4-Aminobenzoic acid
An aromatic amino acid derivative that serves as a precursor in bacterial folate biosynthesis. It is incorporated into dihydropteroate by dihydropteroate synthase (DHPS) and is therefore essential for folate synthesis in many microorganisms. PABA was formerly used in sunscreen formulations as a UVB absorber and has also been used as an intermediate in pharmaceutical and chemical synthesis
CAS Number: 150-13-0
Molecular Mass: 137.14 g/mol
Formula: C7H7NO2
Smiles: Nc1ccc(C(=O)O)cc1
Synonymes:
4-Aminobenzoic acid, 4-aminobenzoic acid, 150-13-0, p-aminobenzoic acid, PABA, Vitamin BX, para-aminobenzoic acid, p-Carboxyaniline, Sunbrella, 4-Carboxyaniline, Paraminol, Pabacyd, Amben, Benzoic acid, 4-amino-, p-Carboxyphenylamine, Pabafilm, Pabamine, Paranate, Romavit, Vitamin H', Bacterial vitamin H1, 1-Amino-4-carboxybenzene, Anticanitic vitamin, Chromotrichia factor, RVPaba Lipstick, Trichochromogenic factor, Papacidum, Rvpaba, Anti-chromotrichia factor, Benzoic acid, p-amino-, Super Shade by Coppertone, Acidum paraminobenzoicum, ABEE, gamma-Aminobenzoic acid, Antichromotrichia factor, TL2TJE8QTX, DTXSID6024466, CHEBI:30753, Aminobenzoic acid (USP), Aminobenzoic acid [USP], DTXCID404466, Paraminan, 4-aminobenzoic acid, potassium salt, p Aminobenzoic Acid, para Aminobenzoic Acid, Aminobenzoate, Potassium, RefChem:97835, 4-Aminobenzoate, Potassium, para-Aminobenzoate, Magnesium, 4 Aminobenzoic Acid, Potassium Salt, 205-753-0, 4 Aminobenzoic Acid, AMINOBENZOIC ACID, Hachemina, MFCD00007894, Pabagel, Pabanol, 4-AMINO-BENZOIC ACID, benzoic acid, 4-amino, Caswell No. 033B, Kyselina p-aminobenzoova, Vitamin H1, PAB, 4-Carboxyphenylamine, Acido p-aminobenzoico, Actipol, Acido p-aminobenzoico [Italian], Kyselina p-aminobenzoova [Czech], Aniline-4-carboxylic acid, Anticantic vitamin, NSC 7627, p-Aminobenzoesaeure, 4-Aminobenzoesaeure, EPA Pesticide Chemical Code 233300, BRN 0471605, p-amino-Benzoic acid, AI3-02436, .gamma.-Aminobenzoic acid, CHEMBL542, AMINOBENZOIC ACID, PARA, NSC-7627, NCGC00091051-01, 4-azaniumylbenzoate, 4-aminobenzenecarboxylic acid, CAS-150-13-0, SMR000471833, 4-aminobenzoic-acid, p-amino benzoic acid, CCRIS 6209, HSDB 6840, UNII-TL2TJE8QTX, EINECS 205-753-0, Tetracaine EP Impurity A, Aminobenzoate, 4-ammoniobenzoate, p-carboxy aniline, amino benzoic acid, p-aminobezoic acid, gamma-Aminobenzoate, 4-aminobezoic acid, Trochromogenic factor, 4 - carboxy-aniline, Aniline-4-carboxylate, 4-Amino benzoic acid, 4-(amino)benzoic acid, Spectrum_000036, RVPaba lipstick (TN), P-AMINO-BENZOATE, Aminobenzoic Acid, USP, potassium-p-aminobenzoate, 4-Aminobenzoic acid CRS, Spectrum2_000123, Spectrum3_000294, Spectrum4_000142, Spectrum5_000778, bmse000066, bmse000887, bmse000916, Epitope ID:115017, H-(4)Abz-OH, EC 205-753-0, Thermal analysis purity set, SCHEMBL8249, 4-Aminobenzoic acid, 99%, p-Aminobenzenecarboxylic acid, Oprea1_221096, BSPBio_001828, KBioGR_000584, KBioSS_000396, MLS001066325, MLS001335919, MLS001335920, BIDD:ER0375, DivK1c_000783, SCHEMBL313191, 4-aminobenzoic acid zwitterion, SPBio_000166, orb1309023, orb3139212, p-Aminobenzoic acid, Free