Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:04:48 UTC |
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Update date | 2020-09-17 15:40:49 UTC |
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Primary ID | FDB001037 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 4-Aminobenzoic acid |
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Description | p-Aminobenzoic acid, also known as PABA or p-aminobenzoate, belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. p-Aminobenzoic acid is a moderately basic compound (based on its pKa). p-Aminobenzoic acid exists in all living species, ranging from bacteria to humans. Outside of the human body, p-Aminobenzoic acid is found, on average, in the highest concentration within pineapples. p-Aminobenzoic acid has also been detected, but not quantified in, milk (cow) and rices. This could make p-aminobenzoic acid a potential biomarker for the consumption of these foods. An aminobenzoic acid in which the amino group is para to the carboxy group. |
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CAS Number | 150-13-0 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Amino-4-carboxybenzene | ChEBI | 4-Amino-benzoic acid | ChEBI | 4-Aminobenzoesaeure | ChEBI | 4-Carboxyaniline | ChEBI | 4-Carboxyphenylamine | ChEBI | ABEE | ChEBI | gamma-Aminobenzoic acid | ChEBI | p-Aminobenzoesaeure | ChEBI | p-Carboxyaniline | ChEBI | p-Carboxyphenylamine | ChEBI | PABA | ChEBI | Para-aminobenzoic acid | ChEBI | 4-Aminobenzoic acid | Kegg | p-Aminobenzoate | Kegg | RVPaba lipstick | Kegg | 4-Amino-benzoate | Generator | g-Aminobenzoate | Generator | g-Aminobenzoic acid | Generator | gamma-Aminobenzoate | Generator | Γ-aminobenzoate | Generator | Γ-aminobenzoic acid | Generator | Para-aminobenzoate | Generator | 4-Aminobenzoate | Generator | acido P-Aminobenzoico | HMDB | Acidum paraminobenzoicum | HMDB | Actipol | HMDB | Amben | HMDB | Aminobenzoate | HMDB | Aminobenzoic acid | HMDB, MeSH | Aniline-4-carboxylate | HMDB | Aniline-4-carboxylic acid | HMDB | Anti-chromotrichia factor | HMDB | Anticanitic vitamin | HMDB | Anticantic vitamin | HMDB | Antichromotrichia factor | HMDB | Bacterial vitamin H1 | HMDB | Chromotrichia factor | HMDB | Hachemina | HMDB, MeSH | Kyselina P-aminobenzoova | HMDB | P-amino-Benzoate | HMDB | P-amino-Benzoic acid | HMDB | PAB | HMDB | Pabacyd | HMDB | Pabafilm | HMDB | Pabagel | HMDB | Pabamine | HMDB | Pabanol | HMDB | Papacidum | HMDB | Paraminol | HMDB, MeSH | Paranate | HMDB | Potaba | HMDB, MeSH | Romavit | HMDB | Rvpaba | HMDB | Sunbrella | HMDB | Super shade by coppertone | HMDB | Trichochromogenic factor | HMDB | Trochromogenic factor | HMDB | Vitamin BX | HMDB | Vitamin h' | HMDB | 4 Aminobenzoic acid | MeSH, HMDB | 4 Aminobenzoic acid, potassium salt | MeSH, HMDB | Epitelplast | MeSH, HMDB | Jumer brand OF aminobenzoic acid | MeSH, HMDB | Medea brand OF aminobenzoic acid | MeSH, HMDB | Paraminan | MeSH, HMDB | 4-Aminobenzoate, potassium | MeSH, HMDB | Epit vit | MeSH, HMDB | Llorens brand OF aminobenzoic acid | MeSH, HMDB | Pabasan | MeSH, HMDB | Potassium aminobenzoate | MeSH, HMDB | 4-Aminobenzoic acid, potassium salt | MeSH, HMDB | Aminobenzoate, potassium | MeSH, HMDB | Glenwood brand OF potassium aminobezoate | MeSH, HMDB | Llorens brand OF aminobenzoic acid sodium salt | MeSH, HMDB | Magnesium para-aminobenzoate | MeSH, HMDB | Potassium 4 aminobenzoate | MeSH, HMDB | Potassium 4-aminobenzoate | MeSH, HMDB | P Aminobenzoic acid | MeSH, HMDB | Para aminobenzoic acid | MeSH, HMDB | Para-aminobenzoate, magnesium | MeSH, HMDB | p-Aminobenzoic acid | ChEBI | «gamma»-aminobenzoic acid | biospider | 4-amino-Benzoate | Generator | 4-AMINO-BENZOIC ACID | biospider | Acido p-aminobenzoico | biospider | Aminobenzoate acid | biospider | Aminobenzoic acid (usp) | biospider | Aminobenzoic acid, para | biospider | Aminobenzoic acid, USAN | db_source | Benzoic acid, 4-amino | biospider | Benzoic acid, 4-amino- | biospider | Benzoic acid, p-amino- | biospider | Gamma-aminobenzoate | biospider | Gamma-aminobenzoic acid | biospider | M-aminobenzonitrile | biospider | P-amino-benzoate | biospider | P-amino-benzoic acid | biospider | P-aminobenzoate | biospider | P-Aminobenzoesaeure | ChEBI | P-aminobenzoic acid | biospider | P-carboxyaniline | biospider | P-carboxyphenylamine | biospider | Rvpaba lipstick | biospider | Rvpaba lipstick (TN) | biospider | Sodium Aminobenzoate (4-Aminobenzoic Acid) | biospider | Super shade BY coppertone | biospider | Vitamin H' | db_source | γ-aminobenzoate | Generator | γ-aminobenzoic acid | Generator |
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Predicted Properties | |
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Chemical Formula | C7H7NO2 |
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IUPAC name | 4-aminobenzoic acid |
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InChI Identifier | InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10) |
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InChI Key | ALYNCZNDIQEVRV-UHFFFAOYSA-N |
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Isomeric SMILES | NC1=CC=C(C=C1)C(O)=O |
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Average Molecular Weight | 137.136 |
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Monoisotopic Molecular Weight | 137.047678473 |
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Classification |
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Description | Belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Benzoic acids and derivatives |
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Direct Parent | Aminobenzoic acids |
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Alternative Parents | |
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Substituents | - Aminobenzoic acid
- Benzoic acid
- Benzoyl
- Aniline or substituted anilines
- Amino acid or derivatives
- Amino acid
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Amine
- Organonitrogen compound
- Organooxygen compound
- Primary amine
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 61.31%; H 5.14%; N 10.21%; O 23.33% | DFC |
