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(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid

• ChemBase ID: 133360
• Molecular Formular: C34H34N4O4
• Molecular Mass: 562.65816
• Monoisotopic Mass: 562.25800559
• SMILES: Cc1/c/2=C/C3=N/C(=C\c4c(c(c([nH]4)/C=C/4\N=C(/C=c(/c1CCC(=O)O)\[nH]2)C(=C4C)CCC(=O)O)C)C=C)/C(=C3C=C)C
• Canonical SMILES: C=CC1=C(C)/C/2=C/c3[nH]c(c(c3C=C)C)/C=C/3\N=C(/C=c/4\[nH]/c(=C\C1=N2)/c(C)c4CCC(=O)O)C(=C3C)CCC(=O)O
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 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(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid
• IUPAC Traditional name: protoporphyrin
• Synonyms: Kammerer’s porphyrin; Protoporphyrin IX; 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

Database IDs

• CAS Number: 553-12-8
• EC Number: 209-033-7
• MDL Number: MFCD00151109
• Beilstein Number: 380795
• PubChem SID: 162227637; 24278655
• PubChem CID: 4971

CALCULATED PROPERTIES

• Acid pKa: 3.6843598
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 5.603521
• LogD (pH = 7.4): 2.2475965
• Log P: 6.778797
• Molar Refractivity: 163.8112 cm^3
• Polarizability: 67.07024 Å^3
• Polar Surface Area: 131.96 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 402 nm; λem 625 nm (bound to HRP); λex 409 nm; λem 633 nm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%

DETAILS

Sigma Aldrich - P8293

Application
Activates soluble guanylyl cyclase.
包装
1 g in glass bottle