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Molecule
Methotrexate
CAS: 59-05-2 · C20H22N8O5
2D Structure
3D Structure
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Basic Information
- CAS Registry Number
- 59-05-2
- Molecular Formula
- C20H22N8O5
- Molecular Mass
- 454.45 g/mol
Identifiers
CAS Registry Number
59-05-2
SMILES
CN(Cc1cnc2nc(=N)[nH]c(N)c2n1)c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1
InChI Key
FBOZXECLQNJBKD-ZDUSSCGKSA-N
InChI
InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1
Names and Synonyms
- Methotrexate Common Name
- L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]- Synonym
- Glutamic acid, N-[p-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, L-(+)- Synonym
- N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid Synonym
- CL 14377 Synonym
- Amethopterin Synonym
- 4-Amino-10-methylfolic acid Synonym
- 4-Amino-N10-methylpteroylglutamic acid Synonym
- N-[p-[[2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-(+)-glutamic acid Synonym
- Methotrexate Synonym
- MTX Synonym
- NSC 740 Synonym
- R 9985 Synonym
- Antifolan Synonym
- L-Methotrexate Synonym
- Amethopterine Synonym
- 4-Amino-N10-methylfolic acid Synonym
- (+)-Amethopterin Synonym
- L-Amethopterin Synonym
- Methotrexat-Ebewe Synonym
- Ledertrexate Synonym
- Emtexate Synonym
- Mexate Synonym
- Metatrexan Synonym
- EMT 25299 Synonym
- Methylaminopterin Synonym
- Rheumatrex Synonym
- Methoxtrexate Synonym
- Trexall Synonym
- Emthexate PF Synonym
- Emtrexate Synonym
- (2S)-2-[[4-[[(2,4-Diaminopteridin-6-yl)methyl]methylamino]benzoyl]amino]pentanedioic acid Synonym
- Folitrax Synonym
- Folex PFS Synonym
- Folex Synonym
- Mexate-AQ Synonym
- Methotrexate LPF Synonym
- Trilem Synonym
- Zexate Synonym
- Oncotrex Synonym
- Methocip Synonym
- Merex Synonym
- Caditrex Synonym
- Remtrex Synonym
- Metorex Synonym
- Methocel Synonym
- LMTX Synonym
- Nordimet Synonym
- Jylamvo Synonym
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 454.45 g/mol | CAS Common Chemistry |
| 454.44700000000023 g/mol | RDKit | |
| 454.447 g/mol | RDKit | |
| Canonical SMILES | O=C(O)CCC(NC(=O)C1=CC=C(C=C1)N(C)CC=2N=C3C(=NC2)N=C(N=C3N)N)C(=O)O | CAS Common Chemistry |
| InChI | InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1 | CAS Common Chemistry |
| InChI Key | InChIKey=FBOZXECLQNJBKD-ZDUSSCGKSA-N | CAS Common Chemistry |
| Melting Point | 195 °C | CAS Common Chemistry |
| Name | Methotrexate | CAS Common Chemistry |
| Heavy Atom Count | 33 | RDKit |
| Hydrogen Bond Acceptors | 9 | RDKit |
| Hydrogen Bond Donors | 6 | RDKit |
| Rotatable Bonds | 9 | RDKit |
| Aromatic Ring Count | 3 | RDKit |
| Topological Polar Surface Area | 211.26999999999995 Ų | RDKit |
| 211.27 Ų | RDKit | |
| 193.81 Ų | chempirical lib | |
| LogP | 0.09877000000000058 | RDKit |
| 0.0988 | RDKit | |
| Molar Refractivity | 116.25960000000003 cm³/mol | RDKit |
| Ring Count | 3 | RDKit |
| Formal Charge | 0 | RDKit |
| Fraction Csp3 | 0.25 | RDKit |
| Exact Mass | 454.1713158039999 g/mol | RDKit |
Spectral Data
NMR, IR, and Mass spectral data
Predicting NMR spectra...
10 ppm
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1
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| Shift (ppm) | Multiplicity | Integration | Assignment |
|---|
200 ppm
180
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| Shift (ppm) | DEPT | Assignment |
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Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
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MW = 454.45 g/mol. Edit any field — others recompute live.
