(2S)-2-[(4-{[(2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid

• ChemBase ID: 133033
• Molecular Formular: C19H23N7O6
• Molecular Mass: 445.42922
• Monoisotopic Mass: 445.17098149
• SMILES: c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NCC1CNc2c(c(=O)[nH]c(n2)N)N1
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)NCC1CNc2c(N1)c(=O)[nH]c(n2)N
• InChI: InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11?,12-/m0/s1
• InChIKey: MSTNYGQPCMXVAQ-KIYNQFGBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4-{[(2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: tetrahydrofolic acid
• Synonyms: THF; Tetrahydrofolic acid; 5,6,7,8-四氢蝶酰基-L-谷氨酸; 四氢叶酸

Database IDs

• CAS Number: 135-16-0
• EC Number: 205-181-1
• MDL Number: MFCD00135583
• Beilstein Number: 9238187
• PubChem SID: 162227310; 24900106
• PubChem CID: 91443

CALCULATED PROPERTIES

• Acid pKa: 3.1998396
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -5.3096776
• LogD (pH = 7.4): -8.080705
• Log P: -3.2120814
• Molar Refractivity: 121.5866 cm^3
• Polarizability: 41.3385 Å^3
• Polar Surface Area: 207.27 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: faintly yellow to light brown powder

Safety Information

• RTECS: MA0600800
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥65% (when packaged)

DETAILS

Sigma Aldrich - T3125

Biochem/physiol Actions
四氢叶酸是为氨基酸、核酸和脂质提供一碳单位的叶酸盐衍生物的母体分子。四氢叶酸盐代谢物参与嘌呤和嘧啶的合成以及氨基酸的合成和转化
包装
密封安瓿瓶。
Application
A recent use of tetrahydrofolate (THF) is for the studying the activation of riboswitches.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. T3125.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.