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L-Glutamic acid, N-(N-(N-(N-(4-(((2,4-diamino-6-pteridinyl)methyl)-methylamino)benzoyl)-L-gamma-glutamyl)-L-gamma-glutamyl)-L-gamma-glutamyl)-

HCID 456145
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Basic information

CAS
73610-81-8
Standard SMILES
CN(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O)C(=O)O)C(=O)O)cc1
InChIKey
UORBZCNWEGKEOP-CMOCDZPBSA-N
Molecular formula
C35H43N11O14
Average molar mass
841.8 g/mol
Monoisotopic mass
841.29909509

Names & identifiers

Preferred name
L-Glutamic acid, N-(N-(N-(N-(4-(((2,4-diamino-6-pteridinyl)methyl)-methylamino)benzoyl)-L-gamma-glutamyl)-L-gamma-glutamyl)-L-gamma-glutamyl)-
IUPAC
(2S)-2-[[(4S)-4-carboxy-4-[[(4S)-4-carboxy-4-[[(4S)-4-carboxy-4-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]butanoyl]amino]butanoyl]amino]butanoyl]amino]pentanedioic acid
English name
L-Glutamic acid, N-[N-[N-[N-[4-[[(2, 4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-.gamma.-gluta myl]-L-.gamma.-glutamyl]-L-.gamma.-glutamyl]-
Molecular formula
C35H43N11O14
Molecular weight
841.79

Names & synonyms

73610-81-8Methotrexate tetraglutamateNSC 341077L-Glutamic acid, N-(N-(N-(N-(4-(((2,4-diamino-6-pteridinyl)methyl)-methylamino)benzoyl)-L-gamma-glutamyl)-L-gamma-glutamyl)-L-gamma-glutamyl)-(2S)-2-[[(4S)-4-Carboxy-4-[[(4S)-4-carboxy-4-[[(4S)-4-carboxy-4-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]butanoyl]amino]butanoyl]amino]butanoyl]amino]pentanedioic acidL-Glutamic acid, N-(4-(((2,4-diamino-6-pteridinyl)methyl)methylamino)benzoyl)-L-g-glutamyl-L-g-glutamyl-L-g-glutamyl-NSC341077NSC-341077L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-g-glutamyl-L-g-glutamyl-L-g-glutamyl-MTXPG4WTB9Y8S2X6orb1695852
Show more names
Methotrexate Impurity 6Glutamic Acid Impurity 7Methotrexate Tetraglutamate TrifluoroacetateL-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-
CHEMBL2074969DTXSID70223800AKOS027324478FM57710T33745(2S)-2-[[(4S)-4-[[(4S)-4-[[(4S)-4-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]pentanedioic acid(2S)-2-[[(4S)-4-Carboxy-4-[[(4S)-4-carboxy-4-[[(4S)-4-carboxy-4-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]butanoyl]amino]butanoyl]amino]butanoyl]amino]pentanedioicacid(3S,8S,13S,18S)-1-(4-(((2,4-Diaminopteridin-6-yl)methyl)(methyl)amino)phenyl)-1,6,11,16-tetraoxo-2,7,12,17-tetraazaicosane-3,8,13,18,20-pentacarboxylic acid

Database identifiers

CAS
73610-81-8
PubChem CID
456145
DTXSID
DTXSID70223800
ChEMBL
CHEMBL2074969
UNII
WTB9Y8S2X6
Nikkaji
J2.644.473J

Properties

Computed structural properties

XLogP
-4.1
Topological polar surface area
410 Ų
Hydrogen bond donors
11
Hydrogen bond acceptors
21
Rotatable bonds
24
Heavy atoms
60
Formal charge
0
Complexity
1,560

Physicochemical properties

Melting point
123 °C · >123°C (dec.)
Density
1.541 · 1.541±0.06 g/cm3(Predicted)
storage temp.
-20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility
DMSO (Slightly), Methanol(Slightly)
form
Solid
pka
3.39 · 3.39±0.10(Predicted)
color
Light Yellow to Orange
Stability
Hygroscopic

Chemistry & industry

Applications

UsesMethotrexate Tetraglutamate is a metabolite of Methotrexate (M260675); a folic acid antagonist, antineoplastic, and antirheumatic.

Related reactions

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Compound notes

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