(3E)-4-({3-[5,17-bis({3-[(2E)-4-carboxy-N-hydroxy-3-methylbut-2-enamido]propyl})-8,11-bis(hydroxymethyl)-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaazacyclooctadecan-2-yl]propyl}(hydroxy)carbamoyl)-3-methylbut-3-enoic acid

• ChemBase ID: 134262
• Molecular Formular: C41H61N9O20
• Molecular Mass: 999.97134
• Monoisotopic Mass: 999.4032854
• SMILES: C/C(=C\C(=O)N(CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CO)CO)CCCN(C(=O)/C=C(\C)/CC(=O)O)O)CCCN(C(=O)/C=C(\C)/CC(=O)O)O)O)/CC(=O)O
• Canonical SMILES: OCC1NC(=O)C(CCCN(C(=O)/C=C(/CC(=O)O)\C)O)NC(=O)C(CCCN(C(=O)/C=C(/CC(=O)O)\C)O)NC(=O)C(NC(=O)CNC(=O)C(NC1=O)CO)CCCN(C(=O)/C=C(/CC(=O)O)\C)O
• InChI: InChI=1S/C41H61N9O20/c1-22(16-34(57)58)13-31(54)48(68)10-4-7-25-38(64)44-26(8-5-11-49(69)32(55)14-23(2)17-35(59)60)39(65)45-27(9-6-12-50(70)33(56)15-24(3)18-36(61)62)40(66)47-29(21-52)41(67)46-28(20-51)37(63)42-19-30(53)43-25/h13-15,25-29,51-52,68-70H,4-12,16-21H2,1-3H3,(H,42,63)(H,43,53)(H,44,64)(H,45,65)(H,46,67)(H,47,66)(H,57,58)(H,59,60)(H,61,62)/b22-13+,23-14+,24-15+
• InChIKey: DKSPATNIHZSGOP-ALOUCKEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3E)-4-({3-[5,17-bis({3-[(2E)-4-carboxy-N-hydroxy-3-methylbut-2-enamido]propyl})-8,11-bis(hydroxymethyl)-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaazacyclooctadecan-2-yl]propyl}(hydroxy)carbamoyl)-3-methylbut-3-enoic acid
• IUPAC Traditional name: (3E)-4-({3-[5,17-bis({3-[(2E)-4-carboxy-N-hydroxy-3-methylbut-2-enamido]propyl})-8,11-bis(hydroxymethyl)-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaazacyclooctadecan-2-yl]propyl}(hydroxy)carbamoyl)-3-methylbut-3-enoic acid
• Synonyms: Deferriferrichrome; Ferrichrome Iron-free from Ustilago sphaerogena

Database IDs

• CAS Number: 34787-28-5
• PubChem SID: 162228539; 24894955
• PubChem CID: 57896170

CALCULATED PROPERTIES

• Acid pKa: 3.7851021
• H Acceptors: 20
• H Donor: 14
• LogD (pH = 5.5): -10.412824
• LogD (pH = 7.4): -15.653094
• Log P: -6.632263
• Molar Refractivity: 236.7455 cm^3
• Polarizability: 91.141525 Å^3
• Polar Surface Area: 448.58 Å^2
• Rotatable Bonds: 23
• 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

DETAILS

Sigma Aldrich - F8014

Biochem/physiol Actions
Growth-promoting iron chelator