3-[20-(2-carboxyethyl)-9,14-bis[(1S)-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

• ChemBase ID: 156527
• Molecular Formular: C34H38N4O6
• Molecular Mass: 598.68872
• Monoisotopic Mass: 598.27913496
• 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
• 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
• InChI: InChI=1S/C34H38N4O6/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)/b23-11-,24-12-,25-11-,26-13-,27-14-,28-14-,29-12-,30-13-/t19-,20-/m0/s1
• InChIKey: UJKPHYRXOLRVJJ-FHKVSQBPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[20-(2-carboxyethyl)-9,14-bis[(1S)-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
• IUPAC Traditional name: 3-[20-(2-carboxyethyl)-9,14-bis[(1S)-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
• Synonyms: 8,13-Bis(1-hydroxyethyl)-3,7,12,17-tetramethyl-21H,23H-porphine-2,18-dipropionic acid; Hematoporphyrin; 8,13-双(1-羟乙基)-3,7,12,17-四甲基-21H,23H-卟吩-2,18-二丙酸; 血卟啉

Database IDs

• CAS Number: 14459-29-1
• EC Number: 238-450-7
• MDL Number: MFCD00005077
• Beilstein Number: 78957
• PubChem SID: 162250664; 24873630
• PubChem CID: 71312333

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: TS5500000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥55% (HPLC)
• Empirical Formula (Hill Notation): C34H38N4O6

DETAILS

Sigma Aldrich - 51240

Other Notes
Affinity chromatography of heme-binding proteins: Synthesis and characterization of hematin- and hematoporphyrin-agarose1