15,19-bis(2-carboxyethyl)-4-ethenyl-14-formyl-9-(1-hydroxy-5,9,13-trimethyltetradeca-4,8,12-trien-1-yl)-5,10,20-trimethyl-2λ5,22,23,25-tetraaza-1-ferraoctacyclo[11.9.1.11,8.13,21.02,6.016,23.018,22.011,25]pentacosa-2,4,6,8,10,12,14,17,19,21(24)-decaen-2-ylium-1,1-diuide

• ChemBase ID: 127653
• Molecular Formular: C49H57FeN4O6-
• Molecular Mass: 853.84508
• Monoisotopic Mass: 853.36274806
• SMILES: CC(=CCC/C(=C/CC/C(=C/CCC(O)c1c2C=C3C(=C(C=C)C4=[N+]3[Fe-2]35n2c(C=C2C(=C(C(C=c6c(c(c(=C4)n56)C)CCC(=O)O)N32)CCC(=O)O)C=O)c1C)C)/C)/C)C
• Canonical SMILES: O=CC1=C(CCC(=O)O)C2N3C1=Cc1c(C)c(c4n1[Fe-2]13[N+]3=C(C=c5n1c(=C2)c(CCC(=O)O)c5C)C(=C(C3=C4)C)C=C)C(CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)O
• InChI: InChI=1S/C49H59N4O6.Fe/c1-9-34-31(6)39-25-45-49(46(55)18-12-17-30(5)16-11-15-29(4)14-10-13-28(2)3)33(8)40(52-45)24-44-37(27-54)36(20-22-48(58)59)43(53-44)26-42-35(19-21-47(56)57)32(7)38(51-42)23-41(34)50-39;/h9,13,15,17,23-27,43,46,55H,1,10-12,14,16,18-22H2,2-8H3,(H4-,50,51,52,53,56,57,58,59);/q-1;+2/p-2/b29-15?,30-17?,42-26-
• InChIKey: RRRJRRNGYOECDS-GEBAZENISA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: 15,19-bis(2-carboxyethyl)-4-ethenyl-14-formyl-9-(1-hydroxy-5,9,13-trimethyltetradeca-4,8,12-trien-1-yl)-5,10,20-trimethyl-2λ^5,22,23,25-tetraaza-1-ferraoctacyclo[11.9.1.1^1,^8.1^3,^2^1.0^2,^6.0^1^6,^2^3.0^1^8,^2^2.0^1^1,^2^5]pentacosa-2,4,6,8,10,12,14,17,19,21(24)-decaen-2-ylium-1,1-diuide
• IUPAC Traditional name: 15,19-bis(2-carboxyethyl)-4-ethenyl-14-formyl-9-(1-hydroxy-5,9,13-trimethyltetradeca-4,8,12-trien-1-yl)-5,10,20-trimethyl-2λ^5,22,23,25-tetraaza-1-ferraoctacyclo[11.9.1.1^1,^8.1^3,^2^1.0^2,^6.0^1^6,^2^3.0^1^8,^2^2.0^1^1,^2^5]pentacosa-2,4,6,8,10,12,14,17,19,21(24)-decaen-2-ylium-1,1-diuide
• Synonyms: Iron cytoporphyrin IX; formilporphyrin; Heme A

Database IDs

• CAS Number: 18535-39-2
• PubChem SID: 162221971
• PubChem CID: 57509563; 5288529
• Chemspider ID: 21106444
• MeSH Name: Heme+a
• Wikipedia Title: Heme_A

CALCULATED PROPERTIES

• Acid pKa: 3.0699377
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 1.2410456
• LogD (pH = 7.4): 1.3199902
• Log P: 0.30523738
• Molar Refractivity: 247.2122 cm^3
• Polarizability: 91.93312 Å^3
• Polar Surface Area: 126.32 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false