Compounds > rubraxanthone
Page last updated: 2024-12-11

rubraxanthone

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Description

rubraxanthone: RN given for (E)-isomer; inhibits platelet-activating factor; isolated from Garcinia parvifolia; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

rubraxanthone : A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 3, 6 and 8, a geranyl group at position 1 and a methoxy group at position 2. Isolated from Mesua and Garcinia dioica, it exhibits antibacterial and cytotoxic activities. [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
GarciniagenusA plant genus of the family CLUSIACEAE. Members contain XANTHONES.[MeSH]ClusiaceaeThe mangosteen plant family (sometimes classified as Guttiferae; also known as Hypericaceae) of the order THEALES, subclass Dilleniidae, class Magnoliopsida. It includes trees and shrubs with resinous, sticky sap, usually with broad-ended, oblong, leathery leaves with a strong, central vein, flowers with many stamens.[MeSH]
Mesuagenus[no description available]Calophyllaceae[no description available]
Garcinia dioicaspecies[no description available]ClusiaceaeThe mangosteen plant family (sometimes classified as Guttiferae; also known as Hypericaceae) of the order THEALES, subclass Dilleniidae, class Magnoliopsida. It includes trees and shrubs with resinous, sticky sap, usually with broad-ended, oblong, leathery leaves with a strong, central vein, flowers with many stamens.[MeSH]

Cross-References

ID SourceID
PubMed CID9953366
CHEMBL ID458846
CHEBI ID66318
MeSH IDM0447046

Synonyms (9)

Synonym
rubraxanthone
CHEMBL458846
chebi:66318 ,
1-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3,6,8-trihydroxy-2-methoxy-9h-xanthen-9-one
1,3,6-trihydroxy-8-geranyl-7-methoxyxanthone
Q27134863
1-[(2e)-3,7-dimethylocta-2,6-dienyl]-3,6,8-trihydroxy-2-methoxyxanthen-9-one
DTXSID801317779
AKOS040747461
[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.
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
antibacterial agentA substance (or active part thereof) that kills or slows the growth of bacteria.
[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 (3)

ClassDescription
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
polyphenolMembers of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group.
xanthonesAny member of the class of xanthenes based on 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 (25)

