Compounds > geranylhydroquinone
Page last updated: 2024-11-10

geranylhydroquinone

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

Description

geranylhydroquinone: contact allergen from Phacelia crenulata [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

geranylhydroquinone : A polyprenylhydroquinone consisting of hydroquinone in which the hydrogen at position 2 is substituted by a (2E)-3,7-dimethylocta-2,6-dien-1-yl group. [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]

FloraRankFlora DefinitionFamilyFamily Definition
Phaceliagenus[no description available]BoraginaceaeThe Borage plant family is in the class Magnoliopsida, subclass Asteridae, order Lamiales. It is characterized by hairy foliage, usually alternate and simple; flowers are funnel-shaped or tubular. Some of the species contain PYRROLIZIDINE ALKALOIDS.[MeSH]
Phacelia crenulataspecies[no description available]BoraginaceaeThe Borage plant family is in the class Magnoliopsida, subclass Asteridae, order Lamiales. It is characterized by hairy foliage, usually alternate and simple; flowers are funnel-shaped or tubular. Some of the species contain PYRROLIZIDINE ALKALOIDS.[MeSH]

Cross-References

ID SourceID
PubMed CID5281857
CHEMBL ID459815
CHEBI ID24233
SCHEMBL ID557013
SCHEMBL ID557012
MeSH IDM0086541

Synonyms (26)

Synonym
geranyl-1,4-benzenediol
2-diprenyl-1,4-hydroquinone
geroquinolum
trans-(3,7-dimethyl-2,6-octadienyl)hydroquinone
2-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]benzene-1,4-diol
trans-1,4-dihydroxy-2-(3,7-dimethyl-2,6-octadienyl)benzene
geroquinol [inn:dcf]
gerochinolo [dcit]
2-geranylhydroquinone
geroquinolum [inn-latin]
10457-66-6
geranylhydroquinone
geroquinol
chebi:24233 ,
CHEMBL459815
2-[(2e)-3,7-dimethylocta-2,6-dienyl]benzene-1,4-diol
4155989dn5 ,
unii-4155989dn5
gerochinolo
geranylhydroquinone [mi]
geroquinol [inn]
SCHEMBL557013
SCHEMBL557012
DTXSID00893651
Q27109836
1,4-benzenediol, 2-[(2e)-3,7-dimethyl-2,6-octadien-1-yl]-
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
polyprenylhydroquinoneA hydroquinone compound having a polyprenyl substituent in an unspecified position.
terpenoidAny isoprenoid that is a natural product or related compound formally derived from isoprene units. Terpenoids may contain oxygen in various functional groups. This class is subdivided according to the number of carbon atoms in the parent terpene. The skeleton of terpenoids may differ from strict additivity of isoprene units by the loss or shift of a fragment, generally a methyl group.
[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]

Pathways (1)

PathwayProteinsCompounds
shikonin biosynthesis016
shikonin biosynthesis017

Bioassays (20)

Assay IDTitleYearJournalArticle
AID338270Antimicrobial activity against Candida albicans DSM 1665 after 18 hrs by twofold serial dilution method1994Journal of natural products, Dec, Volume: 57, Issue:12
Biological effects of prenylated hydroquinones: structure-activity relationship studies in antimicrobial, brine shrimp, and fish lethality assays.
AID338995Antimicrobial activity against methicillin-sensitive Staphylococcus aureus
AID338996Antimicrobial activity against methicillin-resistant Staphylococcus aureus
AID338997Cytotoxicity against human KB cells
AID339005Antimicrobial activity against Serratia marcescens
AID338271Antimicrobial activity against Escherichia coli DSM 1103 after 18 hrs by twofold serial dilution method1994Journal of natural products, Dec, Volume: 57, Issue:12
Biological effects of prenylated hydroquinones: structure-activity relationship studies in antimicrobial, brine shrimp, and fish lethality assays.
AID339001Antimicrobial activity against Escherichia coli
AID339002Antimicrobial activity against Klebsiella pneumoniae
AID338998Cytotoxicity against mouse P388 cells
AID338999Antimicrobial activity against Streptococcus faecalis
AID339003Antimicrobial activity against Proteus mirabilis
AID338268Antimicrobial activity against Bacillus subtilis DSM 347 after 18 hrs by twofold serial dilution method1994Journal of natural products, Dec, Volume: 57, Issue:12
Biological effects of prenylated hydroquinones: structure-activity relationship studies in antimicrobial, brine shrimp, and fish lethality assays.
AID336950Antioxidant activity in rat liver microsomes assessed as inhibition of lipid peroxide formation after 30 mins
AID339004Antimicrobial activity against Morganella morganii
AID338272Antimicrobial activity against Pseudomonas aeruginosa DSM 1117 after 18 hrs by twofold serial dilution method1994Journal of natural products, Dec, Volume: 57, Issue:12
Biological effects of prenylated hydroquinones: structure-activity relationship studies in antimicrobial, brine shrimp, and fish lethality assays.
AID338274Toxicity against Gambusia affinis1994Journal of natural products, Dec, Volume: 57, Issue:12
Biological effects of prenylated hydroquinones: structure-activity relationship studies in antimicrobial, brine shrimp, and fish lethality assays.
AID339000Antimicrobial activity against Pseudomonas aeruginosa
AID338273Toxicity against Artemia salina after 24 hrs1994Journal of natural products, Dec, Volume: 57, Issue:12
Biological effects of prenylated hydroquinones: structure-activity relationship studies in antimicrobial, brine shrimp, and fish lethality assays.
AID336951Inhibition of soybean arachidonate 15-lipoxygenase by oxygen electrode method
AID338269Antimicrobial activity against Micrococcus luteus DSM 348 after 18 hrs by twofold serial dilution method1994Journal of natural products, Dec, Volume: 57, Issue:12
Biological effects of prenylated hydroquinones: structure-activity relationship studies in antimicrobial, brine shrimp, and fish lethality assays.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (9.09)18.7374
1990's1 (9.09)18.2507
2000's1 (9.09)29.6817
2010's5 (45.45)24.3611
2020's3 (27.27)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 17.10

