black powder; Blue-black solid
• 熔点: ca 320°C dec.

安全信息

• 保存条件: 2-8°C, Desiccate
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22; 22-43
• 安全公开号: 22-36; 36; 36/37
• TSCA收录: 否
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301; H301-H317
• GHS警示性声明: P264-P270-P301+P310-P321-P405-P501A; P280-P301 + P310
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ~95% (HPLC); >85%; ≥85% (HPLC); 98%
• 级别: primary reference standard
• Empirical Formula (Hill Notation): C30H16O8

详细说明

MP Biomedicals - 02193423

From Hypericum perforatum
Purity: >85%
Selective inhibitor of Protein Kinase C.

Sigma Aldrich - 56690

Biochem/physiol Actions
Anthraquinone-derivative within St. John′s wort. Antibacterial effective against Gram-positive and Gram-negative bacteria.

Sigma Aldrich - H9252

Biochem/physiol Actions
Anthraquinone-derivative within St. John′s wort. Antibacterial effective against Gram-positive and Gram-negative bacteria.

Sigma Aldrich - 00190180

Application
草药产品分析的标准品。
General description
HWI Analytik 生产 证书上注明了准确含量

参考文献

• Inhibitor of protein kinase C: Biochem Biophys. Res. Commun., 165, 1207 (1989); Photochem. Photobiol., 82, 720 (2006). Antiviral and antitumour photosensitizer: Photochem. Photobiol., 54, 95 (1991); Curr. Drug Targets, 3, 55 (2002).