Acid, SCHEMBL2165513, SCHEMBL6631569, SCHEMBL6633059, 4-Aminobenzoic acid (Standard), component of Presun (Salt/Mix), SCHEMBL13232108, HY-B1008R, KBio1_000783, KBio2_000396, KBio2_002964, KBio2_005532, KBio3_001328, MeSH ID: D010129, MeSH ID: D062366, MSK3401, NSC7627, P-AMINOBENZOIC ACID [MI], AMINOBENZOIC ACID [MART.], CHEBI:194474, NINDS_000783, HMS2269E10, HMS3870E13, HMS5083J03, AMINOBENZOIC ACID [USP-RS], AMINOBENZOIC ACID [WHO-DD], 4-AMINOBENZOIC ACID [HSDB], HY-B1008, Tox21_111069, Tox21_201702, Tox21_300087, BDBM50145829, EBC-26078, s4510, SBB058665, STK397441, PARA-AMINOBENZOIC ACID [IARC], AKOS000118983, MSK3401-1000A, PARA-AMINOBENZOIC ACID [VANDF], Tox21_111069_1, AC-8107, CCG-266139, CS-4505, DB02362, FA17692, IDI1_000783, 4-Aminobenzoic acid, analytical standard, AMINOBENZOIC ACID [USP MONOGRAPH], NCGC00091051-02, NCGC00091051-03, NCGC00091051-04, NCGC00253923-01, NCGC00259251-01, AS-12493, BP-31227, NCI60_041683, SY003749, SBI-0051277.P003, 4-AMINOBENZOIC ACID [EP MONOGRAPH], DB-028695, 4-Aminobenzoic acid, ReagentPlus(R), 99%, A0269, NS00003125, ST50632536, 4-Aminobenzoic acid, >=98.0% (HPLC/NT), EN300-17988, 4-Aminobenzoic acid, ReagentPlus(R), >=99%, C00568, D02456, F046699, Q284959, 4-Aminobenzoic acid, Vetec(TM) reagent grade, 98%, 4-Aminobenzoic acid, purified by sublimation, >=99%, BRD-K58497451-237-10-7, Z57127446, 4-Aminobenzoic acid Solution in Acetonitrile, 1000ug/mL, 4-Aminobenzoic acid, 98.5-100.2%, SAJ first grade, 4-Aminobenzoic acid, SAJ special grade, 99.5-100.2%, F2191-0259, TETRACAINE HYDROCHLORIDE IMPURITY A [EP IMPURITY], 4A5E7DD8-8A22-4642-86BF-05B778C0C78E, PROCAINE BENZYLPENICILLIN IMPURITY A [EP IMPURITY], 4-Aminobenzoic acid, European Pharmacopoeia (EP) Reference Standard, Benzylpenicillin (procaine) monohydrate Impurity A [EP Impurity], 4-Aminobenzoic acid, PABA,Vitamin Bx,Vitamin H1, Benzoic acid, 4-amino-, , Aminobenzoic acid, United States Pharmacopeia (USP) Reference Standard, Aminobenzoic Acid, Pharmaceutical Secondary Standard, Certified Reference Material, InChI=1/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10, 25136-77-0, Oxybuprocaine Hydrochloride EP Impurity A, Benzocaine EP Impurity G, Tetracaine Hydrochloride EP Impurity A
Bioactivity: Bacterial folate biosynthesis precursor; substrate of dihydropteroate synthase (DHPS)
Solubility in Different Solvents
| Solvent | Temperature [K] | Crystal form | Solubility [mg/mL] | Reference |
|---|---|---|---|---|
| 1,4-Dioxane | 298.25 | - | 117.0 | [24] |
| 1,4-Dioxane | 301.25 | - | 126.0 | [24] |
| 1,4-Dioxane | 304.65 | - | 140.0 | [24] |
| 1,4-Dioxane | 311.55 | - | 164.0 | [24] |
| 1,4-Dioxane | 317.75 | - | 189.6 | [24] |
| 1,4-Dioxane | 320.65 | - | 204.8 | [24] |
| 1,4-Dioxane | 324.85 | - | 225.9 | [24] |
| 1,4-Dioxane | 326.35 | - | 233.7 | [24] |
Molecule 3D descriptors
| Descriptor | Value |
|---|---|
| PMI1 | 130.9421 |
| PMI2 | 641.4426 |
| PMI3 | 771.8618 |
| NPR1 | 0.1696 |
| NPR2 | 0.8310 |
| RadiusOfGyration | 2.3728 |
| InertialShapeFactor | 0.0063 |
| Eccentricity | 0.9855 |
| Asphericity | 0.5773 |
| SpherocityIndex | 0.0031 |
| PBF | 0.0627 |