2,3,6,8-tetrahydroxy-1-(3-methylbut-2-enyl)-5-(2-methylbut-3-en-2-yl)-9h-xanthen-9-one profile

2,3,6,8-tetrahydroxy-1-(3-methylbut-2-enyl)-5-(2-methylbut-3-en-2-yl)-9H-xanthen-9-one: from the root bark of Cudrania tricuspidata; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

cudratricusxanthone A : A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 2, 3, 6 and 8, an isoprenyl group at position 1 and a 2-methylbut-3-en-2-yl group at position 5. It is isolated from the root barks of Cudrania tricuspidata and exhibits cytotoxicity towards human cancer cell lines. [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]

ID Source	ID
PubMed CID	11153672
CHEMBL ID	200640
CHEBI ID	65686
MeSH ID	M0483814

Synonym
2,3,6,8-tetrahydroxy-5-(2-methylbut-3-en-2-yl)-1-(3-methylbut-2-enyl)xanthen-9-one
chebi:65686 ,
CHEMBL200640 ,
cudratricusxanthone a
2,3,6,8-tetrahydroxy-1-(3-methylbut-2-enyl)-5-(2-methylbut-3-en-2-yl)-9h-xanthen-9-one
bdbm50175016
1,3,6,7-tetrahydroxy-4-(1,1-dimethyl-2-propenyl)-8-prenylxanthone
ctxa
2,3,6,8-tetrahydroxy-5-(2-methylbut-3-en-2-yl)-1-(3-methylbut-2-en-1-yl)-9h-xanthen-9-one
740810-42-8
AKOS032948130
Q27134170
DTXSID101117920
5-(1,1-dimethyl-2-propen-1-yl)-2,3,6,8-tetrahydroxy-1-(3-methyl-2-buten-1-yl)-9h-xanthen-9-one
HY-N3646
CS-0023991
2,3,6,8-tetrahydroxy-1-(3-methylbut-2-en-1-yl)-5-(2-methylbut-3-en-2-yl)-9h-xanthen-9-one

Role	Description
metabolite	Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antineoplastic agent	A substance that inhibits or prevents the proliferation of neoplasms.
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor	A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.
anti-inflammatory agent	Any compound that has anti-inflammatory effects.
[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]

Class	Description
xanthones	Any member of the class of xanthenes based on a xanthone skeleton.
polyphenol	Members of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy 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]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Sialidase	Clostridium perfringens	IC50 (µMol)	0.2450	0.0010	2.4572	9.8000	AID417656
Sialidase	Clostridium perfringens	Ki	0.1748	0.1030	1.9784	7.4100	AID417658; AID417659
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (19)

