Classification Term: 688
Naphthopyrans (ontology term: CHEMONTID:0001640)
Compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings." []
found 37 associated metabolites at class
metabolite taxonomy ontology rank level.
Ancestor: Organoheterocyclic compounds
Child Taxonomies: Naphthopyranones
Isocolumbin
Isocolumbin is found in fruits. Isocolumbin is isolated from Dioscoreophyllum cumminsii (serendipity berry). Isolated from Dioscoreophyllum cumminsii (serendipity berry). Isocolumbin is found in fruits. Columbin is a natural product found in Tinospora capillipes and Cleidion with data available. Columbin is an organic heterotricyclic compound and an organooxygen compound. (2S,4AR,6aR,7R,10R,10aS,10bS)-2-(furan-3-yl)-7-hydroxy-6a,10b-dimethyl-4a,5,6,6a,7,10,10a,10b-octahydro-1H-10,7-(epoxymethano)benzo[f]isochromene-4,12(2H)-dione is a natural product found in Vateria indica, Penianthus zenkeri, and other organisms with data available. Columbin is an orally active diterpenoid furanolactone from Calumbae radix, has anti-inflammatory and anti-trypanosomal effects. Columbin selectively inhibits COX-2 (EC50=53.1 μM) over COX-1 (EC50=327 μM)[1][2]. Columbin is an orally active diterpenoid furanolactone from Calumbae radix, has anti-inflammatory and anti-trypanosomal effects. Columbin selectively inhibits COX-2 (EC50=53.1 μM) over COX-1 (EC50=327 μM)[1][2].
Testolactone
Testolactone is only found in individuals that have used or taken this drug. It is an antineoplastic agent that is a derivative of progesterone and used to treat advanced breast cancer. [PubChem]Although the precise mechanism by which testolactone produces its clinical antineoplastic effects has not been established, its principal action is reported to be inhibition of steroid aromatase activity and consequent reduction in estrone synthesis from adrenal androstenedione, the major source of estrogen in postmenopausal women. Based on in vitro studies, the aromatase inhibition may be noncompetitive and irreversible. This phenomenon may account for the persistence of testolactones effect on estrogen synthesis after drug withdrawal. C274 - Antineoplastic Agent > C2189 - Signal Transduction Inhibitor > C129824 - Antineoplastic Protein Inhibitor C274 - Antineoplastic Agent > C129818 - Antineoplastic Hormonal/Endocrine Agent > C481 - Antiestrogen C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C1740 - Aromatase Inhibitor C471 - Enzyme Inhibitor > C129825 - Antineoplastic Enzyme Inhibitor C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist D000970 - Antineoplastic Agents
Lapachenole
Lapachenole is a member of the class of compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Lapachenole is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Lapachenole can be found in mexican oregano, which makes lapachenole a potential biomarker for the consumption of this food product.
Paxilline
Paxilline is an indole diterpene alkaloid with formula C27H33NO4 isolated from Penicillium paxilli. It is a potent inhibitor of large conductance Ca2(+)- and voltage-activated K(+) (BK)-type channels. It has a role as a mycotoxin, a Penicillium metabolite, an anticonvulsant, an Aspergillus metabolite, a potassium channel blocker, a genotoxin, a geroprotector and an EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor. It is an organic heterohexacyclic compound, a tertiary alcohol, a terpenoid indole alkaloid, an enone and a diterpene alkaloid. Paxilline is a natural product found in Penicillium thiersii, Aspergillus foveolatus, and other organisms with data available. Tremorgenic agent from Penicillium paxilli, Acremonium lorii, Emericella foveolata, Emericella desertorum and Emericella striata Paxilline is a potassium channel blocker. Paxilline is a toxic, tremorgenic indole alkaloid produced by Penicillium paxilli An indole diterpene alkaloid with formula C27H33NO4 isolated from Penicillium paxilli. It is a potent inhibitor of large conductance Ca2(+)- and voltage-activated K(+) (BK)-type channels. Tremorgenic agent from Penicillium paxilli, Acremonium lorii, Emericella foveolata, Emericella desertorum and Emericella striata D002317 - Cardiovascular Agents > D026902 - Potassium Channel Blockers D049990 - Membrane Transport Modulators Paxilline is an indole alkaloid mycotoxin from Penicillium paxilli, acts as a potent BK channels inhibitor by an almost exclusively closed-channel block mechanism. Paxilline also inhibits the sarco/endoplasmic reticulum Ca2+ ATPase (SERCA) with IC50s between 5 μM and 50 μM for differing isoforms. Paxilline possesses significant anticonvulsant activity[1][2][3].
