3-[5-(2-carboxyethyl)-22-chloro-15,20-diethenyl-4,10,14,19-tetramethyl-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.13,6.113,16.08,23.018,21]pentacosa-1(20),4,8,10,14,18-hexaen-9-yl]propanoic acid

• ChemBase ID: 153162
• Molecular Formular: C34H42ClFeN4O4
• Molecular Mass: 662.01968
• Monoisotopic Mass: 661.22439602
• SMILES: Cc1c2CC3NC(Cc4c(c(c5n4[Fe](n2c(c1CCC(=O)O)CC1NC(C5)C(=C1CCC(=O)O)C)Cl)C=C)C)C(=C3C)C=C
• Canonical SMILES: C=CC1=C(C)C2NC1Cc1c(C)c(c3n1[Fe](n1c(C2)c(C)c(c1CC1NC(C3)C(=C1CCC(=O)O)C)CCC(=O)O)Cl)C=C
• InChI: InChI=1S/C34H42N4O4.ClH.Fe/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;;/h7-8,25,28-29,32,35,38H,1-2,9-16H2,3-6H3,(H,39,40)(H,41,42);1H;/q-2;;+3/p-1
• InChIKey: OTRRUDQBQRIFLM-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[5-(2-carboxyethyl)-22-chloro-15,20-diethenyl-4,10,14,19-tetramethyl-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.1^3,^6.1^1^3,^1^6.0^8,^2^3.0^1^8,^2^1]pentacosa-1(20),4,8,10,14,18-hexaen-9-yl]propanoic acid
• IUPAC Traditional name: 3-[5-(2-carboxyethyl)-22-chloro-15,20-diethenyl-4,10,14,19-tetramethyl-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.1^3,^6.1^1^3,^1^6.0^8,^2^3.0^1^8,^2^1]pentacosa-1(20),4,8,10,14,18-hexaen-9-yl]propanoic acid
• Synonyms: Chloro(protoporphyrinato)iron(III); Chlorohemin; Chloroprotoporphyrin IX iron(III); Ferriprotoporphyrin IX chloride; Hemin(chloride); Hemin

Database IDs

• CAS Number: 16009-13-5
• EC Number: 240-140-1
• MDL Number: MFCD00010726
• Beilstein Number: 5229914
• PubChem SID: 24873656

CALCULATED PROPERTIES

• Acid pKa: 3.5954006
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.2789075
• LogD (pH = 7.4): -2.2632399
• Log P: -2.2633457
• Molar Refractivity: 175.2659 cm^3
• Polarizability: 68.23463 Å^3
• Polar Surface Area: 108.52 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• 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: ≥90%; ≥98.0% (HPLC)
• Biological Source: from bovine; from Porcine
• Product Line: BioXtra
• Empirical Formula (Hill Notation): C34H32ClFeN4O4

DETAILS

Sigma Aldrich - 51280

Frequently Asked Questions
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Biochem/physiol Actions
Hemin, the oxidized version of heme, is an iron-containing prosthetic group for a diverse group of proteins. Free heme, which can be released from hemoglobin following hemolysis, is pro-inflammatory and contributes to iron-derived reactive oxygen species. Free hemin levels may be upregulated in various pathological conditions and can contribute to various inflammatory conditions including vascular disorders, renal failure, and immune-mediated disorders.Hemin may be used to study the expression and represson of heme oxygenase 1 (HO-1) as well as the activity of HO-1. Hematin is the "X factor" required to grown Haemophilus influenzae.

Sigma Aldrich - H9039

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.