disodium 3-[(7R,10S,13S,16R)-7-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-amino-3-methylbutanamido]-4-carboxybutanamido]hexanamido]-13-(2-carbamoylethyl)-27-(2-carboxylatoethyl)-16-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1,3-dicarboxypropyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-3,10,20,22,26,32,42-heptamethyl-8,11,14-trioxo-4,5,18,19-tetrathia-9,12,15,24,29,34,36,38,40,41,43-undecaaza-35-ferraheptacyclo[31.7.1.12,39.125,28.021,37.023,36.030,34]tritetraconta-1(40),2(42),21(37),22,26,30,32,38-octaen-31-yl]propanoate tetrahydrate

• ChemBase ID: 155979
• Molecular Formular: C80H123FeN23Na2O26S4
• Molecular Mass: 2053.05566
• Monoisotopic Mass: 2051.70372123
• SMILES: Cc1c(c2NC3NC(Nc4c(c5c6n4[Fe]n2c1NC1=NC(=N6)C(=C1C(SSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](CSSC5C)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O)CCC(=O)N)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C(C)C)N)C)C)C)C(=C3CCC(=O)[O-])C)CCC(=O)[O-].O.O.O.O.[Na+].[Na+]
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H]1CSSC(C)C2=C(C)C3=Nc4n5[Fe]n6c(NC2=N3)c(C)c(c6NC2NC(Nc5c(c4C(C)SSC[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)C)CCC(=O)N)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCC(=O)O)C(C)C)[C@H](O)C)Cc1nc[nH]c1)C)C(=C2CCC(=O)[O-])C)CCC(=O)[O-])NC(=O)[C@@H](NC(=O)[C@H](C(C)C)N)CCC(=O)O.O.O.O.O.[Na+].[Na+]
• InChI: InChI=1S/C80H119N23O22S4.Fe.2Na.4H2O/c1-32(2)59(83)77(121)89-47(19-24-55(110)111)72(116)88-45(15-13-14-26-81)71(115)92-50-29-126-128-41(12)58-37(8)65-101-68(58)99-63-35(6)44(17-23-54(108)109)67(98-63)103-66-43(16-22-53(106)107)34(5)62(97-66)96-64-36(7)57(69(100-64)102-65)40(11)129-127-30-51(93-73(117)46(18-21-52(82)105)87-70(114)38(9)86-75(50)119)76(120)91-49(27-42-28-84-31-85-42)74(118)95-61(39(10)104)79(123)94-60(33(3)4)78(122)90-48(80(124)125)20-25-56(112)113;;;;;;;/h28,31-33,38-41,45-51,59-62,66,97,104H,13-27,29-30,81,83H2,1-12H3,(H23,82,84,85,86,87,88,89,90,91,92,93,94,95,96,98,99,100,101,102,103,105,106,107,108,109,110,111,112,113,114,115,116,117,118,119,120,121,122,123,124,125);;;;4*1H2/q;+2;2*+1;;;;/p-4/t38-,39+,40?,41?,45-,46-,47-,48-,49-,50-,51-,59-,60-,61-,62?,66?;;;;;;;/m0......./s1
• InChIKey: WBQKQSOHPUSAHU-BPTPXGKPSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 3-[(7R,10S,13S,16R)-7-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-amino-3-methylbutanamido]-4-carboxybutanamido]hexanamido]-13-(2-carbamoylethyl)-27-(2-carboxylatoethyl)-16-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1,3-dicarboxypropyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-3,10,20,22,26,32,42-heptamethyl-8,11,14-trioxo-4,5,18,19-tetrathia-9,12,15,24,29,34,36,38,40,41,43-undecaaza-35-ferraheptacyclo[31.7.1.1^2,^3^9.1^2^5,^2^8.0^2^1,^3^7.0^2^3,^3^6.0^3^0,^3^4]tritetraconta-1(40),2(42),21(37),22,26,30,32,38-octaen-31-yl]propanoate tetrahydrate
• IUPAC Traditional name: disodium 3-[(7R,10S,13S,16R)-7-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-amino-3-methylbutanamido]-4-carboxybutanamido]hexanamido]-13-(2-carbamoylethyl)-27-(2-carboxylatoethyl)-16-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1,3-dicarboxypropyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-3,10,20,22,26,32,42-heptamethyl-8,11,14-trioxo-4,5,18,19-tetrathia-9,12,15,24,29,34,36,38,40,41,43-undecaaza-35-ferraheptacyclo[31.7.1.1^2,^3^9.1^2^5,^2^8.0^2^1,^3^7.0^2^3,^3^6.0^3^0,^3^4]tritetraconta-1(40),2(42),21(37),22,26,30,32,38-octaen-31-yl]propanoate tetrahydrate
• Synonyms: H-11-PT; Haeme undecapeptide; MP-11; Microperoxidase disodium salt from horse heart

Database IDs

• CAS Number: 104684-94-2
• MDL Number: MFCD00168071
• PubChem SID: 162250117
• PubChem CID: 71312251

CALCULATED PROPERTIES

• Acid pKa: 2.7892733
• H Acceptors: 31
• H Donor: 22
• LogD (pH = 5.5): -15.590584
• LogD (pH = 7.4): -19.893143
• Log P: -12.330635
• Molar Refractivity: 500.8854 cm^3
• Polarizability: 186.3233 Å^3
• Polar Surface Area: 709.9 Å^2
• Rotatable Bonds: 39
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL, clear, dark red-brown

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥85% (HPCE)
• Impurities: ≤10% water; peroxidase activity
• Empirical Formula (Hill Notation): C84H114FeN20Na2O21S2

DETAILS

Sigma Aldrich - 69769

Antibody Adsorbant
Val-Glu-Lys-(Cys-Ala-Gln-Cys)Heme-His-Thr-Val-Glu
Other Notes
Cationic heme undecapeptide as stain for detecting glycosaminoglycans on cellulose acetate1; Kinetic study of pH-dependent properties2
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Preparation Note
prepared by enzymatic degradation of horse heart cytochrome c