(2S)-2-[(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid hydrate

• ChemBase ID: 146423
• Molecular Formular: C19H22N8O6
• Molecular Mass: 458.42798
• Monoisotopic Mass: 458.16623046
• SMILES: c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NCc1cnc2c(n1)c(nc(n2)N)N.O
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)NCc1cnc2c(n1)c(N)nc(n2)N.O
• InChI: InChI=1S/C19H20N8O5.H2O/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29;/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27);1H2/t12-;/m0./s1
• InChIKey: UCQHQSNBTVOVLR-YDALLXLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid hydrate
• IUPAC Traditional name: 4-aminopteroylglutamic acid hydrate
• Synonyms: Aminopterin hydrate; 氨基蝶呤 水合物

Database IDs

• CAS Number: 54-62-6
• EC Number: 200-209-9
• MDL Number: MFCD00150465
• PubChem SID: 24888575; 162240619
• PubChem CID: 16218627

CALCULATED PROPERTIES

• Acid pKa: 3.3831794
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -4.1830673
• LogD (pH = 7.4): -7.1697493
• Log P: -0.95090026
• Molar Refractivity: 114.976 cm^3
• Polarizability: 41.69816 Å^3
• Polar Surface Area: 219.33 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 225 °C (dec.)(lit.)
• Optical Rotation: [α]24/D +18°, c = 0.1 in 0.1 M NaOH

Safety Information

• RTECS: MA1050000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 61-28
• Safety Statements: 53-28-36/37-45
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H360
• GHS Precautionary statements: P201-P264-P301 + P310-P308 + P313
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 1

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C19H20N8O5 · xH2O

DETAILS

Sigma Aldrich - 862274

Packaging
25, 100 mg in glass bottle