Benzyl-benzoate
Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties. Salicylic acid (SA) is a pivotal phytohormone for plant responses to biotic and abiotic stresses. Plants have evolved two pathways to produce SA: the isochorismate synthase and phenylalanine ammonia lyase (PAL) pathways. In the PAL pathway, benzyl salicylate is hydrolysed to salicylic acid by the cytoplasmic carboxylesterase OSD4. This enayme is present in most plants except Arabidopsis. Zhu et al
General
Type : Aryl ester, Benzoate
Chemical_Nomenclature : benzyl benzoate
Canonical SMILES : C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2
InChI : InChI=1S\/C14H12O2\/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12\/h1-10H,11H2
InChIKey : SESFRYSPDFLNCH-UHFFFAOYSA-N
Other name(s) : Ascabiol || Benzoic acid, phenylmethyl ester || Benylate\; Benzoic acid, benzyl ester || Novoscabin || Scabiozon || CHEBI:41237 || CHEMBL1239 || SCHEMBL3038 || SCHEMBL25743 || SCHEMBL1728343 || SCHEMBL2443804 || SCHEMBL5543770 || SCHEMBL29054814 || DB00676
MW : 212.24
Formula : C14H12O2
CAS_number : 120-51-4
PubChem : 2345
UniChem : SESFRYSPDFLNCH-UHFFFAOYSA-N
Target
Structures : No structure
Families : Plant_carboxylesterase
References (18)
| Title : Complete biosynthesis of salicylic acid from phenylalanine in plants - Zhu_2025_Nature__ |
| Author(s) : Zhu B , Zhang Y , Gao R , Wu Z , Zhang W , Zhang C , Zhang P , Ye C , Yao L , Jin Y , Mao H , Tou P , Huang P , Zhao J , Zhao Q , Liu CJ , Zhang K |
| Ref : Nature , : , 2025 |
| Abstract : |
| PubMedSearch : Zhu_2025_Nature__ |
| PubMedID: 40702181 |
| Gene_locus related to this paper: orysa-q6j657 |
| Title : Deciphering phenylalanine-derived salicylic acid biosynthesis in plants - Wang_2025_Nature__ |
| Author(s) : Wang Y , Song S , Zhang W , Deng Q , Feng Y , Tao M , Kang M , Zhang Q , Yang L , Wang X , Zhu C , Zhu W , Zhu Y , Cao P , Chen J , Pan J , Feng S , Chen X , Dai H , Yang J , Zhao T , Cao F , Tao Z , Shen X , Last RL , Hu J , Yu J , Fan P , Pan R |
| Ref : Nature , : , 2025 |
| Abstract : |
| PubMedSearch : Wang_2025_Nature__ |
| PubMedID: 40702180 |
| Gene_locus related to this paper: orysa-q6j657 |
| Title : Complete biosynthesis of salicylic acid from phenylalanine in plants - Zhu_2025_Nature__ |
| Author(s) : Zhu B , Zhang Y , Gao R , Wu Z , Zhang W , Zhang C , Zhang P , Ye C , Yao L , Jin Y , Mao H , Tou P , Huang P , Zhao J , Zhao Q , Liu CJ , Zhang K |
| Ref : Nature , : , 2025 |
| Abstract : |
| PubMedSearch : Zhu_2025_Nature__ |
| PubMedID: 40702181 |
| Gene_locus related to this paper: orysa-q6j657 |
| Title : Deciphering phenylalanine-derived salicylic acid biosynthesis in plants - Wang_2025_Nature__ |
| Author(s) : Wang Y , Song S , Zhang W , Deng Q , Feng Y , Tao M , Kang M , Zhang Q , Yang L , Wang X , Zhu C , Zhu W , Zhu Y , Cao P , Chen J , Pan J , Feng S , Chen X , Dai H , Yang J , Zhao T , Cao F , Tao Z , Shen X , Last RL , Hu J , Yu J , Fan P , Pan R |
| Ref : Nature , : , 2025 |
| Abstract : |
| PubMedSearch : Wang_2025_Nature__ |
| PubMedID: 40702180 |
| Gene_locus related to this paper: orysa-q6j657 |
