Benzyl benzoate (BioCAD00000007202)

blood urine plant natural products microbial natural products

Metabolite Card

Formula: C14H12O2 (212.0837)
SMILES: O=C(OCC1=CC=CC=C1)C1=CC=CC=C1

Synonyms [en]

benzyl benzoate; Phenylmethyl benzoate; BENZOIC ACID PHENYLMETHYLESTER; Benzoic acid benzyl ester; Benylate; Antiscabiosum

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Benzyl benzoate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000007202). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Benzyl benzoate, also known as benylate or benylic acid, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Benzyl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzyl benzoate is a faint, sweet, and almond tasting compound. Outside of the human body, benzyl benzoate is found, on average, in the highest concentration within Ceylon cinnamon. Benzyl benzoate has also been detected, but not quantified in, several different foods, such as fennels, garden tomato, annual wild rice, amaranths, and horseradish tree. This could make benzyl benzoate a potential biomarker for the consumption of these foods. 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 characterized by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and is therefore useful in the treatment of scabies. It is also used to treat lice infestations of the head and body.

Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 120-51-4
  • CAS Registry Number: 15516-72-0
  • CAS Registry Number: 21650-49-7
  • CAS Registry Number: 2396-60-3
  • CAS Registry Number: 347840-01-1
  • PubChem: 2345
  • ChEBI: ChEBI:41237
  • HMDB: HMDB0014814
  • KEGG: C12537
  • BioCyc: CPD-6443
  • NCBI MeSH: benzyl benzoate
  • Wikipedia: Benzyl_benzoate
  • DrugBank: DB00676
  • RefMet: RM0058975
  • MoNA: FiehnLibVolatile0178
  • MoNA: HMDB0014814_c_ms_100166
  • MoNA: HMDB0014814_c_ms_100167
  • MoNA: HMDB0014814_c_ms_100168
  • MoNA: HMDB0014814_c_ms_100169
  • MoNA: HMDB0014814_c_ms_100170
  • MoNA: HMDB0014814_c_ms_100171
  • MoNA: HMDB0014814_c_ms_100172
  • MoNA: HMDB0014814_c_ms_100173
  • MoNA: HMDB0014814_c_ms_100174
  • MoNA: HMDB0014814_c_ms_100175
  • MoNA: HMDB0014814_c_ms_100176
  • MoNA: JP001512
  • MoNA: JP003142
  • MoNA: JP005411
  • MoNA: JP005651
  • MoNA: JP005903
  • MoNA: JP005966
  • MoNA: JP006275
  • MoNA: JP007586
  • MoNA: JP008495
  • MoNA: JP009732
  • MoNA: JP011119
  • MoNA: VF-NPL-LTQ000654
  • MoNA: VF-NPL-QEHF000991
  • MoNA: VF-NPL-QEHF000992
  • MoNA: VF-NPL-QEHF000993
  • MoNA: VF-NPL-QEHF000994
  • MoNA: VF-NPL-QEHF000995
  • MoNA: VF-NPL-QEHF000996
  • Metlin: METLIN_1295
  • Coconut NaturalProduct: CNP0203743.0
  • Coconut NaturalProduct: CNP0454778.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R09528 2.3.1.196 benzoyl-CoA:benzyl alcohol O-benzoyltransferase
Rhea:RHEA:30412 2.3.1.196 benzyl alcohol + benzoyl-CoA => benzyl benzoate + CoA
Rhea:RHEA:30413 2.3.1.196 benzyl benzoate + CoA => benzyl alcohol + benzoyl-CoA
Rhea:RHEA:30414 2.3.1.196 benzyl alcohol + benzoyl-CoA <=> benzyl benzoate + CoA
BioCyc:RXN-11272 CPD-6443 + WATER<=>PROTON + BENZOATE + BENZYL-ALCOHOL
BioCyc:RXN-12255 CPD-6443 --> CPD-13175
BioCyc:RXN-6724 2.3.1.196 BENZOYLCOA + BENZYL-ALCOHOL --> CPD-6443 + CO-A
View More
Organism Source

