3-[20-(2-carboxyethyl)-9,14-bis[(1R)-1-hydroxyethyl]-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 dihydrochloride

• ChemBase ID: 156315
• Molecular Formular: C34H40Cl2N4O6
• Molecular Mass: 671.6106
• Monoisotopic Mass: 670.23249038
• SMILES: Cc1c2/C=C/3\N=C(/C=c\4/c(c(/c(=C/C5=N/C(=C\c(c1CCC(=O)O)[nH]2)/C(=C5C)CCC(=O)O)/[nH]4)C)[C@@H](C)O)C(=C3[C@@H](C)O)C.Cl.Cl
• Canonical SMILES: OC(=O)CCC1=C(C)C2=N/C/1=C\c1[nH]c(c(c1CCC(=O)O)C)/C=C/1\N=C(/C=c/3\[nH]/c(=C\2)/c(C)c3[C@H](O)C)C(=C1[C@H](O)C)C.Cl.Cl
• InChI: InChI=1S/C34H38N4O6.2ClH/c1-15-21(7-9-31(41)42)27-14-28-22(8-10-32(43)44)16(2)24(36-28)12-29-34(20(6)40)18(4)26(38-29)13-30-33(19(5)39)17(3)25(37-30)11-23(15)35-27;;/h11-14,19-20,36-37,39-40H,7-10H2,1-6H3,(H,41,42)(H,43,44);2*1H/b23-11-,24-12-,25-11-,26-13-,27-14-,28-14-,29-12-,30-13-;;/t19-,20-;;/m1../s1
• InChIKey: QCLJGYHFHNRFIL-LKHCINHDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[20-(2-carboxyethyl)-9,14-bis[(1R)-1-hydroxyethyl]-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 dihydrochloride
• IUPAC Traditional name: 3-[20-(2-carboxyethyl)-9,14-bis[(1R)-1-hydroxyethyl]-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 dihydrochloride
• Synonyms: Hematoporphyrin dihydrochloride; 血卟啉 二盐酸盐

Database IDs

• CAS Number: 17696-69-4
• EC Number: 241-699-4
• MDL Number: MFCD00013470
• Beilstein Number: 5225433
• PubChem SID: 162250453
• PubChem CID: 71312294

CALCULATED PROPERTIES

• Acid pKa: 3.6713605
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 3.3974805
• LogD (pH = 7.4): 0.050667543
• Log P: 4.5935235
• Molar Refractivity: 166.908 cm^3
• Polarizability: 68.551094 Å^3
• Polar Surface Area: 172.42 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: TS5505000
• German water hazard class: 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥60% (HPLC)
• Empirical Formula (Hill Notation): C34H38N4O6 · 2HCl

DETAILS

Sigma Aldrich - 51250

Application
Mitochondria are profoundly affected when cells are irradiated with hematoporphyrin as the photosensitizer. Coupling between respiration and oxidative phosphorylation, Ca2+ transport, and respiration are successively lost as irradiation continues.1