Assay ID	Title	Year	Journal	Article
AID257313	DPPH radical scavenging activity of Cudriana tricuspidata extracts	2005	Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24	Antioxidant and cytotoxic activities of xanthones from Cudrania tricuspidata.
AID422224	Cytotoxicity against human SGC7901 cells	2009	Journal of natural products, Mar-27, Volume: 72, Issue:3	Antitumor psoropermum xanthones and sarcomelicope acridones: privileged structures implied in DNA alkylation.
AID257307	Hydroxyl radical scavenging activity of Cudriana tricuspidata extracts	2005	Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24	Antioxidant and cytotoxic activities of xanthones from Cudrania tricuspidata.
AID378559	Cytotoxicity against human A549 cells after 48 hrs by SRB assay	2005	Journal of natural products, Mar, Volume: 68, Issue:3	Cytotoxic xanthones from Cudrania tricuspidata.
AID257309	Cytotoxicity against human cancer HL60 cell line by MTT assay	2005	Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24	Antioxidant and cytotoxic activities of xanthones from Cudrania tricuspidata.
AID257311	Cytotoxicity against human cancer AGS cell line by MTT assay	2005	Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24	Antioxidant and cytotoxic activities of xanthones from Cudrania tricuspidata.
AID257310	Cytotoxicity against human cancer SKOV3 cell line by MTT assay	2005	Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24	Antioxidant and cytotoxic activities of xanthones from Cudrania tricuspidata.
AID292582	Inhibition at monoamine oxidase in mouse brain	2007	Journal of natural products, Jul, Volume: 70, Issue:7	Prenylated xanthones from the root bark of Cudrania tricuspidata.
AID257312	Cytotoxicity against human cancer A549 cell line by MTT assay	2005	Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24	Antioxidant and cytotoxic activities of xanthones from Cudrania tricuspidata.
AID310609	Inhibition of bakers yeast alpha-glucosidase by spectrophotometry	2007	Bioorganic & medicinal chemistry letters, Dec-01, Volume: 17, Issue:23	Xanthones from Cudrania tricuspidata displaying potent alpha-glucosidase inhibition.
AID257314	Cytotoxic activity in HL60 by DNA fragmentation assay	2005	Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24	Antioxidant and cytotoxic activities of xanthones from Cudrania tricuspidata.
AID417659	Competitive inhibition of Clostridium perfringens neuraminidase by Lineweaver-Burke plot and Dixon plot	2009	Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7	Characteristic of neuraminidase inhibitory xanthones from Cudrania tricuspidata.
AID257306	Superoxide radical scavenging activity of Cudriana tricuspidata extracts	2005	Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24	Antioxidant and cytotoxic activities of xanthones from Cudrania tricuspidata.
AID257308	Cytotoxicity against human cancer HT29 cell line by MTT assay	2005	Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24	Antioxidant and cytotoxic activities of xanthones from Cudrania tricuspidata.
AID422222	Cytotoxicity against human HCT116 cells	2009	Journal of natural products, Mar-27, Volume: 72, Issue:3	Antitumor psoropermum xanthones and sarcomelicope acridones: privileged structures implied in DNA alkylation.
AID417656	Inhibition of Clostridium perfringens neuraminidase by fluorimetry	2009	Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7	Characteristic of neuraminidase inhibitory xanthones from Cudrania tricuspidata.
AID417658	Apparent binding affinity at Clostridium perfringens neuraminidase by fluorimetry	2009	Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7	Characteristic of neuraminidase inhibitory xanthones from Cudrania tricuspidata.
AID422223	Cytotoxicity against human SMMC7721 cells	2009	Journal of natural products, Mar-27, Volume: 72, Issue:3	Antitumor psoropermum xanthones and sarcomelicope acridones: privileged structures implied in DNA alkylation.
AID378560	Cytotoxicity against human SKOV3 cells after 48 hrs by SRB assay	2005	Journal of natural products, Mar, Volume: 68, Issue:3	Cytotoxic xanthones from Cudrania tricuspidata.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	8 (42.11)	29.6817
2010's	10 (52.63)	24.3611
2020's	1 (5.26)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	2 (10.53%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	17 (89.47%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
glutamic acid Glutamic Acid: A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the CENTRAL NERVOUS SYSTEM.. glutamic acid : An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.	2.04	1	glutamic acid; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; ferroptosis inducer; micronutrient; mouse metabolite; neurotransmitter; nutraceutical
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).	2.02	1	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid [no description available]	2.02	1	chromanol; monocarboxylic acid; phenols	antioxidant; ferroptosis inhibitor; neuroprotective agent; radical scavenger; Wnt signalling inhibitor
glucose, (beta-d)-isomer beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.	3.31	1	D-glucopyranose	epitope; mouse metabolite
psorospermin psorospermin: from Psorospermum febrifugum (Clusiaceae); some evidence it alkylates Gua N7 of DNA. psorospermin : An organic heterotetracyclic compound that is 1,2-dihydro-6H-furo[2,3-c]xanthene substituted by a hydroxy group at position 10, a methoxy group at position 5 nad a 2-methyloxiran-2-yl group at position 2.	3.14	1	epoxide; organic heterotetracyclic compound; xanthones	antineoplastic agent; plant metabolite
rhodioloside [no description available]	3.31	1	glycoside
acronine Acronine: A pyrano-acridone alkaloid found in RUTACEAE plants.. acronycine : An alkaloid antineoplastic agent isolated from Acronychia baueri.	3.14	1	acridone derivatives; alkaloid	antineoplastic agent; metabolite
resveratrol trans-resveratrol : A resveratrol in which the double bond has E configuration.	3.31	1	resveratrol	antioxidant; phytoalexin; plant metabolite; quorum sensing inhibitor; radical scavenger
quercetin [no description available]	2.05	1	7-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
dinoprostone prostaglandin E2 : Prostaglandin F2alpha in which the hydroxy group at position 9 has been oxidised to the corresponding ketone. Prostaglandin E2 is the most common and most biologically potent of mammalian prostaglandins.	2.05	1	prostaglandins E	human metabolite; mouse metabolite; oxytocic
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.	2.05	1	trihydroxyflavone	antineoplastic agent; metabolite
3-hydroxyblancoxanthone 3-hydroxyblancoxanthone: from the root of Calophyllum blancoi; structure in first source	2.05	1	pyranoxanthones
mangiferin shamimin: isolated from the leaves of Bombax ceiba; structure in first source	2.05	1	C-glycosyl compound; xanthones	anti-inflammatory agent; antioxidant; hypoglycemic agent; plant metabolite
Cudraflavone A [no description available]	2.03	1	extended flavonoid
muromonab-cd3 cudraflavone B: antiproliferative from Cudrania tricuspidata. cudraflavone B : An extended flavonoid that consists of a pyranochromane skeleton that is 2H,6H-pyrano[3,2-g]chromen-6-one substituted by geminal methyl groups at position 2, a 2,4-dihydroxyphenyl group at position 8, a hydroxy group at position 5 and a prenyl group at position 7. Isolated from Morus alba and Morus species it exhibits anti-inflammatory activity.	2.03	1	extended flavonoid; pyranochromane; trihydroxyflavone	anti-inflammatory agent; plant metabolite
macluraxanthone b macluraxanthone B: from the plant Maclura tinctoria; structure in first source. macluraxanthone B : A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 6 and 7, a dimethylallyl group at position 2 and a prenyl group at position 4. Isolated from Maclura tinctoria and Cudrania tricuspidata, it exhibits anti-HIV and antineoplastic activity.	2.72	3	phenols; xanthones	anti-HIV agent; antineoplastic agent; metabolite
cudraxanthone l cudraxanthone L: from the root bark of Cudrania tricuspidata; structure in first source	3.13	5
cudraflavanone a cudraflavanone A: antineoplastic from Cudrania tricuspidata; structure in first source	2.03	1

