Compounds > 5,10-dihydroxy-2,2-dimethylpyrano(3,2-b)xanthen-6(2h)-one
Page last updated: 2024-11-10

5,10-dihydroxy-2,2-dimethylpyrano(3,2-b)xanthen-6(2h)-one

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

Cross-References

ID SourceID
PubMed CID5281629
CHEMBL ID457949
CHEBI ID2183
MeSH IDM0403507

Synonyms (19)

Synonym
5,10-dihydroxy-2,2-dimethyl-pyrano[3,2-b]xanthen-6-one
2h,6h-pyrano[3,2-b]xanthen-6-one, 5,10-dihydroxy-2,2-dimethyl-
6-deoxyjacareubin
16265-56-8
C10059
chebi:2183 ,
CHEMBL457949
6-desoxyjacareubin
jacareubin, 6-deoxy-
6-dehydroxyjacareubin
5,10-dihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one
AC1NQYRP ,
DTXSID00167420
AKOS032948332
Q27105575
1,5-dihydroxy-2^,^,2^,^-dimethylpyrano-5^,^,6^,^:2,3-xanthone
5,10-dihydroxy-2,2-dimethyl-2h,6h-pyrano[3,2-b]xanthen-6-one
CS-0023173
HY-N2707
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
pyranoxanthonesAny organic heterotetracyclic compound that consists of a pyran ring fused onto a xanthone skeleton.
[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 (17)

Assay IDTitleYearJournalArticle
AID1374859Selectivity index, ratio of CC50 for mouse NIH/313 cells to IC50 for human HL60 cells2018Bioorganic & medicinal chemistry letters, 04-01, Volume: 28, Issue:6
Two new coumarins and a new xanthone from the leaves of Rhizophora mucronata.
AID356322Antifungal activity against Candida albicans ATCC 90028 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID356327Antifungal activity against Aspergillus fumigatus IFM 41374 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID1374857Antiproliferative activity against human HL60 cells after 48 hrs by CCK8 assay2018Bioorganic & medicinal chemistry letters, 04-01, Volume: 28, Issue:6
Two new coumarins and a new xanthone from the leaves of Rhizophora mucronata.
AID1374856Antiproliferative activity against human HeLa cells after 48 hrs by CCK8 assay2018Bioorganic & medicinal chemistry letters, 04-01, Volume: 28, Issue:6
Two new coumarins and a new xanthone from the leaves of Rhizophora mucronata.
AID356325Antifungal activity against Candida krusei ATCC 6258 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID356324Antifungal activity against Candida glabrata ATCC 90030 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID356326Antifungal activity against Cryptococcus neoformans ATCC 90112 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID1374858Cytotoxicity against mouse NIH/3T3 cells after 48 hrs by CCK8 assay2018Bioorganic & medicinal chemistry letters, 04-01, Volume: 28, Issue:6
Two new coumarins and a new xanthone from the leaves of Rhizophora mucronata.
AID356328Antifungal activity against Aspergillus fumigatus IFM 41236 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID358550Selectivity ratio CC50 for HGF to CC50 for human HSC-2 cells2001Journal of natural products, Jan, Volume: 64, Issue:1
Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis.
AID1368028Cytotoxicity against rat L6 cells assessed as reduction in cell viability at 25 uM after 4 hrs by MTT assay2017Bioorganic & medicinal chemistry, 12-15, Volume: 25, Issue:24
Depsidone and xanthones from Garcinia xanthochymus with hypoglycemic activity and the mechanism of promoting glucose uptake in L6 myotubes.
AID356323Antifungal activity against Candida parapsilosis ATCC 22019 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID358549Cytotoxicity against HGF cells2001Journal of natural products, Jan, Volume: 64, Issue:1
Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis.
AID356329Antifungal activity against Aspergillus nidulans IFM 5396 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID358548Cytotoxicity against human HSC2 cells2001Journal of natural products, Jan, Volume: 64, Issue:1
Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis.
AID633120Antibacterial activity against Bacillus subtilis2011Bioorganic & medicinal chemistry letters, Dec-01, Volume: 21, Issue:23
The synthesis of xanthones, xanthenediones, and spirobenzofurans: their antibacterial and antifungal activity.
[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's2 (40.00)29.6817
2010's3 (60.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.84

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.84 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.63 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.84)