| Title : Complete biosynthesis of salicylic acid from phenylalanine in plants - Zhu_2025_Nature__ |
| Author(s) : Zhu B , Zhang Y , Gao R , Wu Z , Zhang W , Zhang C , Zhang P , Ye C , Yao L , Jin Y , Mao H , Tou P , Huang P , Zhao J , Zhao Q , Liu CJ , Zhang K |
| Ref : Nature , : , 2025 |
| Abstract : |
| PubMedSearch : Zhu_2025_Nature__ |
| PubMedID: 40702181 |
| Gene_locus related to this paper: orysa-q6j657 |
| Title : Deciphering phenylalanine-derived salicylic acid biosynthesis in plants - Wang_2025_Nature__ |
| Author(s) : Wang Y , Song S , Zhang W , Deng Q , Feng Y , Tao M , Kang M , Zhang Q , Yang L , Wang X , Zhu C , Zhu W , Zhu Y , Cao P , Chen J , Pan J , Feng S , Chen X , Dai H , Yang J , Zhao T , Cao F , Tao Z , Shen X , Last RL , Hu J , Yu J , Fan P , Pan R |
| Ref : Nature , : , 2025 |
| Abstract : |
| PubMedSearch : Wang_2025_Nature__ |
| PubMedID: 40702180 |
| Gene_locus related to this paper: orysa-q6j657 |
| Title : Benzoate Derivatives Toxicity to Musca domestica Results in Severe Muscle Relaxation and Body Distortion - Kamel_2024_Neotrop.Entomol__ |
| Author(s) : Kamel AA , Aboelhadid SM , Abdel-Baki AS , Ibrahium SM , Al-Quraishy S , Hassan AO , Abd El-Kareem SG , Gadelhaq SM |
| Ref : Neotrop Entomol , : , 2024 |
| Abstract : |
| PubMedSearch : Kamel_2024_Neotrop.Entomol__ |
| PubMedID: 38724884 |
| Title : Benzoate Derivatives Toxicity to Musca domestica Results in Severe Muscle Relaxation and Body Distortion - Kamel_2024_Neotrop.Entomol__ |
| Author(s) : Kamel AA , Aboelhadid SM , Abdel-Baki AS , Ibrahium SM , Al-Quraishy S , Hassan AO , Abd El-Kareem SG , Gadelhaq SM |
| Ref : Neotrop Entomol , : , 2024 |
| Abstract : |
| PubMedSearch : Kamel_2024_Neotrop.Entomol__ |
| PubMedID: 38724884 |
| Title : Benzoate Derivatives Toxicity to Musca domestica Results in Severe Muscle Relaxation and Body Distortion - Kamel_2024_Neotrop.Entomol__ |
| Author(s) : Kamel AA , Aboelhadid SM , Abdel-Baki AS , Ibrahium SM , Al-Quraishy S , Hassan AO , Abd El-Kareem SG , Gadelhaq SM |
| Ref : Neotrop Entomol , : , 2024 |
| Abstract : |
| PubMedSearch : Kamel_2024_Neotrop.Entomol__ |
| PubMedID: 38724884 |
| Title : Comprehensive Metabolite Profiling of Cinnamon (Cinnamomum zeylanicum) Leaf Oil Using LC-HR\/MS, GC\/MS, and GC-FID: Determination of Antiglaucoma, Antioxidant, Anticholinergic, and Antidiabetic Profiles - Mutlu_2023_Life.(Basel)_13_ |
| Author(s) : Mutlu M , Bingol Z , Uc EM , Koksal E , Goren AC , Alwasel SH , Gulcin I |
| Ref : Life (Basel) , 13 : , 2023 |
| Abstract : |
| PubMedSearch : Mutlu_2023_Life.(Basel)_13_ |
| PubMedID: 36676085 |
| Title : Toxicity and Repellency Efficacy of Benzyl Alcohol and Benzyl Benzoate as Eco-Friendly Choices to Control the Red Flour Beetle Tribolium castaneum (Herbst. 1797) - Aboelhadid_2023_Molecules_28_ |
| Author(s) : Aboelhadid SM , Ibrahium SM , Abdel-Tawab H , Hassan AO , Al-Quraishy S , Saleh FER , Abdel-Baki AS |
| Ref : Molecules , 28 : , 2023 |
| Abstract : |
| PubMedSearch : Aboelhadid_2023_Molecules_28_ |
| PubMedID: 38067462 |
| Title : Comprehensive Metabolite Profiling of Cinnamon (Cinnamomum zeylanicum) Leaf Oil Using LC-HR\/MS, GC\/MS, and GC-FID: Determination of Antiglaucoma, Antioxidant, Anticholinergic, and Antidiabetic Profiles - Mutlu_2023_Life.(Basel)_13_ |
| Author(s) : Mutlu M , Bingol Z , Uc EM , Koksal E , Goren AC , Alwasel SH , Gulcin I |
| Ref : Life (Basel) , 13 : , 2023 |
| Abstract : |
| PubMedSearch : Mutlu_2023_Life.(Basel)_13_ |
| PubMedID: 36676085 |
| Title : Toxicity and Repellency Efficacy of Benzyl Alcohol and Benzyl Benzoate as Eco-Friendly Choices to Control the Red Flour Beetle Tribolium castaneum (Herbst. 1797) - Aboelhadid_2023_Molecules_28_ |
| Author(s) : Aboelhadid SM , Ibrahium SM , Abdel-Tawab H , Hassan AO , Al-Quraishy S , Saleh FER , Abdel-Baki AS |
| Ref : Molecules , 28 : , 2023 |
| Abstract : |
| PubMedSearch : Aboelhadid_2023_Molecules_28_ |
| PubMedID: 38067462 |
| Title : Comprehensive Metabolite Profiling of Cinnamon (Cinnamomum zeylanicum) Leaf Oil Using LC-HR\/MS, GC\/MS, and GC-FID: Determination of Antiglaucoma, Antioxidant, Anticholinergic, and Antidiabetic Profiles - Mutlu_2023_Life.(Basel)_13_ |
| Author(s) : Mutlu M , Bingol Z , Uc EM , Koksal E , Goren AC , Alwasel SH , Gulcin I |
| Ref : Life (Basel) , 13 : , 2023 |
| Abstract : |
| PubMedSearch : Mutlu_2023_Life.(Basel)_13_ |
| PubMedID: 36676085 |
| Title : Toxicity and Repellency Efficacy of Benzyl Alcohol and Benzyl Benzoate as Eco-Friendly Choices to Control the Red Flour Beetle Tribolium castaneum (Herbst. 1797) - Aboelhadid_2023_Molecules_28_ |
| Author(s) : Aboelhadid SM , Ibrahium SM , Abdel-Tawab H , Hassan AO , Al-Quraishy S , Saleh FER , Abdel-Baki AS |
| Ref : Molecules , 28 : , 2023 |
| Abstract : |
| PubMedSearch : Aboelhadid_2023_Molecules_28_ |
| PubMedID: 38067462 |
| Title : Functional characterization of two acyltransferases from Populus trichocarpa capable of synthesizing benzyl benzoate and salicyl benzoate, potential intermediates in salicinoid phenolic glycoside biosynthesis - Chedgy_2015_Phytochemistry_113_149 |
| Author(s) : Chedgy RJ , Kollner TG , Constabel CP |
| Ref : Phytochemistry , 113 :149 , 2015 |
| Abstract : |
| PubMedSearch : Chedgy_2015_Phytochemistry_113_149 |
| PubMedID: 25561400 |
| Title : Functional characterization of two acyltransferases from Populus trichocarpa capable of synthesizing benzyl benzoate and salicyl benzoate, potential intermediates in salicinoid phenolic glycoside biosynthesis - Chedgy_2015_Phytochemistry_113_149 |
| Author(s) : Chedgy RJ , Kollner TG , Constabel CP |
| Ref : Phytochemistry , 113 :149 , 2015 |
| Abstract : |
| PubMedSearch : Chedgy_2015_Phytochemistry_113_149 |
| PubMedID: 25561400 |
| Title : Functional characterization of two acyltransferases from Populus trichocarpa capable of synthesizing benzyl benzoate and salicyl benzoate, potential intermediates in salicinoid phenolic glycoside biosynthesis - Chedgy_2015_Phytochemistry_113_149 |
| Author(s) : Chedgy RJ , Kollner TG , Constabel CP |
| Ref : Phytochemistry , 113 :149 , 2015 |
| Abstract : |
| PubMedSearch : Chedgy_2015_Phytochemistry_113_149 |
| PubMedID: 25561400 |