Compounds > diorcinol
Page last updated: 2024-11-13

diorcinol

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

Description

diorcinol : An aromatic ether that is diphenyl ether in which both phenyl groups are substituted at position 3 by a hydroxy group and at position 5 by a methyl 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]

Cross-References

ID SourceID
PubMed CID23396613
CHEMBL ID2332161
CHEBI ID64413

Synonyms (14)

Synonym
3,3'-dihydroxy-5,5'-dimethyldiphenyl ether
CHEBI:64413 ,
diorcinol
3,3'-oxybis(5-methylphenol)
CHEMBL2332161
3-(3-hydroxy-5-methyl-phenoxy)-5-methyl-phenol
Q27133269
5,5'-oxybis(3-methylphenol)
BS-1438
3-(3-hydroxy-5-methylphenoxy)-5-methylphenol
20282-75-1
DTXSID101318702
phenol, 3,3'-oxybis[5-methyl-
AKOS040735399
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
fungal metaboliteAny eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
marine metaboliteAny metabolite produced during a metabolic reaction in marine macro- and microorganisms.
[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 (2)

ClassDescription
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
[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 (19)

Assay IDTitleYearJournalArticle
AID1733336Antiproliferative activity against human A549 cells assessed as cell viability at 50 uM measured after 72 hrs by sulforhodamine B assay2021Bioorganic & medicinal chemistry letters, 05-01, Volume: 39Evaluation of the antiproliferative activity of 106 marine microbial metabolites against human lung cancer cells and potential antiproliferative mechanism of purpuride G.
AID1733309Antiproliferative activity against human NCI-H157 cells assessed as reduction in cell viability measured after 72 hrs by sulforhodamine B assay2021Bioorganic & medicinal chemistry letters, 05-01, Volume: 39Evaluation of the antiproliferative activity of 106 marine microbial metabolites against human lung cancer cells and potential antiproliferative mechanism of purpuride G.
AID735806Antibacterial activity against Pseudomonas putida ATCC 17848 assessed as growth inhibition2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.
AID735811Antibacterial activity against Staphylococcus epidermidis ATCC 12228 assessed as growth inhibition2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.
AID1635219Antibacterial activity against Bacillus subtilis 168 trpC2 by broth microdilution method2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Metabolites from the Fungal Endophyte Aspergillus austroafricanus in Axenic Culture and in Fungal-Bacterial Mixed Cultures.
AID735803Cytotoxicity against human HL60 cells assessed as inhibition of cell viability by MTT assay2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.
AID735810Antibacterial activity against Staphylococcus aureus ATCC 27154 assessed as growth inhibition2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.
AID754888Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/CB-induced superoxide generation at 10 ug/mL after 5 mins by spectrophotometric analysis relative to control2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
An epigenetic modifier enhances the production of anti-diabetic and anti-inflammatory sesquiterpenoids from Aspergillus sydowii.
AID1733337Antiproliferative activity against human NCI-H157 cells assessed as cell viability at 50 uM measured after 72 hrs by sulforhodamine B assay2021Bioorganic & medicinal chemistry letters, 05-01, Volume: 39Evaluation of the antiproliferative activity of 106 marine microbial metabolites against human lung cancer cells and potential antiproliferative mechanism of purpuride G.
AID1733310Antiproliferative activity against human A549 cells assessed as reduction in cell viability measured after 72 hrs by sulforhodamine B assay2021Bioorganic & medicinal chemistry letters, 05-01, Volume: 39Evaluation of the antiproliferative activity of 106 marine microbial metabolites against human lung cancer cells and potential antiproliferative mechanism of purpuride G.
AID754887Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/CB-induced elastase release after 5 mins by spectrophotometric analysis2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
An epigenetic modifier enhances the production of anti-diabetic and anti-inflammatory sesquiterpenoids from Aspergillus sydowii.
AID735807Antibacterial activity against Vibrio parahaemolyticus ATCC 17802 assessed as growth inhibition2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.
AID735808Antibacterial activity against Vibrio anguillarum ATCC 19019 assessed as growth inhibition2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.
AID1434783Antifouling activity against Bugula neritina larvae assessed as inhibition of larval settlement at 25 ug/ml after 1 hr by dissecting microscopy relative to control2017Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4
Anti-HSV-1, antioxidant and antifouling phenolic compounds from the deep-sea-derived fungus Aspergillus versicolor SCSIO 41502.
AID735804Cytotoxicity against human K562 cells assessed as inhibition of cell viability by MTT assay2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.
AID754886Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/CB-induced elastase release at 10 ug/mL after 5 mins by spectrophotometric analysis relative to control2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
An epigenetic modifier enhances the production of anti-diabetic and anti-inflammatory sesquiterpenoids from Aspergillus sydowii.
AID1434780Antioxidant activity assessed as DPPH radical scavenging activity at 100 ug/ml after 30 mins2017Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4
Anti-HSV-1, antioxidant and antifouling phenolic compounds from the deep-sea-derived fungus Aspergillus versicolor SCSIO 41502.
AID1635218Antibacterial activity against Mycobacterium tuberculosis H37Rv by broth microdilution method2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Metabolites from the Fungal Endophyte Aspergillus austroafricanus in Axenic Culture and in Fungal-Bacterial Mixed Cultures.
AID754889Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/CB-induced superoxide generation after 5 mins by spectrophotometric analysis2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
An epigenetic modifier enhances the production of anti-diabetic and anti-inflammatory sesquiterpenoids from Aspergillus sydowii.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's4 (80.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.43