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 Index17.10 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.56 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.10)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
hydroquinone
[no description available]		1.9810benzenediol;
hydroquinones		antioxidant;
carcinogenic agent;
cofactor;
Escherichia coli metabolite;
human xenobiotic metabolite;
mouse metabolite;
skin lightening agent
miconazole
Miconazole: An imidazole antifungal agent that is used topically and by intravenous infusion.. 1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole : A member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 2,4-dichlorobenzyl group.. miconazole : A racemate composed of equimolar amounts of (R)- and (S)-miconazole. Used (as its nitrate salt) to treat skin infections such as athlete's foot, jock itch, ringworm and other fungal skin infections. It inhibits the synthesis of ergosterol, a critical component of fungal cell membranes.		1.9810dichlorobenzene;
ether;
imidazoles
quinone
benzoquinone : The simplest members of the class of benzoquinones, consisting of cyclohexadiene which is substituted by two oxo groups.. 1,4-benzoquinone : The simplest member of the class of 1,4-benzoquinones, obtained by the formal oxidation of hydroquinone to the corresponding diketone. It is a metabolite of benzene.. quinone : Compounds having a fully conjugated cyclic dione structure, such as that of benzoquinones, derived from aromatic compounds by conversion of an even number of -CH= groups into -C(=O)- groups with any necessary rearrangement of double bonds (polycyclic and heterocyclic analogues are included).		7.44201,4-benzoquinonescofactor;
human xenobiotic metabolite;
mouse metabolite
rotenone
Derris: A plant genus of the family FABACEAE. The root is a source of rotenoids (ROTENONE) and flavonoids. Some species of Pongamia have been reclassified to this genus and some to MILLETTIA. Some species of Deguelia have been reclassified to this genus.. rotenoid : Members of the class of tetrahydrochromenochromene that consists of a cis-fused tetrahydrochromeno[3,4-b]chromene skeleton and its substituted derivatives. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds.		1.9810organic heteropentacyclic compound;
rotenones		antineoplastic agent;
metabolite;
mitochondrial NADH:ubiquinone reductase inhibitor;
phytogenic insecticide;
piscicide;
toxin
2-methyl-1,4-hydroquinone
2-methyl-1,4-hydroquinone: structure given in first source. toluquinol : A member of the class of hydroquinones that is hydroquinone in which one of the benzene hydrogens has been replaced by a methyl group.		1.9810hydroquinonesangiogenesis inhibitor;
anti-inflammatory agent;
Penicillium metabolite
2-methyl-1,4-benzoquinone
cresoquinone: no further information available 6/2003		1.9810
avarol
avarol: RN given refers to parent cpd; extract from Dysidea avara(sea sponge)		1.9810
acetylshikonin
acetylshikonin: from roots of Boraginacea; RN given refers to cpd without isomeric designation		210
shikonin
shikonin: a naphthazarin; has antineoplastic and angiogenesis inhibiting activities		2.9330hydroxy-1,4-naphthoquinone
sesquiterpenes
[no description available]		2.4820
nadp
[no description available]		210
naphthoquinones
Naphthoquinones: Naphthalene rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.		2.9330
gentamicin sulfate
[no description available]		1.9810
ConditionIndicatedRelationship StrengthStudiesTrials
Eczema, Atopic
[description not available]		01.9510
Contact Dermatitis
[description not available]		01.9510
Dermatitis, Atopic
A chronic inflammatory genetically determined disease of the skin marked by increased ability to form reagin (IgE), with increased susceptibility to allergic rhinitis and asthma, and hereditary disposition to a lowered threshold for pruritus. It is manifested by lichenification, excoriation, and crusting, mainly on the flexural surfaces of the elbow and knee. In infants it is known as infantile eczema.		01.9510
Dermatitis, Contact
A type of acute or chronic skin reaction in which sensitivity is manifested by reactivity to materials or substances coming in contact with the skin. It may involve allergic or non-allergic mechanisms.		01.9510