Assay IDTitleYearJournalArticle
AID354411Inhibition of TPA-induced EBV-early antigen activation in human Raji cells per 32 pmol TPA after 48 hrs2003Journal of natural products, Feb, Volume: 66, Issue:2
Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.
AID354415Cytotoxicity against human Raji cells assessed as cell viability at 0.32 nmol after 48 hrs by trypan blue assay2003Journal of natural products, Feb, Volume: 66, Issue:2
Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.
AID354408Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 16 nmol after 48 hrs relative to TPA2003Journal of natural products, Feb, Volume: 66, Issue:2
Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.
AID1202788Antibacterial activity against Staphylococcus aureus TISTR 1466 by 2-fold serial dilution method2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Bioactive prenylated xanthones from the young fruits and flowers of Garcinia cowa.
AID354414Cytotoxicity against human Raji cells assessed as cell viability at 3.2 nmol after 48 hrs by trypan blue assay2003Journal of natural products, Feb, Volume: 66, Issue:2
Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.
AID1525033Cytotoxicity in human HeLaS3 cells incubated for 72 hrs by MTT assay2019Journal of natural products, 05-24, Volume: 82, Issue:5
Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra.
AID1525032Cytotoxicity in human KB cells incubated for 72 hrs by MTT assay2019Journal of natural products, 05-24, Volume: 82, Issue:5
Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra.
AID421811Ratio IC50 for human MCF7 cells to IC50 for chloroquine-resistant Plasmodium falciparum FcB12009Journal of natural products, May-22, Volume: 72, Issue:5
Cytotoxic and antiplasmodial xanthones from Pentadesma butyracea.
AID1202790Antibacterial activity against Salmonella typhimurium TISTR 292 by 2-fold serial dilution method2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Bioactive prenylated xanthones from the young fruits and flowers of Garcinia cowa.
AID1202787Antibacterial activity against Bacillus subtilis TISTR 008 by 2-fold serial dilution method2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Bioactive prenylated xanthones from the young fruits and flowers of Garcinia cowa.
AID1525035Cytotoxicity in human HepG2 cells incubated for 72 hrs by MTT assay2019Journal of natural products, 05-24, Volume: 82, Issue:5
Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra.
AID354413Cytotoxicity against human Raji cells assessed as cell viability at 16 nmol after 48 hrs by trypan blue assay2003Journal of natural products, Feb, Volume: 66, Issue:2
Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.
AID421810Cytotoxicity against human MCF7 cells assessed as [3H]hypoxanthin incorporation after 24 to 72 hrs2009Journal of natural products, May-22, Volume: 72, Issue:5
Cytotoxic and antiplasmodial xanthones from Pentadesma butyracea.
AID1202791Antibacterial activity against Pseudomonas aeruginosa TISTR 884 by 2-fold serial dilution method2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Bioactive prenylated xanthones from the young fruits and flowers of Garcinia cowa.
AID1525036Cytotoxicity in human HT-29 cells incubated for 72 hrs by MTT assay2019Journal of natural products, 05-24, Volume: 82, Issue:5
Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra.
AID354407Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 32 nmol after 48 hrs relative to TPA2003Journal of natural products, Feb, Volume: 66, Issue:2
Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.
AID1202784Inhibition of Saccharomyces cerevisiae alpha-glucosidase using p-nitrophenyl alpha-D-glucoside as substrate at 100 uM preincubated for 0.5 hrs followed by substrate addition measured after 1 hr by colorimetric method relative to control2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Bioactive prenylated xanthones from the young fruits and flowers of Garcinia cowa.
AID421809Antiplasmodial activity after 24 hrs against chloroquine-resistant Plasmodium falciparum FcB1 by [3H]hypoxanthine uptake2009Journal of natural products, May-22, Volume: 72, Issue:5
Cytotoxic and antiplasmodial xanthones from Pentadesma butyracea.
AID354412Cytotoxicity against human Raji cells assessed as cell viability at 32 nmol after 48 hrs by trypan blue assay2003Journal of natural products, Feb, Volume: 66, Issue:2
Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.
AID354409Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 3.2 nmol after 48 hrs relative to TPA2003Journal of natural products, Feb, Volume: 66, Issue:2
Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.
AID354410Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 0.32 nmol after 48 hrs relative to TPA2003Journal of natural products, Feb, Volume: 66, Issue:2
Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.
AID1202789Antibacterial activity against Escherichia coli TISTR 780 by 2-fold serial dilution method2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Bioactive prenylated xanthones from the young fruits and flowers of Garcinia cowa.
AID1202786Antibacterial activity against Bacillus cereus TISTR 688 by 2-fold serial dilution method2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Bioactive prenylated xanthones from the young fruits and flowers of Garcinia cowa.
AID1202785Inhibition of Saccharomyces cerevisiae alpha-glucosidase using p-nitrophenyl alpha-D-glucoside as substrate preincubated for 0.5 hrs followed by substrate addition measured after 1 hr by colorimetric method2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Bioactive prenylated xanthones from the young fruits and flowers of Garcinia cowa.
AID1525034Cytotoxicity in human MCF7 cells incubated for 72 hrs by MTT assay2019Journal of natural products, 05-24, Volume: 82, Issue:5
Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (62.50)29.6817
2010's3 (37.50)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
chloroquine
Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.		2.0510aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
xanthenes
Xanthenes: Compounds with three aromatic rings in linear arrangement with an OXYGEN in the center ring.		2.0110xanthene
vancomycin
Vancomycin: Antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to RISTOCETIN that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear.. vancomycin : A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile.		2.1110glycopeptideantibacterial drug;
antimicrobial agent;
bacterial metabolite
acarbose
[no description available]		2.1110amino cyclitol;
glycoside
beta carotene
beta Carotene: A carotenoid that is a precursor of VITAMIN A. Beta carotene is administered to reduce the severity of photosensitivity reactions in patients with erythropoietic protoporphyria (PORPHYRIA, ERYTHROPOIETIC).. provitamin A : A provitamin that can be converted into vitamin A by enzymes from animal tissues.		2.0110carotenoid beta-end derivative;
cyclic carotene		antioxidant;
biological pigment;
cofactor;
ferroptosis inhibitor;
human metabolite;
mouse metabolite;
plant metabolite;
provitamin A
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.		2.2110phenols;
xanthones		metabolite;
plant metabolite
gartanin
gartanin : A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 5 and 8 and prenyl groups at positions 2 and 4.		2.0510polyphenol;
xanthones		antineoplastic agent;
plant metabolite
gentisein
gentisein: isolated from the methanol extract of the herb of Hypericum annulatum; structure in first source. gentisein : A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3 and 7.		2.2110polyphenol;
xanthones		plant metabolite
3-hydroxyblancoxanthone
3-hydroxyblancoxanthone: from the root of Calophyllum blancoi; structure in first source		2.2110pyranoxanthones
mangostin
mangostin: xanthone from rind of Garcinia mangostana Linn. fruit. alpha-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities.		3.3260aromatic ether;
phenols;
xanthones		antimicrobial agent;
antineoplastic agent;
antioxidant;
plant metabolite
norathyriol
norathyriol: from Gentinanaceae; has vasorelaxing action on rat thoracic aorta; structure given in first source. norathyriol : A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 6 and 7. Isolated from Garcinia mangostana and Maclura pomifera, it exhibits inhibitory activity against protein kinase C.		2.2110polyphenol;
xanthones		antineoplastic agent;
EC 2.7.11.13 (protein kinase C) inhibitor;
plant metabolite
1,3,5,6-tetrahydroxyxanthone
1,3,5,6-tetrahydroxyxanthone: from roots of Cudrania cochinchinensis		2.2110
beta-Mangostin
[no description available]		2.4520xanthones
9-Hydroxycalabaxanthone
[no description available]		2.7930xanthones
gentamicin sulfate
[no description available]		2.1110
garcinone e
garcinone E: has potent cytotoxic effect against hepatocellular carcinoma cell lines; structure in first source		2.0510xanthones
3-isomangostin
3-isomangostin: structure in first source		2.2110xanthones
ConditionIndicatedRelationship StrengthStudiesTrials