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 Index20.43 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.59 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (20.43)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
ciprofloxacin
Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.		2.5120aminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion		antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic
chrysophanic acid
chrysophanic acid: RN given refers to parent cpd; structure in Merck, 9th ed, #2260. chrysophanol : A trihydroxyanthraquinone that is chrysazin with a methyl substituent at C-3. It has been isolated from Aloe vera and exhibits antiviral and anti-inflammatory activity.		2.3110dihydroxyanthraquinoneanti-inflammatory agent;
antiviral agent;
plant metabolite
orcinol
orcinol: used as reagent for pentoses, lignin, beet sugar, saccharoses, arabinose & diastase; RN given refers to parent cpd; structure. orcinol : A 5-alkylresorcinol in which the alkyl group is specified as methyl.		2.15105-alkylresorcinol;
dihydroxytoluene		Aspergillus metabolite
physcione
physcione: structure. physcion : A dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources.		2.3110dihydroxyanthraquinoneanti-inflammatory agent;
antibacterial agent;
antifungal agent;
antineoplastic agent;
apoptosis inducer;
hepatoprotective agent;
metabolite
orsellinic acid
orsellinic acid: from the Sonoran desert endophytic fungus Chaetomium globosum; structure in first source. o-orsellinic acid : A dihydroxybenzoic acid that is 2,4-dihydroxybenzoic acid in which the hydrogen at position 6 is replaced by a methyl group.		2.1510dihydroxybenzoic acid;
resorcinols		fungal metabolite;
marine metabolite;
metabolite
methyl orsellinate
methyl orsellinate: orcinol derivative from the lichen Peltigera leucophlebia (Peltigeraceae); structure in first source		2.1510hydroxybenzoic acidmetabolite
lecanoric acid
lecanoric acid: from a strain of Pyricularia (deuteromycetes); RN given refers to parent cpd; structure		2.1510benzoate ester
versicolorin c
versicolorin C: RN given refers to versicolorin C (cis-(+-))-isomer; see also record for versicolorin. versicolorin B : An organic heteropentacyclic compound that is 2,3,3a,12a-tetrahydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione carrying three hydroxy substituents at positions 4, 6 and 8.		2.3110cyclic acetal;
organic heteropentacyclic compound;
p-quinones;
polyphenol		Aspergillus metabolite
moxifloxacin
Moxifloxacin: A fluoroquinolone that acts as an inhibitor of DNA TOPOISOMERASE II and is used as a broad-spectrum antibacterial agent.. moxifloxacin : A quinolone that consists of 4-oxo-1,4-dihydroquinoline-3-carboxylic acid bearing a cyclopropyl substituent at position 1, a fluoro substitiuent at position 6, a (4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl group at position 7 and a methoxy substituent at position 8. A member of the fluoroquinolone class of antibacterial agents.		2.1310aromatic ether;
cyclopropanes;
fluoroquinolone antibiotic;
pyrrolidinopiperidine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone		antibacterial drug
versiconol
(S)-versiconol : An optically active form of versiconol having S-configuration.		2.1510versiconol
sorafenib
[no description available]		2.0810(trifluoromethyl)benzenes;
aromatic ether;
monochlorobenzenes;
phenylureas;
pyridinecarboxamide		angiogenesis inhibitor;
anticoronaviral agent;
antineoplastic agent;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
ferroptosis inducer;
tyrosine kinase inhibitor
ergosterol
[no description available]		2.59203beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
ergostanoid;
phytosterols		fungal metabolite;
Saccharomyces cerevisiae metabolite
notoamide b
notoamide B: structure in first source		2.0810
violaceol II
violaceol II : An aromatic ether in which the ether functionality links a 2,3-dihydroxy-5-methylphenyl group with a 2,6-dihydroxy-4-methylphenyl group. Fungal metabolite isolated inter alia from Aspergillus spp.		2.5420aromatic ether;
catechols;
resorcinols		mycotoxin
(+)-(7S)-sydonic acid
(+)-(7S)-sydonic acid : A sesquiterpenoid that is benzoic acid substituted by a hydroxy group at position 3 and a (2S)-2-hydroxy-6-methylheptan-2-yl group at position 4. It has been isolated from the sea fan derived fungus Aspergillus sydowii.		2.0810aromatic alcohol;
monohydroxybenzoic acid;
sesquiterpenoid		Aspergillus metabolite
ascorbic acid
Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.		2.1510ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
oxaline
oxaline: a fungal alkaloid from the culture broth of Penicillium oxalicum; structure in first source. oxaline : An indole alkaloid with a heterotetracyclic skeleton isolated from Penicillium oxalicum and has been shown to exhibit cytotoxic activity.		2.1310
acyclovir
Acyclovir: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.. acyclovir : An oxopurine that is guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections.		2.15102-aminopurines;
oxopurine		antimetabolite;
antiviral drug
rifampin
Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)		2.1310cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials