shamixanthone profile

shamixanthone : A pyranoxanthene that is 2,3-dihydropyrano[3,2-a]xanthen-12(1H)-one bearing hydroxy substituents at positions 1 and 11 as well as a prop-1-en-2-yl group at position 2, a methyl substituent at position 5 and a 3,3-dimethylallyl group at position 8. A secondary metabolite produced by Aspergillus nidulans. [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	15596091
CHEMBL ID	469860
CHEBI ID	64499
SCHEMBL ID	3133103

Synonym
bdbm50242273
shamixanthone
chebi:64499 ,
CHEMBL469860 ,
(1r,2s)-1,11-dihydroxy-5-methyl-8-(3-methylbut-2-en-1-yl)-2-(prop-1-en-2-yl)-2,3-dihydropyrano[3,2-a]xanthen-12(1h)-one
SCHEMBL3133103
11076-08-7
pyrano(3,2-a)xanthen-12(1h)-one, 2,3-dihydro-1,11-dihydroxy-5-methyl-8-(3-methyl-2-butenyl)-2-(1-methylethenyl)-, (1r-trans)-
Z41V59XW4A ,
unii-z41v59xw4a
pyrano(3,2-a)xanthen-12(1h)-one, 2,3-dihydro-1,11-dihydroxy-5-methyl-8-(3-methyl-2-buten-1-yl)-2-(1-methylethenyl)-, (1r,2s)-
35660-46-9
Q15427832
(1r,2s)-1,11-dihydroxy-5-methyl-8-(3-methylbut-2-enyl)-2-prop-1-en-2-yl-2,3-dihydro-1h-pyrano[3,2-a]xanthen-12-one
DTXSID201045540

Role	Description
metabolite	Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[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
phenols	Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
cyclic ketone
pyranoxanthene	An organic heterotetracyclic compound having a skeleton comprising a pyran ring ortho-fused to a tricyclic xanthene.
[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)
Calmodulin-1	Homo sapiens (human)	IC50 (µMol)	29.1600	5.1700	6.8100	8.0000	AID395887
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
G2/M transition of mitotic cell cycle	Calmodulin-1	Homo sapiens (human)
regulation of heart rate	Calmodulin-1	Homo sapiens (human)
detection of calcium ion	Calmodulin-1	Homo sapiens (human)
G protein-coupled receptor signaling pathway	Calmodulin-1	Homo sapiens (human)
positive regulation of peptidyl-threonine phosphorylation	Calmodulin-1	Homo sapiens (human)
negative regulation of peptidyl-threonine phosphorylation	Calmodulin-1	Homo sapiens (human)
regulation of release of sequestered calcium ion into cytosol by sarcoplasmic reticulum	Calmodulin-1	Homo sapiens (human)
regulation of cardiac muscle contraction by regulation of the release of sequestered calcium ion	Calmodulin-1	Homo sapiens (human)
autophagosome membrane docking	Calmodulin-1	Homo sapiens (human)
substantia nigra development	Calmodulin-1	Homo sapiens (human)
positive regulation of protein autophosphorylation	Calmodulin-1	Homo sapiens (human)
regulation of cytokinesis	Calmodulin-1	Homo sapiens (human)
positive regulation of phosphoprotein phosphatase activity	Calmodulin-1	Homo sapiens (human)
positive regulation of protein dephosphorylation	Calmodulin-1	Homo sapiens (human)
cellular response to interferon-beta	Calmodulin-1	Homo sapiens (human)
positive regulation of receptor signaling pathway via JAK-STAT	Calmodulin-1	Homo sapiens (human)
regulation of calcium-mediated signaling	Calmodulin-1	Homo sapiens (human)
positive regulation of cyclic-nucleotide phosphodiesterase activity	Calmodulin-1	Homo sapiens (human)
response to calcium ion	Calmodulin-1	Homo sapiens (human)
regulation of cardiac muscle contraction	Calmodulin-1	Homo sapiens (human)
regulation of ryanodine-sensitive calcium-release channel activity	Calmodulin-1	Homo sapiens (human)
negative regulation of ryanodine-sensitive calcium-release channel activity	Calmodulin-1	Homo sapiens (human)
positive regulation of ryanodine-sensitive calcium-release channel activity	Calmodulin-1	Homo sapiens (human)
cellular response to type II interferon	Calmodulin-1	Homo sapiens (human)
positive regulation of protein serine/threonine kinase activity	Calmodulin-1	Homo sapiens (human)
regulation of cardiac muscle cell action potential	Calmodulin-1	Homo sapiens (human)
organelle localization by membrane tethering	Calmodulin-1	Homo sapiens (human)
negative regulation of high voltage-gated calcium channel activity	Calmodulin-1	Homo sapiens (human)
regulation of cell communication by electrical coupling involved in cardiac conduction	Calmodulin-1	Homo sapiens (human)
negative regulation of calcium ion export across plasma membrane	Calmodulin-1	Homo sapiens (human)
mitochondrion-endoplasmic reticulum membrane tethering	Calmodulin-1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
calcium ion binding	Calmodulin-1	Homo sapiens (human)
protein binding	Calmodulin-1	Homo sapiens (human)
adenylate cyclase activator activity	Calmodulin-1	Homo sapiens (human)
calcium channel inhibitor activity	Calmodulin-1	Homo sapiens (human)
protein kinase binding	Calmodulin-1	Homo sapiens (human)
titin binding	Calmodulin-1	Homo sapiens (human)
protein serine/threonine kinase activator activity	Calmodulin-1	Homo sapiens (human)
transmembrane transporter binding	Calmodulin-1	Homo sapiens (human)
calcium-dependent protein binding	Calmodulin-1	Homo sapiens (human)
protein phosphatase activator activity	Calmodulin-1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
spindle pole	Calmodulin-1	Homo sapiens (human)
extracellular region	Calmodulin-1	Homo sapiens (human)
nucleus	Calmodulin-1	Homo sapiens (human)
nucleoplasm	Calmodulin-1	Homo sapiens (human)
cytoplasm	Calmodulin-1	Homo sapiens (human)
centrosome	Calmodulin-1	Homo sapiens (human)
cytosol	Calmodulin-1	Homo sapiens (human)
spindle microtubule	Calmodulin-1	Homo sapiens (human)
plasma membrane	Calmodulin-1	Homo sapiens (human)
sarcomere	Calmodulin-1	Homo sapiens (human)
vesicle	Calmodulin-1	Homo sapiens (human)
myelin sheath	Calmodulin-1	Homo sapiens (human)
sperm midpiece	Calmodulin-1	Homo sapiens (human)
voltage-gated potassium channel complex	Calmodulin-1	Homo sapiens (human)
protein-containing complex	Calmodulin-1	Homo sapiens (human)
calcium channel complex	Calmodulin-1	Homo sapiens (human)
catalytic complex	Calmodulin-1	Homo sapiens (human)
cytoplasm	Calmodulin-1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (26)

Assay ID	Title	Year	Journal	Article
AID377430	Stimulation of IL10 production in human PBMC at 0.1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID377431	Stimulation of IL10 production in human PBMC at 1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID377670	Cytotoxicity against human PBMC at 0.1 ug/mL	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID377428	Stimulation of IL6 production in human PBMC at 0.1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID338638	Antimicrobial activity against Staphylococcus aureus	2002	Journal of natural products, Mar, Volume: 65, Issue:3	Bioactive metabolites from a marine-derived strain of the fungus Emericella variecolor.
AID605819	Inhibition of human monobromobimane tagged-calmodulin L39C/V91C mutant by fluorescence spectrophotometric analysis	2011	Journal of medicinal chemistry, Jun-09, Volume: 54, Issue:11	Development of the fluorescent biosensor hCalmodulin (hCaM)L39C-monobromobimane(mBBr)/V91C-mBBr, a novel tool for discovering new calmodulin inhibitors and detecting calcium.
AID468244	Antimycobacterial activity against Mycobacterium tuberculosis H37Ra by microplate Alamar blue assay	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Prenylxanthones and a bicyclo[3.3.1]nona-2,6-diene derivative from the fungus Emericella rugulosa.
AID377671	Cytotoxicity against human PBMC at 1 ug/mL	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID377424	Stimulation of IL2 production in human PBMC at 0.1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID468243	Antimalarial activity against multidrug-resistant Plasmodium falciparum K1 assessed as inhibition of [3H]hypoxanthine uptake by microculture radioisotope technique	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Prenylxanthones and a bicyclo[3.3.1]nona-2,6-diene derivative from the fungus Emericella rugulosa.
AID377426	Stimulation of IL4 production in human PBMC at 0.1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID338639	Antimicrobial activity against Escherichia coli	2002	Journal of natural products, Mar, Volume: 65, Issue:3	Bioactive metabolites from a marine-derived strain of the fungus Emericella variecolor.
AID468247	Cytotoxicity against human NCI-H187 cells by SRB assay	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Prenylxanthones and a bicyclo[3.3.1]nona-2,6-diene derivative from the fungus Emericella rugulosa.
AID395887	Inhibition of recombinant calmodulin mediated bovine brain PDE1 activation assessed as effect on inorganic phosphate release by spectrophotometry	2009	Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6	Calmodulin inhibitors from the fungus Emericella sp.
AID377668	Stimulation of IFN-gamma production in human PBMC at 0.1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID338637	Antimicrobial activity against Bacillus subtilis	2002	Journal of natural products, Mar, Volume: 65, Issue:3	Bioactive metabolites from a marine-derived strain of the fungus Emericella variecolor.
AID377427	Stimulation of IL4 production in human PBMC at 1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID377425	Stimulation of IL2 production in human PBMC at 1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID377667	Stimulation of TNFalpha production in human PBMC at 1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID338636	Antimicrobial activity against Enterococcus faecalis	2002	Journal of natural products, Mar, Volume: 65, Issue:3	Bioactive metabolites from a marine-derived strain of the fungus Emericella variecolor.
AID468245	Cytotoxicity against human BC1 cells by SRB assay	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Prenylxanthones and a bicyclo[3.3.1]nona-2,6-diene derivative from the fungus Emericella rugulosa.
AID377429	Stimulation of IL6 production in human PBMC at 1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID377669	Stimulation of IFN-gamma production in human PBMC at 1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID607091	Binding affinity to human monobromobimane tagged-calmodulin L39C/V91C mutant by fluorescence spectrophotometric analysis	2011	Journal of medicinal chemistry, Jun-09, Volume: 54, Issue:11	Development of the fluorescent biosensor hCalmodulin (hCaM)L39C-monobromobimane(mBBr)/V91C-mBBr, a novel tool for discovering new calmodulin inhibitors and detecting calcium.
AID377432	Stimulation of TNFalpha production in human PBMC at 0.1 ug/mL after 24 hrs by flow cytometry with cytometric bead array method	2006	Journal of natural products, Jul, Volume: 69, Issue:7	Arugosins G and H: prenylated polyketides from the marine-derived fungus Emericellanidulans var. acristata.
AID468246	Cytotoxicity against human KB cells by SRB assay	2009	Journal of natural products, Aug, Volume: 72, Issue:8	Prenylxanthones and a bicyclo[3.3.1]nona-2,6-diene derivative from the fungus Emericella rugulosa.
[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	4 (80.00)	29.6817
2010's	1 (20.00)	24.3611
2020's	0 (0.00)	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	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	5 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
chlorpromazine Chlorpromazine: The prototypical phenothiazine antipsychotic drug. Like the other drugs in this class chlorpromazine's antipsychotic actions are thought to be due to long-term adaptation by the brain to blocking DOPAMINE RECEPTORS. Chlorpromazine has several other actions and therapeutic uses, including as an antiemetic and in the treatment of intractable hiccup.. chlorpromazine : A substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropanamine moiety.	2.05	1	organochlorine compound; phenothiazines; tertiary amine	anticoronaviral agent; antiemetic; dopaminergic antagonist; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; phenothiazine antipsychotic drug
ellipticine ellipticine : A organic heterotetracyclic compound that is pyrido[4,3-b]carbazole carrying two methyl substituents at positions 5 and 11.	2.05	1	indole alkaloid; organic heterotetracyclic compound; organonitrogen heterocyclic compound; polycyclic heteroarene	antineoplastic agent; plant metabolite
isoniazid Hydra: A genus of freshwater polyps in the family Hydridae, order Hydroida, class HYDROZOA. They are of special interest because of their complex organization and because their adult organization corresponds roughly to the gastrula of higher animals.. hydrazide : Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH by -NRNR2 (R groups are commonly H). (IUPAC).	2.05	1	carbohydrazide	antitubercular agent; drug allergen
trifluoperazine [no description available]	2.06	1	N-alkylpiperazine; N-methylpiperazine; organofluorine compound; phenothiazines	antiemetic; calmodulin antagonist; dopaminergic antagonist; EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor; EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor; phenothiazine antipsychotic drug
kanamycin sulfate [no description available]	2.05	1	aminoglycoside sulfate salt	antibacterial drug; geroprotector
varitriol varitriol: from marine-derived strain of the fungus Emericella variecolor; structure in first source	2.01	1
sterigmatocystin [no description available]	2.03	1	sterigmatocystins	metabolite