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Melting Point | Mp 188-188.5° | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | 6.11 mg/mL at 30 oC | YALKOWSKY,SH & HE,Y (2003) |
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Experimental logP | 0.83 | HANSCH,C ET AL. (1995) |
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Experimental pKa | pKa2 4.87 (25°) | DFC |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-00dr-8900000000-bface88b2e77a7dce6e1 | 2015-03-01 | View Spectrum | GC-MS | 4-Aminobenzoic acid, non-derivatized, GC-MS Spectrum | splash10-00yl-1960000000-b22b04854c131470802a | Spectrum | GC-MS | 4-Aminobenzoic acid, 1 TMS, GC-MS Spectrum | splash10-0fkc-2900000000-dec9b6851633ff2c426c | Spectrum | GC-MS | 4-Aminobenzoic acid, 2 TMS, GC-MS Spectrum | splash10-00yl-2890000000-b299bfaaed61286c2ff6 | Spectrum | GC-MS | 4-Aminobenzoic acid, non-derivatized, GC-MS Spectrum | splash10-0079-9600000000-075c262f1e5d23ef097d | Spectrum | GC-MS | 4-Aminobenzoic acid, non-derivatized, GC-MS Spectrum | splash10-00yl-1960000000-b22b04854c131470802a | Spectrum | GC-MS | 4-Aminobenzoic acid, non-derivatized, GC-MS Spectrum | splash10-0fkc-2900000000-dec9b6851633ff2c426c | Spectrum | GC-MS | 4-Aminobenzoic acid, non-derivatized, GC-MS Spectrum | splash10-00yl-2890000000-b299bfaaed61286c2ff6 | Spectrum | GC-MS | 4-Aminobenzoic acid, non-derivatized, GC-MS Spectrum | splash10-00yl-1960000000-4d7d9e3e3a7a741c72ca | Spectrum | Predicted GC-MS | 4-Aminobenzoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00kr-5900000000-8244277f60fc465369b8 | Spectrum | Predicted GC-MS | 4-Aminobenzoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-006x-4900000000-299c72af4aa4008292bc | Spectrum | Predicted GC-MS | 4-Aminobenzoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 4-Aminobenzoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-00ku-4900000000-ab0d2860a4f23e4fcad4 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-00mo-9100000000-667a53f89529678400c7 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-014i-9000000000-0bbc34587525655f98ef | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-000i-0900000000-8f6c193895f5adf391be | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-0006-9200000000-78f63538a3011f036551 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-0006-9000000000-521edb7d484c452d0da3 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-0006-9000000000-7ae0035594587960bab7 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-00kf-9000000000-35088605171b150e8b08 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive | splash10-00di-3900000000-d67f9d252f758529a83c | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive | splash10-00di-1900000000-e4d34d9516fe889137f6 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive | splash10-00di-6900000000-387d1a3c2d588c6f8552 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive | splash10-00r6-9200000000-9ef61d003f891b00406f | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive | splash10-014i-9000000000-eaf693e5f0cde39a548e | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive | splash10-000i-7900000000-225973eab49386396fa9 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-000i-0900000000-8f6c193895f5adf391be | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-9200000000-78f63538a3011f036551 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-9000000000-521edb7d484c452d0da3 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-9000000000-7ae0035594587960bab7 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-00kf-9000000000-35088605171b150e8b08 | 2017-09-14 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0079-0900000000-173f144fba431cca9164 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-1900000000-ab3524c5aadc6fdc28cb | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9200000000-67cea679b40b94c39ac0 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-3900000000-682d5d9d22372ece770b | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000f-9600000000-8d4bba3f647000005bb0 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9100000000-5d9b80bb0601c2f238c2 | 2016-09-12 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 2D NMR | [1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 953 |
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ChEMBL ID | CHEMBL542 |
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KEGG Compound ID | C00568 |
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Pubchem Compound ID | 978 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 30753 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB02362 |
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HMDB ID | HMDB01392 |
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CRC / DFC (Dictionary of Food Compounds) ID | BQP21-U:BQP21-U |
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EAFUS ID | 164 |
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Dr. Duke ID | P-AMINOBENZOIC-ACID |
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BIGG ID | Not Available |
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KNApSAcK ID | C00001401 |
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HET ID | PAB |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | p-Aminobenzoic acid |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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allergenic | 50904 | A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. | DUKE | anti arthritic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti bacterial | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | anti rickettsial | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | anti thyroid | | | DUKE | anti tubercular | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | detoxicant | 50247 | Any protective agent counteracting or neutralizing the action of poisons. | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE | sunscreen | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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