Compound Summary
Compound Information
aminopterin
Compound Name: | aminopterin |
Compound CID: | 169371 |
Synonyms: | aminopterin 4-Aminofolic acid 54-62-6 4-Amino-PGA APGA More... |
Iupac Name: | (2S)-2-[[4-[(2,4-diaminopteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid |
InChI: | InChI=1S/C19H20N8O5/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)/t12-/m0/s1 |
InChIKey: | TVZGACDUOSZQKY-LBPRGKRZSA-N |
Canonical Smiles: | C1=CC(=CC=C1C(=O)NC(CCC(=O)O)C(=O)O)NCC2=CN=C3C(=N2)C(=NC(=N3)N)N |
Isomeric Smiles: | C1=CC(=CC=C1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NCC2=CN=C3C(=N2)C(=NC(=N3)N)N |
Molecular Weight: | 440.4 |
Molecular Formula: | C19H20N8O5 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
aminopterin
Molecular Weight: | 440.4 |
Molecular Formula: | C19H20N8O5 |
Hydrogen Bond Donor Count: | 6 |
Hydrogen Bond Acceptor Count: | 12 |
Rotatable Bond Count: | 9 |
Heavy Atom Count: | 32 |
Complexity: | 674 |
Synonyms
aminopterin
| aminopterin | aminopterin |
|---|---|
aminopterin |
4-Aminofolic acid |
54-62-6 |
4-Amino-PGA |
APGA |
Aminopteridine |
4-Aminopteroylglutamic acid |
Aminopterine |
UNII-JYB41CTM2Q |
Aminopterinum |
ENT-26079 |
4-Aminopteroic acid |
4-Aminopteroyl-L-glutamic acid |
Aminopteroylglutamic acid |
N-(4-(((2,4-Diamino-6-pteridinyl)methyl)amino)benzoyl)-L-glutamic acid |
N-(4-{(2,4-diaminopteridin-6-yl)methylamino}benzoyl)-L-glutamic acid |
JYB41CTM2Q |
54-62-6 (free acid) |
Folic acid, 4-amino- |
4-Amino-4-deoxypteroylglutamate |
Methotrexate related compound b |
CHEBI:22526 |
NSC-739 |
L-Glutamic acid, N-(4-(((2,4-diamino-6-pteridinyl)methyl)amino)benzoyl)- |
L-Glutamic acid, N-4-(2,4-diamino-6-pteridinyl)methylaminobenzoyl- |
MFCD00036692 |
(2S)-2-4-(2,4-diaminopteridin-6-yl)methylaminobenzoylaminopentanedioic acid |
A-Ninopterin |
DSSTox_CID_2588 |
DSSTox_RID_76646 |
DSSTox_GSID_22588 |
Pteramina Czech |
4-Amino-folsaeure |
NSC 739 |
(4-(((2,4-diaminopteridin-6-yl)methyl)amino)benzoyl)-L-glutamic acid |
2-(4-(((2,4-Diaminopteridin-6-yl)methyl)amino)benzamido)pentanedioic acid |
CAS-54-62-6 |
4-Amino pteroylglutamic acid |
4-Desoxy-4-aminofolsaeure |
CCRIS 5856 |
Kyselina 4-aminolistova Czech |
HSDB 6374 |
Aminopterin dihydrate |
Kyselina 4-aminolistova |
EINECS 200-209-9 |
NSC739 |
4-Amino-4-desoxy-pteroylglutaminsaeure |
BRN 0069045 |
Aminotrexate |
Kyselina 4-aminopteroylglutamova Czech |
Minopterin |
AI3-26079 |
Kyselina 4-aminopteroylglutamova |
NCGC00015038-03 |
04J |
Aminopterin, powder |
Methotrexate Impurity B |
NSC257456 |
4kn1 |
N-(1-((2,4-Diamino-6-pteridinylmethyl)amino)benzoyl)glutaminsaeure |
N-(4-(((2,4-Diamino-6-pteridyl)-methyl)amino)benzoyl)-L-glutamic acid |
Glutamic acid, N-(p-(((2,4-diamino-6-pteridinyl)methyl)amino)benzoyl)-, L- |
Kyselina N-(p-((2,4-diamino-6-pteridinyl)methyl)benzoyl)-L(+)-glutamova Czech |
Kyselina N-(p-((2,4-diamino-6-pteridinylmethyl)amino)benzoyl)-L(+)-glutamova Czech |
4-26-00-03831 (Beilstein Handbook Reference) |
BIDD:GT0600 |
Aminopterin Ready Made Solution |
CHEMBL376180 |
SCHEMBL1626034 |
DTXSID3022588 |
SCHEMBL23086141 |
ZINC2036915 |
Tox21_110069 |
Tox21_300627 |
BDBM50367055 |
Kyselina N-(p-((2,4-diamino-6-pteridinyl)methyl)benzoyl)-L(+)-glutamova |
Kyselina N-(p-((2,4-diamino-6-pteridinylmethyl)amino)benzoyl)-L(+)-glutamova |
DB08878 |
METHOTREXATE RC B ( AMINOPTERIN) |
NCGC00254512-01 |
NCGC00348366-01 |
HY-14518 |
A0410 |
CS-0003421 |
A-7170 |
A830273 |
Q415734 |
Aminopterin Ready Made Solution, 50 mg/mL in DMSO |
Aminopterin, powder, BioReagent, suitable for cell culture |
(2S)-2-4-(2,4-Diaminopteridin-6-yl)methylaminobenzoylaminopentanedioic Acid |
(S)-2-(4-((2,4-diaminopteridin-6-yl)methylamino)benzamido)pentanedioic acid |
Methotrexate Related Compound B, United States Pharmacopeia (USP) Reference Standard |
(2S)-2-4-(2,4-diamino-6-pteridinyl)methylaminophenyl-oxomethylaminopentanedioic acid |
(2S)-2-4-(2,4-Diaminopteridin-6-yl)methylaminobenzoylaminopentanedioic Acid (4-Aminofolic Acid, Aminopterin) |
(2S)-2-4-2,4-bis(azanyl)pteridin-6-ylmethylaminophenylcarbonylaminopentanedioic acid |
Aminopterin, Hybri-Max(TM), 50 x, gamma-irradiated, lyophilized powder, BioXtra, suitable for hybridoma |
Experimental Data
aminopterin
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 33 | umol/L | 8 | NS | N2 | 24134630 | Inactive |
Experimental Data Visualization
aminopterin
Statistics Data
aminopterin
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 8 | 1 | 1 |
Statistics Data Visualization
aminopterin
