Home > Compound List > Compound details
4271-30-1 molecular structure
click picture or here to close

(2S)-2-[(4-aminophenyl)formamido]pentanedioic acid

ChemBase ID: 70437
Molecular Formular: C12H14N2O5
Molecular Mass: 266.24996
Monoisotopic Mass: 266.09027156
SMILES and InChIs

SMILES:
C(=O)([C@H](CCC(=O)O)NC(=O)c1ccc(cc1)N)O
Canonical SMILES:
O=C(c1ccc(cc1)N)N[C@H](C(=O)O)CCC(=O)O
InChI:
InChI=1S/C12H14N2O5/c13-8-3-1-7(2-4-8)11(17)14-9(12(18)19)5-6-10(15)16/h1-4,9H,5-6,13H2,(H,14,17)(H,15,16)(H,18,19)/t9-/m0/s1
InChIKey:
GADGMZDHLQLZRI-VIFPVBQESA-N

Cite this record

CBID:70437 http://www.chembase.cn/molecule-70437.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-[(4-aminophenyl)formamido]pentanedioic acid
IUPAC Traditional name
p-aminobenzoyl-L-glutamic acid
Synonyms
(S)-2-(4-Aminobenzamido)pentanedioic acid
N-(p-Aminobenzoyl)glutamic acid
N-(4-Aminobenzoyl)-L-glutamic acid
N-(4-Aminobenzoyl)-L-glutamic acid
N-p-AMINOBENZOYL-L-GLUTAMIC ACID
N-(p-Aminobenzoyl)-L(+)-glutamic Acid
NSC 71042
N-(4-Aminobenzoyl)-L-glutamic Acid
CAS Number
4271-30-1
EC Number
224-261-7
MDL Number
MFCD00042821
Beilstein Number
2816320
PubChem SID
162036155
24846005
24890463
PubChem CID
196473

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.71569  H Acceptors
H Donor LogD (pH = 5.5) -3.5079138 
LogD (pH = 7.4) -6.564858  Log P -0.8644223 
Molar Refractivity 66.1024 cm3 Polarizability 24.693901 Å3
Polar Surface Area 129.72 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Methanol expand Show data source
Water expand Show data source
Apperance
Light Tan Waxy Solid expand Show data source
Melting Point
~175 °C (dec.) expand Show data source
Optical Rotation
[α]20/D -15.0±0.5°, c = 2% in 0.1 M HCl expand Show data source
Storage Condition
0°C expand Show data source
-20°C Freezer, Under Inert Atmosphere expand Show data source
Storage Warning
IRRITANT expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
false expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥97.0% (T) expand Show data source
≥98% (TLC) expand Show data source
95+% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Empirical Formula (Hill Notation)
C12H14N2O5 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - A0879 external link
Biochem/physiol Actions
N-p-Aminobenzoyl)-L-glutamic acid is a folate catabolite that can be metabolized by bacterial p-aminobenzoate auxotrophs possessing the enzyme p-aminobenzoyl-glutamate hydrolase.
Sigma Aldrich - 07080 external link
Other Notes
TLC standard for the detection of pteroylmonoglutamates1; Component for the preparation of aminopterin2
Toronto Research Chemicals - A593770 external link
Major metabolite of 5-Methyltetrahydrofolic Acid

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Ng, X., et al.: Food Chem., 110, 1000 (2008)
  • • Ng, X., et al.: Food Chem., 106, 200 (2008)
  • • Verlinde, P., et al.: J. Agric. Food Chem., 57, 6803 (2008)
  • • Gutzeit, D., et al.: Anal. Bioanal. Chem., 391, 211 (2008)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle