3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-4-yl]propanoic acid

• ChemBase编号: 105879
• 分子式: C34H34N4O4
• 平均质量: 562.65816
• 单一同位素质量: 562.25800559
• SMILES: Cc1c2[nH]c(/C=C/3\N=C(/C=c/4\[nH]/c(=C\C5=N/C(=C\2)/C(=C5C)C=C)/c(C=C)c4C)C(=C3CCC(=O)O)C)c1CCC(=O)O
• Canonical SMILES: C=CC1=C(C)C2=N/C/1=C\c1[nH]c(c(c1C)CCC(=O)O)/C=C/1\N=C(/C=c/3\[nH]/c(=C\2)/c(C=C)c3C)C(=C1CCC(=O)O)C
• InChI: InChI=1S/C34H34N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-
• InChIKey: KSFOVUSSGSKXFI-UJJXFSCMSA-N

名称和登记号

名称

• IUPAC标准名: 3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,^6.1^8,^1^1.1^1^3,^1^6]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-4-yl]propanoic acid; 3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid
• IUPAC传统名: protoporphyrin
• 别名: 3,7,12,17-四甲基-8,13-二乙烯基-2,18-卟吩二丙酸; 蛋壳卟啉; 原卟啉 IX; Kammerer’s porphyrin; Ooporphyrin; Protoporphyrin IX; 3,7,12,17-Tetramethyl-8,13-divinyl-2,18-porphinedipropionic acid; PROTOPORPHYRIN IX

登记号

• CAS号: 553-12-8
• EC号: 209-033-7
• MDL号: MFCD00151109
• Beilstein号: 380795
• PubChem SID: 162092677
• PubChem CID: 4971

理论计算性质

• Acid pKa: 3.6843598
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): 5.603521
• LogD (pH = 7.4): 2.2475965
• Log P: 6.778797
• 摩尔折射率: 163.8112 cm^3
• 极化性: 67.07024 Å^3
• 极化表面积: 131.96 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 荧光: λex 387 nm; λem 633 nm in 0.1 M phosphate pH 7.0, 0.5% triton X-100

安全信息

• 保存条件: 0°C
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: >97%; ≥95% (HPLC)
• 级别: for fluorescence
• Empirical Formula (Hill Notation): C34H34N4O4

详细说明

MP Biomedicals - 02194896

Crystalline Purity: >97%

Sigma Aldrich - 82505

Application
Activates soluble guanylyl cyclase.
Other Notes
Photosensitzer in photodynamic cross-linking1,2; An interesting probe for fluoroimmunoassay3