Condition	Relationship Strength	Studies
Blood Poisoning [description not available]	3.78	3
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.15	1
Sepsis Systemic inflammatory response syndrome with a proven or suspected infectious etiology. When sepsis is associated with organ dysfunction distant from the site of infection, it is called severe sepsis. When sepsis is accompanied by HYPOTENSION despite adequate fluid infusion, it is called SEPTIC SHOCK.	3.78	3
Hepatic Failure [description not available]	2.17	1
Liver Failure Severe inability of the LIVER to perform its normal metabolic functions, as evidenced by severe JAUNDICE and abnormal serum levels of AMMONIA; BILIRUBIN; ALKALINE PHOSPHATASE; ASPARTATE AMINOTRANSFERASE; LACTATE DEHYDROGENASES; and albumin/globulin ratio. (Blakiston's Gould Medical Dictionary, 4th ed)	2.17	1
Bone Loss, Osteoclastic [description not available]	2.17	1
Innate Inflammatory Response [description not available]	3.48	2
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.	3.48	2
Breast Cancer [description not available]	2.13	1
Metastase [description not available]	2.13	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.13	1
Neoplasm Metastasis The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.	2.13	1
Encephalopathy, Toxic [description not available]	2.04	1

2,3,6,8-tetrahydroxy-1-(3-methylbut-2-enyl)-5-(2-methylbut-3-en-2-yl)-9h-xanthen-9-one

Description

Cross-References

Synonyms (17)

Roles (4)

Drug Classes (2)

Protein Targets (1)

Inhibition Measurements

Bioassays (19)

Research

Studies (19)

Market Indicators

Research Demand Index: 11.61

Study Types

2,3,6,8-tetrahydroxy-1-(3-methylbut-2-enyl)-5-(2-methylbut-3-en-2-yl)-9h-xanthen-9-one

Description

Cross-References

Synonyms (17)

Roles (4)

Drug Classes (2)

Protein Targets (1)

Inhibition Measurements

Bioassays (19)

Research

Studies (19)

Market Indicators

Research Demand Index: 11.61

Study Types

Related Drugs (18)

Related Conditions (13)