Page last updated: 2024-12-06

1,8-dihydroxynaphthalene

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1,8-Dihydroxynaphthalene, also known as 1,8-naphthalenediol, is a polycyclic aromatic hydrocarbon with two hydroxyl groups attached to the naphthalene ring system. It is a white to yellowish solid that is soluble in organic solvents. 1,8-Dihydroxynaphthalene is an important precursor for the synthesis of various organic compounds. It is also a key intermediate in the production of dyes, pigments, and pharmaceuticals. Its effects on biological systems are still being investigated, but it has been shown to have antioxidant properties and the potential to inhibit the growth of cancer cells. Furthermore, 1,8-dihydroxynaphthalene is a valuable research tool for studying the properties of polycyclic aromatic hydrocarbons, which are ubiquitous in the environment. Its unique structure and reactivity make it an ideal model for studying the interactions of these compounds with biological systems.'

1,8-dihydroxynaphthalene: isolated from mutant of Wangiella dermatitidis; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

naphthalene-1,8-diol : A member of the class of naphthalenediols that is naphthalene in which the hydrogens at positions 1 and 8 are replaced by hydroxy groups. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID68438
CHEMBL ID203537
CHEBI ID167604
SCHEMBL ID70219
MeSH IDM0123456

Synonyms (32)

Synonym
AC-950
EN300-41347
1,8-dhn
CHEBI:167604
1,8-dihydroxynaphthalene
naphthalene-1,8-diol
inchi=1/c10h8o2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6,11-12
1,8-naphthalenediol ,
569-42-6
CHEMBL203537
AKOS003601449
A8134
unii-jew2vb8r33
jew2vb8r33 ,
einecs 209-316-5
FT-0607047
FS-3227
AM20050054
8-hydroxy-1-naphthol
CS-B0783
SCHEMBL70219
mfcd00042701
SY027091
DTXSID80205435
1,8-dihydroxynaphthalene, 95%
1-hydroxy-8-naphthol
BCP10859
1,8-naphthalindiol
138999-35-6
AB90058
YSSJ3004
Z415933894
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
fungal metaboliteAny eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
naphthalenediolA class of naphthalenediols that consists solely of naphthelene with any two of its hydrogens replaced by hydroxy groups. A 'closed class'.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID261691Antiproliferative activity against human bladder carcinoma T24 cells2006Journal of medicinal chemistry, Mar-23, Volume: 49, Issue:6
Selective antiproliferative activity of hydroxynaphthyl-beta-D-xylosides.
AID1695183Inhibition of recombinant bovine liver ARGI at 500 uM using L-arginine as substrate incubated for 60 mins by spectroscopic analysis relative to control2020RSC medicinal chemistry, May-01, Volume: 11, Issue:5
Synthesis, evaluation and molecular modelling of piceatannol analogues as arginase inhibitors.
AID261690Antiproliferative activity against human fibroblast HFL1 cells2006Journal of medicinal chemistry, Mar-23, Volume: 49, Issue:6
Selective antiproliferative activity of hydroxynaphthyl-beta-D-xylosides.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (27)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (3.70)18.7374
1990's4 (14.81)18.2507
2000's5 (18.52)29.6817
2010's10 (37.04)24.3611
2020's7 (25.93)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 26.69

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index26.69 (24.57)
Research Supply Index3.33 (2.92)
Research Growth Index5.35 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (26.69)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (3.70%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other26 (96.30%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]