Condition	Relationship Strength	Studies
Breast Cancer [description not available]	2.01	1
Cancer of Colon [description not available]	2.01	1
Cancer of Kidney [description not available]	2.01	1
Leukemia P388 An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.	2.01	1
Cancer of Lung [description not available]	2.01	1
Cancer of Prostate [description not available]	2.01	1
Central Nervous System Neoplasm [description not available]	2.01	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.01	1
Colonic Neoplasms Tumors or cancer of the COLON.	2.01	1
Kidney Neoplasms Tumors or cancers of the KIDNEY.	2.01	1
Lung Neoplasms Tumors or cancer of the LUNG.	2.01	1
Prostatic Neoplasms Tumors or cancer of the PROSTATE.	2.01	1
Central Nervous System Neoplasms Benign and malignant neoplastic processes that arise from or secondarily involve the brain, spinal cord, or meninges.	2.01	1

shamixanthone

Description

Cross-References

Synonyms (15)

Roles (1)

Drug Classes (3)

Protein Targets (1)

Inhibition Measurements

Biological Processes (31)

Molecular Functions (10)

Ceullar Components (17)

Bioassays (26)

Research

Studies (5)

Market Indicators

Research Demand Index: 12.50

Study Types

shamixanthone

Description

Cross-References

Synonyms (15)

Roles (1)

Drug Classes (3)

Protein Targets (1)

Inhibition Measurements

Biological Processes (31)

Molecular Functions (10)

Ceullar Components (17)

Bioassays (26)

Research

Studies (5)

Market Indicators

Research Demand Index: 12.50

Study Types

Related Drugs (7)

Related Conditions (13)