Dehydroxypaxilline
Dehydroxypaxilline is a metabolite of Emericella striata. Metabolite of Emericella striata
PC-M6
Tremorgenic mycotoxin from Penicillium crustosum, Penicillium paxilli and Acremonium lolii. Tremorgenic mycotoxin from Penicillium crustosum, Penicillium paxilli and Acremonium lolii
Janthitrem B
Janthitrem B is produced by Penicillium janthinellum. Tremorgenic mycotoxi Production by Penicillium janthinellum. Tremorgenic mycotoxin. D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins
Heterophylol
Heterophylol is found in fruits. Heterophylol is a constituent of the root bark of Artocarpus heterophyllus (jackfruit). Constituent of the root bark of Artocarpus heterophyllus (jackfruit). Heterophylol is found in fruits.
Diosbulbin G
Diosbulbin G is found in root vegetables. Diosbulbin G is isolated from Dioscorea bulbifera (air potato). Isolated from Dioscorea bulbifera (air potato). Diosbulbin G is found in root vegetables.
Retrocalamin
Retrocalamin is found in citrus. Retrocalamin is a constituent of calamondin seeds (Citrus reticulata). Constituent of calamondin seeds (Citrus reticulata). Retrocalamin is found in citrus.
PC-M5
Tremorgenic mycotoxin from Penicillium crustosum. Tremorgenic mycotoxin from Penicillium crustosum
Janthitrem F
Janthitrem F is produced by Penicillium janthinellum. Tremorgenic mycotoxi Production by Penicillium janthinellum. Tremorgenic mycotoxin.
Momilactone B
Momilactone B is found in cereals and cereal products. Momilactone B is a constituent of Oryza sativa (rice) Momilactone B is an allelopathic agent produced from the roots of rice (Oryza sativa L.) (100 mg from 200 kg dry rice husk). It has been shown to be produced in high concentrations by the roots of rice seedlings. The production of momilactone B has also been induced in response to infection by blast fungus (Pyricularia oryzae) or irradiated with UV light. More recently is has been shown to be a potential chemotherapeutic agent against human colon cancer. The second step is the cyclization of syn-CDP to 9 -pimara-7,15-diene. This step is initiated by the elimination of the diphosphate group, a type A cyclization. The genes encoding for the type A cyclase were found by Otomo et al. in 2004. It is suggested that OsKS4, located on chromosome 4 (14.3cM) is one of the genes responsible for phytoalexin biosynthesis. After UV-radiation, OsKS4 mRNA levels rise drastically in response to the attack. Constituent of Oryza sativa (rice)
Diosbulbin D
Diosbulbin D belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Diosbulbin D is an extremely weak basic (essentially neutral) compound (based on its pKa). Diosbulbin D is found in root vegetables and is a constituent of Dioscorea bulbifera (air potato). Constituent of Dioscorea bulbifera (air potato). Diosbulbin D is found in root vegetables.
(7alpha,10beta)-1(10->19)-Abeo-7-acetoxyisoobacun-3,10-olide
(7alpha,10beta)-1(10->19)-Abeo-7-acetoxyisoobacun-3,10-olide is found in citrus. (7alpha,10beta)-1(10->19)-Abeo-7-acetoxyisoobacun-3,10-olide is a constituent of the fruits of a Citrus-Poncirus hybrid Constituent of the fruits of a Citrus-Poncirus hybrid. (7alpha,10beta)-1(10->19)-Abeo-7-acetoxyisoobacun-3,10-olide is found in citrus.