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
2,3-dihydroxybenzoic acid
2,3-dihydroxybenzoic acid: RN given refers to parent cpd. dihydroxybenzoic acid : Any member of the class of hydroxybenzoic acids carrying two phenolic hydroxy groups on the benzene ring and its derivatives.. 2,3-dihydroxybenzoic acid : A dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 3. It occurs naturally in Phyllanthus acidus and in the aquatic fern Salvinia molesta.		2.1710dihydroxybenzoic acidhuman xenobiotic metabolite;
plant metabolite
5-methoxypsoralen
5-Methoxypsoralen: A linear furanocoumarin that has phototoxic and anti-inflammatory properties, with effects similar to METHOXSALEN. It is used in PUVA THERAPY for the treatment of PSORIASIS.. 5-methoxypsoralen : A 5-methoxyfurocoumarin that is psoralen substituted by a methoxy group at position 5.		2105-methoxyfurocoumarin;
organic heterotricyclic compound;
psoralens		hepatoprotective agent;
plant metabolite
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.		2.0610aminoquinoline;
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
metformin
Metformin: A biguanide hypoglycemic agent used in the treatment of non-insulin-dependent diabetes mellitus not responding to dietary modification. Metformin improves glycemic control by improving insulin sensitivity and decreasing intestinal absorption of glucose. (From Martindale, The Extra Pharmacopoeia, 30th ed, p289). metformin : A member of the class of guanidines that is biguanide the carrying two methyl substituents at position 1.		2.1510guanidinesenvironmental contaminant;
geroprotector;
hypoglycemic agent;
xenobiotic
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.		2.0110dichlorobenzene;
ether;
imidazoles
mitomycin
Mitomycin: An antineoplastic antibiotic produced by Streptomyces caespitosus. It is one of the bi- or tri-functional ALKYLATING AGENTS causing cross-linking of DNA and inhibition of DNA synthesis.. mitomycin : A family of aziridine-containing natural products isolated from Streptomyces caespitosus or Streptomyces lavendulae.		2.1710mitomycinalkylating agent;
antineoplastic agent
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.1710taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
2-Methoxyxanthone
[no description available]		2.0610xanthones
naringenin
(S)-naringenin : The (S)-enantiomer of naringenin.		210(2S)-flavan-4-one;
naringenin		expectorant;
plant metabolite
griseofulvin
Griseofulvin: An antifungal agent used in the treatment of TINEA infections.. griseofulvin : An oxaspiro compound produced by Penicillium griseofulvum. It is used by mouth as an antifungal drug for infections involving the scalp, hair, nails and skin that do not respond to topical treatment.		2.06101-benzofurans;
antibiotic antifungal drug;
benzofuran antifungal drug;
organochlorine compound;
oxaspiro compound		antibacterial agent;
Penicillium metabolite
8-isopentenylnaringenin
8-isopentenylnaringenin: a non-steroidal phytoestrogen from Anaxagorea luzonensis; structure in first source		2.4120flavanones
apigenin
Chamomile: Common name for several daisy-like plants (MATRICARIA; TRIPLEUROSPERMUM; ANTHEMIS; CHAMAEMELUM) native to Europe and Western Asia, now naturalized in the United States and Australia.		2.1710trihydroxyflavoneantineoplastic agent;
metabolite
amphotericin b
Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.		2.4420antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
amentoflavone
[no description available]		2.1710biflavonoid;
hydroxyflavone;
ring assembly		angiogenesis inhibitor;
antiviral agent;
cathepsin B inhibitor;
P450 inhibitor;
plant metabolite
Jacareubin
jacareubin: antibacterial and gastroprotective from the heartwood of Calophyllum brasiliense; structure in first source		2.1710pyranoxanthones
3-hydroxyblancoxanthone
3-hydroxyblancoxanthone: from the root of Calophyllum blancoi; structure in first source		210pyranoxanthones
wighteone
wighteone : A member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4' and a prenyl group at position 6. It has been isolated from Ficus mucuso.		2.41207-hydroxyisoflavonesantifungal agent;
plant metabolite
3'-o-methylorobol
3'-O-methylorobol: isolated from Eclipta prostrata; has stimulatory effect on mouse osteoblast differentiation; structure in first source. 3'-O-methylorobol : A hydroxyisoflavone that is orobol in which the hydroxy group at position 3' has been replaced by a methoxy group. It has been isolated from Crotalaria lachnophora.		2.4120hydroxyisoflavone;
methoxyisoflavone		plant metabolite
alpinumisoflavone
alpinumisoflavone: extract from twigs of poisonous British plant		210isoflavanonesmetabolite
1,3,7-trihydroxy-2-(3-methylbut-2-enyl)-xanthone
1,3,7-trihydroxy-2-(3-methylbut-2-enyl)-xanthone: from stems of Kielmeyera coriacea; structure in first source		2.4120
ConditionIndicatedRelationship StrengthStudiesTrials