2-Naphthol (BioCAD00000002701)

blood urine plant natural products microbial natural products

Metabolite Card

Formula: C10H8O (144.0575)
SMILES: OC1=CC2=CC=CC=C2C=C1

Synonyms [en]

2-naphthol; beta-naphthol; naphthalen-2-ol; 2-Naphthalenol; 2-hydroxynaphthalene; Developer A

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

2-Naphthol. 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: BioCAD00000002701). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

2-Naphthol is a colorless crystalline solid and an isomer of 1-naphthol, differing by the location of the hydroxyl group on naphthalene. The naphthols are naphthalene homologues of phenol, with the hydroxyl group being more reactive than in the phenols. 2-Naphthol has several different uses including dyes, pigments, fats, oils, insecticides, pharmaceuticals, perfumes, antiseptics, synthesis of fungicides, and antioxidants for rubber. Detection of 2-Naphthol in urine usually results from long-term persistent exposure to pesticides such as chlorpyrifos, but also due to exposure to naphthalene in older types of mothballs, fires that produce polyaromatic hydrocarbons (PAHs), and tobacco smoke.

Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1321-67-1
  • CAS Registry Number: 135-19-3
  • CAS Registry Number: 26716-78-9
  • PubChem: 8663
  • ChEBI: ChEBI:10432
  • HMDB: HMDB0012322
  • HMDB: HMDB12322
  • KEGG: C11713
  • BioCyc: CPD-8131
  • NCBI MeSH: 2-naphthol
  • Wikipedia: 2-Naphthol
  • RefMet: RM0136383
  • MoNA: HMDB0012322_c_ms_100018
  • MoNA: JP010348
  • MoNA: LU087701
  • MoNA: LU087702
  • MoNA: LU087703
  • MoNA: LU087704
  • MoNA: LU087705
  • MoNA: LU087706
  • MoNA: LU087751
  • MoNA: LU087752
  • MoNA: LU087753
  • MoNA: LU087754
  • MoNA: LU087755
  • MoNA: LU087756
  • Metlin: METLIN_65361
  • Coconut NaturalProduct: CNP0320773.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R07011 C14786<=>C11713
KEGG:R07012 C14787<=>C11713
KEGG:R07020 beta-naphthol,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
Rhea:RHEA:66573 2-naphthol + 3'-phosphoadenylyl sulfate => 2-naphthyl sulfate + adenosine 3',5'-bisphosphate + H+
Rhea:RHEA:66574 2-naphthyl sulfate + adenosine 3',5'-bisphosphate + H+ => 2-naphthol + 3'-phosphoadenylyl sulfate
Rhea:RHEA:66575 2-naphthol + 3'-phosphoadenylyl sulfate <=> 2-naphthyl sulfate + adenosine 3',5'-bisphosphate + H+
Rhea:RHEA:79268 2-naphthyl sulfate + phenol => phenyl sulfate + 2-naphthol
Rhea:RHEA:79269 phenyl sulfate + 2-naphthol => 2-naphthyl sulfate + phenol
Rhea:RHEA:79270 2-naphthyl sulfate + phenol <=> phenyl sulfate + 2-naphthol
BioCyc:RXN-12696 2.4.1.35 CPD-12575 + CPD-8131 --> CPD-13683 + UDP + PROTON
View More
Organism Source

Taxonomy Source

  1. Aconitum violaceum [ncbi taxid: 279771]
  2. Agelas linnaei [ncbi taxid: ]
  3. Alternaria japonica [ncbi taxid: 119919]
  4. Ascidia ahodori [ncbi taxid: 223366]
  5. Aspergillus falconensis [ncbi taxid: 1810910]
  6. Bleekeria vitiensis [ncbi taxid: ]
  7. Caulerpa serrulata [ncbi taxid: 177068]
  8. Ceramium rubrum [ncbi taxid: 35157]
  9. Codonopsis pilosula [ncbi taxid: 86864]
  10. Cyberlindnera jadinii [ncbi taxid: 4903]
  11. Delphinium shawurense [ncbi taxid: 3068906]
  12. Dysidea amblia [ncbi taxid: ]
  13. Euplotes raikovi [ncbi taxid: 5938]
  14. Fagraea gracilipes [ncbi taxid: 568251]
  15. Garcinia xipshuanbannaensis [ncbi taxid: 1679256]
  16. Gutierrezia lucida [ncbi taxid: ]
  17. Helichrysum graveolens [ncbi taxid: 630307]
  18. Homo sapiens [ncbi taxid: 9606]
  19. Iryanthera paraensis [ncbi taxid: ]
  20. Lathyrus nissolia [ncbi taxid: 29752]
  21. Leonurus persicus [ncbi taxid: ]
  22. Magnolia sieboldii [ncbi taxid: 85868]
  23. Mus musculus [ncbi taxid: 10090]
  24. Ormosia balansae [ncbi taxid: 499989]
  25. Peltogyne porphyrocardia [ncbi taxid: ]
  26. Pinus brutia var. eldarica [ncbi taxid: 1193841]
  27. Pseudeurotium zonatum [ncbi taxid: 95332]
  28. Ratibida mexicana [ncbi taxid: 52292]
  29. Ribes nigrum [ncbi taxid: 78511]
  30. Roboastra tigris [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:ARA_PWY-6930 phenolic malonylglucosides biosynthesis
BioCyc:META_PWY-723 alkylnitronates degradation
BioCyc:META_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:SWEETORANGE_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:ARA_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:BANANA_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:BOLERACEA_CAPITATA_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:BREADWHEAT_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:CASHEW_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:RUBBERTREE_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:CLEMENTINE_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:SWEETCHERRY_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:OMERIDIONALIS_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:FLAX_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:MDOMESTICA_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:OBRACHYANTHA_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:OGLABERRIMA_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:OPUNCTATA_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:ORYZA_PWY-6930 phenolic malonylglucosides biosynthesis
PlantCyc:CAMELINA_PWY-6930 phenolic malonylglucosides biosynthesis
View All Pathways