Taxonomy Source

  1. Acacia aulacocarpa [ncbi taxid: 138511]
  2. Aconitum fischeri [ncbi taxid: 1111064]
  3. Aconitum sajanense [ncbi taxid: 1960961]
  4. Andinobates bombetes [ncbi taxid: 507665]
  5. Anemone flaccida [ncbi taxid: ]
  6. Aniba sp. [ncbi taxid: ]
  7. Anthocleista grandiflora [ncbi taxid: 28539]
  8. Apocynum androsaemifolium [ncbi taxid: 61254]
  9. Ardisia neriifolia [ncbi taxid: 2184479]
  10. Artemisia jacutica [ncbi taxid: 401905]
  11. Aspidosperma subincanum [ncbi taxid: 2743209]
  12. Astragalus eupeplus [ncbi taxid: ]
  13. Astragalus microcephalus [ncbi taxid: 1960787]
  14. Australostichopus mollis [ncbi taxid: 576896]
  15. Austromatthaea elegans [ncbi taxid: 765207]
  16. Avrainvillea rawsonii [ncbi taxid: 336842]
  17. Baeckea frutescens L. [ncbi taxid: ]
  18. Bersama abyssinica [ncbi taxid: 113247]
  19. Cassia jahnii [ncbi taxid: ]
  20. Chamaemelum nobile [ncbi taxid: 99037]
  21. Chrysanthemum x morifolium [ncbi taxid: 41568]
  22. Cinamomum cassia [ncbi taxid: ]
  23. Cinnamomum aromaticum [ncbi taxid: 119260]
  24. Cinnamomum verum [ncbi taxid: 128608]
  25. Cistus creticus [ncbi taxid: 191224]
  26. Citrullus lanatus [ncbi taxid: 3654]
  27. Cryptocarya aschersoniana [ncbi taxid: 1345236]
  28. Cyclamen africanum [ncbi taxid: 87515]
  29. Cynomorium songaricum [ncbi taxid: 627609]
  30. Cyphelium chrysocephalum [ncbi taxid: ]
  31. Daedaleopsis confragosa [ncbi taxid: ]
  32. Damnacanthus major [ncbi taxid: 1277858]
  33. Dianthus caryophyllus L. [ncbi taxid: ]
  34. Dianthus superbus [ncbi taxid: 288950]
  35. Epicoccum nigrum [ncbi taxid: 105696]
  36. Espeletia grandiflora [ncbi taxid: 1933532]
  37. Eupatorium argentinum [ncbi taxid: ]
  38. Flos lonicerae [ncbi taxid: ]
  39. Flos mume [ncbi taxid: ]
  40. Galeocerdo arcticus [ncbi taxid: ]
  41. Gallus domesticus [ncbi taxid: ]
  42. Gallus gallus [ncbi taxid: 9031]
  43. Guatteria boliviana [ncbi taxid: 343271]
  44. Hansenia weberbaueriana [ncbi taxid: 54724]
  45. Helleborus caucasicus [ncbi taxid: ]
  46. Hesperis matronalis [ncbi taxid: 264418]
  47. Hyacinthus orientalis [ncbi taxid: 82025]
  48. Hypericum perforatum [ncbi taxid: 65561]
  49. Hypoestes serpens [ncbi taxid: ]
  50. Jasminum spp. [ncbi taxid: ]
  51. Juniperus brevifolia [ncbi taxid: 746017]
  52. Lactifluus subvellereus [ncbi taxid: 1837270]
  53. Lagascea mollis [ncbi taxid: 1475413]
  54. Leonurus heterophyllus [ncbi taxid: ]
  55. Lespedeza homoloba [ncbi taxid: 701537]
  56. Libocedrus bidwillii [ncbi taxid: 103974]
  57. Liquidambar orientalis [ncbi taxid: 63360]
  58. Lithocolletis coryli [ncbi taxid: ]
  59. Lolium perenne [ncbi taxid: 4522]
  60. Lonicera japonica [ncbi taxid: 105884]
  61. Mandragora autumnalis [ncbi taxid: 389206]
  62. Monanthotaxis trichocarpa [ncbi taxid: 1202425]
  63. Murraya exotica [ncbi taxid: 2901850]
  64. Murraya paniculata [ncbi taxid: 43711]
  65. Myroxylon pereirae [ncbi taxid: ]
  66. Neolentinus lepideus [ncbi taxid: 38799]
  67. Nicotiana alata [ncbi taxid: 4087]
  68. Nicotiana bonariensis [ncbi taxid: 118694]
  69. Nicotiana cavicola [ncbi taxid: 118690]
  70. Nicotiana langsdorffii [ncbi taxid: 118700]
  71. Notopterygium incisum [ncbi taxid: ]
  72. Orgyia australis postica [ncbi taxid: ]
  73. Parmelia latissima [ncbi taxid: ]
  74. Pellicularia sasakii [ncbi taxid: ]
  75. Peritassa compta [ncbi taxid: ]
  76. Petiveria alliacea [ncbi taxid: 46142]
  77. Phlegmariurus yunnanensis [ncbi taxid: 385391]
  78. Phyllospongia papyracea [ncbi taxid: 279625]
  79. Piper attenuatum [ncbi taxid: 538233]
  80. Pisolithus arhizus [ncbi taxid: 80664]
  81. Plutella xylostella [ncbi taxid: 51655]
  82. Polyalthia [ncbi taxid: 105756]
  83. Primula farinosa [ncbi taxid: 133892]
  84. Psiadia dentata [ncbi taxid: 1225829]
  85. Puccinia lagenophorae [ncbi taxid: 198358]
  86. Pulmonaria mollis [ncbi taxid: 256500]
  87. Rheedia acuminata [ncbi taxid: ]
  88. Rhodiola rosea L. [ncbi taxid: ]
  89. Rosa multiflora [ncbi taxid: 74647]
  90. Rosa rugosa [ncbi taxid: 74645]
  91. Rubus sanctus [ncbi taxid: 75089]
  92. Schkuhria multiflora [ncbi taxid: ]
  93. Senecio morrisonensis [ncbi taxid: 2803535]
  94. Siphonaria australis [ncbi taxid: 873101]
  95. Solidago decurrens [ncbi taxid: 414033]
  96. Stauntonia hexaphylla [ncbi taxid: 41788]
  97. Strychnos triplinervia [ncbi taxid: ]
  98. Styrax benzoin [ncbi taxid: 153524]
  99. Styrax tonkinensis [ncbi taxid: 153559]
  100. Sus scrofa [ncbi taxid: 9823]
  101. Swertia cincta [ncbi taxid: 149059]
  102. Symphyocladia latiuscula [ncbi taxid: 396806]
  103. Syzygium aromaticum [ncbi taxid: 219868]
  104. Talaromyces islandicus [ncbi taxid: 28573]
  105. Tephrosia toxicaria [ncbi taxid: ]
  106. Tetracera alnifolia [ncbi taxid: ]
  107. Tilletia laevis [ncbi taxid: 157183]
  108. Trichodesma zeylanicum [ncbi taxid: 764744]
  109. Uvaria acuminata [ncbi taxid: 672960]
  110. Uvaria scheffleri [ncbi taxid: 2588162]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6801 volatile esters biosynthesis (during fruit ripening)
BioCyc:ARA_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
BioCyc:ARA_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
BioCyc:META_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
BioCyc:META_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
BioCyc:META_PWY-6763 salicortin biosynthesis
PlantCyc:ZMARINA_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:CASSAVA_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:CRUBELLA_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:DROTUNDATA_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:EUROPEANPEAR_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:POPLAR_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:POTATO_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:WHEATA_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:ZMARINA_PWY-4203 volatile benzenoid biosynthesis I (ester formation)
PlantCyc:BRACHYPODIUM_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:CHINESECABBAGE_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:VALLEYOAK_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:OILPALM_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
PlantCyc:LJAPONICUS_PWY-6443 benzoate biosynthesis I (CoA-dependent, β-oxidative)
View All Pathways