7alpha-1(10->19)-Abeo-7-acetoxyobacun-9(11)-ene
7alpha-1(10->19)-Abeo-7-acetoxyobacun-9(11)-ene is found in citrus. 7alpha-1(10->19)-Abeo-7-acetoxyobacun-9(11)-ene is a constituent of the fruits of a Citrus-Poncirus hybrid Constituent of the fruits of a Citrus-Poncirus hybrid. 7alpha-1(10->19)-Abeo-7-acetoxyobacun-9(11)-ene is found in citrus.
Diosbulbinoside D
Diosbulbinoside D belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Diosbulbinoside D is an extremely weak basic (essentially neutral) compound (based on its pKa). Diosbulbinoside D is found in root vegetables. Diosbulbinoside D has been isolated from Dioscorea bulbifera (air potato). Isolated from Dioscorea bulbifera (air potato). Diosbulbinoside D is found in root vegetables.
Janthitrem E
Janthitrem E is produced by Penicillium janthinellum. Tremorgenic mycotoxi Production by Penicillium janthinellum. Tremorgenic mycotoxin.
1'-O-Acetylpaxilline
1-O-Acetylpaxilline is a mycotoxin from the mycelium of Emericella striata. Mycotoxin from the mycelium of Emericella striata
Dukunolide D
Dukunolide D is found in fruits. Dukunolide D is a constituent of Lansium domesticum (langsat) Constituent of Lansium domesticum (langsat). Dukunolide D is found in fruits.
14alpha-Hydroxy-4beta-deoxypaxilline
14alpha-Hydroxy-4beta-deoxypaxilline is a metabolite of Penicillium paxilli and Acremonium lolii. Metabolite of Penicillium paxilli and Acremonium lolii
14alpha-Hydroxypaxilline
14alpha-Hydroxypaxilline is a metabolite from Penicillium paxilli. Also identified chromatographically in Acremonium lolii. Metabolite from Penicillium paxilliand is) also identified chromatographically in Acremonium lolii
8-Epidiosbulbin E acetate
8-Epidiosbulbin E acetate is found in root vegetables. 8-Epidiosbulbin E acetate is isolated from Dioscorea bulbifera (air potato Isolated from Dioscorea bulbifera (air potato). 8-Epidiosbulbin E acetate is found in root vegetables. 8-Epidiosbulbin E acetate, a furanoid, is abundant in Dioscorea bulbifera L.. 8-Epidiosbulbin E acetate exhibits broad-spectrum plasmid-curing activity against multidrug-resistant (MDR) bacteria. 8-Epidiosbulbin E acetate induces liver injury in mice[1][2]. 8-Epidiosbulbin E acetate, a furanoid, is abundant in Dioscorea bulbifera L.. 8-Epidiosbulbin E acetate exhibits broad-spectrum plasmid-curing activity against multidrug-resistant (MDR) bacteria. 8-Epidiosbulbin E acetate induces liver injury in mice[1][2].
Dukunolide C
Dukunolide C is found in fruits. Dukunolide C is from Lansium domesticum (langsat). From Lansium domesticum (langsat). Dukunolide C is found in fruits.
Dukunolide E
Dukunolide F is found in fruits. Dukunolide F is a constituent of Lansium domesticum (langsat) Constituent of Lansium domesticum (langsat). Dukunolide E is found in fruits.
penitrem A
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins Penitrem A is an indole diterpene neurotoxic alkaloid produced by Penicillium, acts as a selective BK channel antagonist with antiproliferative and anti-invasive activities against multiple malignancies. Penitrem A increases the spontaneous release of endogenous glutamate, gamma-aminobutyric acid (GABA) and aspartate from cerebrocortical synaptosomes, and induces tremorgenic syndromes in animals[1][2].
Borapetoside
Kudinoside A
Kudinoside F
Miroestrol
Penitrem B
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins