Compounds > Jacareubin
Page last updated: 2024-12-10

Jacareubin

Description

jacareubin: antibacterial and gastroprotective from the heartwood of Calophyllum brasiliense; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5281644
CHEMBL ID1254294
CHEBI ID6079
SCHEMBL ID4742088

Synonyms (21)

Synonym
2h,6h-pyrano(3,2-b)xanthen-6-one, 5,9,10-trihydroxy-2,2-dimethyl-
5,9,10-trihydroxy-2,2-dimethyl-2h,6h-pyrano(3,2-b)xanthen-6-one
C10074 ,
3811-29-8
jacareubin
AC1NQYSV ,
5,9,10-trihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one
CHEMBL1254294
chebi:6079 ,
SCHEMBL4742088
UCLUVPCGXYTYEK-UHFFFAOYSA-N
2h,6h-pyrano[3,2-b]xanthen-6-one, 5,9,10-trihydroxy-2,2-dimethyl-
5,9,10-trihydroxy-2,2-dimethyl-2h,6h-pyrano[3,2-b]xanthen-6-one #
5,9,10-trihydroxy-2,2-dimethyl-pyrano[3,2-b]xanthen-6-one
DTXSID80191521
AKOS027325416
5,9,10-trihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6(2h)-one
5,9,10-trihydroxy-2,2-dimethyl-2h,6h-pyrano[3,2-b]xanthen-6-one
Q27107029
CS-0064155
HY-114716

Research Excerpts

Treatment

ExcerptReferenceRelevance
"Pre-treatment with Jacareubin or dexamethasone prevented S-RBD-induced TNF-α and IL-6 secretion in BALs from control animals."( Jacareubin inhibits TLR4-induced lung inflammatory response caused by the RBD domain of SARS-CoV-2 Spike protein.
Castillo Arellano, JI; Filisola-Villaseñor, JG; González-Espinosa, C; Morales Ríos, E; Reyes-Chilpa, R; Roa-Velázquez, D; Segura-Villalobos, D; Zavala-Vargas, DI, 2022)		2.48
[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 (18)

Assay IDTitleYearJournalArticle
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.
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.
AID1202777Antioxidant activity assessed as trolox equivalent of ABTS radical scavenging activity after 10 mins by lipophilic-TEAC fluorescence assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Antioxidative compounds from Garcinia buchananii stem bark.
AID514383Induction of apoptosis in human HeLaC3 cells assessed as morphological changes at 25 uM after 24 to 72 hrs2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID1202775Antioxidant activity assessed as trolox equivalent of APPH radical scavenging activity preincubated for 30 mins followed by APPH addition measured after 90 mins by lipophilic-ORAC fluorescence assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Antioxidative compounds from Garcinia buchananii stem bark.
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.
AID1202774Antioxidant activity assessed as trolox equivalent of APPH radical scavenging activity preincubated for 30 mins followed by APPH addition measured after 90 mins by hydrophilic-ORAC fluorescence assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Antioxidative compounds from Garcinia buchananii stem bark.
AID514379Induction of apoptosis in human HeLaC3 cells assessed as reduction of yellow fluorescent protein/cyan fluorescent protein emission ratio below 3 at 50 uM after 72 hrs by FRET assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID514380Induction of apoptosis in human HeLaC3 cells assessed as reduction of yellow fluorescent protein/cyan fluorescent protein emission ratio below 3 at 25 uM after 72 hrs by FRET assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID514385Induction of apoptosis in human HeLaC3 cells assessed as reduction of yellow fluorescent protein/cyan fluorescent protein emission ratio below 3 at 25 uM after 48 hrs by FRET assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID514389Induction of apoptosis in human HeLa cells assessed as cleavage of PARP at 25 uM after 12 hrs by Western blotting2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID514378Induction of apoptosis in human HeLaC3 cells assessed as reduction of yellow fluorescent protein/cyan fluorescent protein emission ratio below 3 at 100 uM after 72 hrs by FRET assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID514387Induction of apoptosis in human HeLaC3 cells at 50 to 100 uM after 72 hrs2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID1202776Antioxidant activity assessed as trolox equivalent of ABTS radical scavenging activity after 10 mins by hydrophilic-TEAC fluorescence assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Antioxidative compounds from Garcinia buchananii stem bark.
AID514390Induction of apoptosis in human HeLa cells assessed as cleavage of PARP at 25 uM after 36 hrs by Western blotting2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID514381Induction of apoptosis in human HeLaC3 cells assessed as reduction of yellow fluorescent protein/cyan fluorescent protein emission ratio below 3 at 10 uM after 72 hrs by FRET assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
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.
AID1202778Antioxidant activity assessed as H2O2 scavenging activity after 15 mins2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Antioxidative compounds from Garcinia buchananii stem bark.
[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: 13.20

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 Index13.20 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.99 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.20)

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
naringenin
[no description available]		2.11104'-hydroxyflavanones;
trihydroxyflavanone
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
butylated hydroxytoluene
2,6-di-tert-butyl-4-methylphenol : A member of the class of phenols that is 4-methylphenol substituted by tert-butyl groups at positions 2 and 6.		2.1110phenolsantioxidant;
ferroptosis inhibitor;
food additive;
geroprotector
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).		2.520taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
epicatechin
(-)-epicatechin : A catechin with (2R,3R)-configuration.		2.1110catechin;
polyphenol		antioxidant
taxifolin
(+)-taxifolin : A taxifolin that has (2R,3R)-configuration.		2.1110taxifolinmetabolite
quercetin
[no description available]		2.11107-hydroxyflavonol;
pentahydroxyflavone		antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
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
cembrene a
cembrene A: RN refers to (R-(E,E,E))-isomer; isolated from paracloacal glands of the Chinese alligator (Alligator sinensis); structure given in first source. (R)-cembrene A : A fourteen-membered macrocyclic diterpene consisting of 1,5,9-trimethyl-12-(prop-1-en-2-yl)cyclotetradecane having three endocyclic double bonds located at positions 1, 5 and 9.		2.0510cycloalkatriene;
diterpene;
macrocycle		animal metabolite;
bacterial metabolite;
coral metabolite
amentoflavone
[no description available]		2.1710biflavonoid;
hydroxyflavone;
ring assembly		angiogenesis inhibitor;
antiviral agent;
cathepsin B inhibitor;
P450 inhibitor;
plant metabolite
5,10-dihydroxy-2,2-dimethylpyrano(3,2-b)xanthen-6(2h)-one
[no description available]		2.1710pyranoxanthones
euxanthone
euxanthone : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1 and 7 and an oxo group at position 9. It has been isolated from Cratoxylum cochinchinense.		2.1110phenols;
xanthones		metabolite;
plant metabolite
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		2.0510
cambogin
isogarcinol: has immunosuppresant activity; isolated from Garcinia mangostana; structure in first source		2.4820
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.		2.1110ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
ConditionIndicatedRelationship StrengthStudiesTrials
Innate Inflammatory Response
[description not available]		02.4110
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		02.4110
Anaphylactic Reaction
[description not available]		02.1710
Anaphylaxis
An acute hypersensitivity reaction due to exposure to a previously encountered ANTIGEN. The reaction may include rapidly progressing URTICARIA, respiratory distress, vascular collapse, systemic SHOCK, and death.		02.1710
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