Classification Term: 689

Naphthopyranones (ontology term: CHEMONTID:0001641)

Compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system." []

found 23 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Naphthopyrans

Child Taxonomies: Naphthopyranone glycosides

Toralactone

9,10-Dihydroxy-7-methoxy-3-methyl-1H-naphtho[2,3-c]pyran-1-one, 9CI

C15H12O5 (272.0685)


Toralactone is an organic heterotricyclic compound that is 9,10-dihydroxy-1H-benzo[g]isochromen-1-one substituted at positions 3 and 7 by methyl and methoxy groups respectively. It has a role as a plant metabolite. It is an organic heterotricyclic compound, a lactone, a member of phenols, an aromatic ether, a polyketide and a naphtho-alpha-pyrone. It is functionally related to a nor-toralactone. Toralactone is a natural product found in Senna obtusifolia and Senna tora with data available. An organic heterotricyclic compound that is 9,10-dihydroxy-1H-benzo[g]isochromen-1-one substituted at positions 3 and 7 by methyl and methoxy groups respectively. Isolated from seeds of Cassia tora (charota). Toralactone is found in coffee and coffee products, herbs and spices, and pulses. Toralactone is found in coffee and coffee products. Toralactone is isolated from seeds of Cassia tora (charota). Toralactone, isolated from Cassia obtusifolia, mediates hepatoprotection via an Nrf2-dependent anti-oxidative mechanism[1]. Toralactone, isolated from Cassia obtusifolia, mediates hepatoprotection via an Nrf2-dependent anti-oxidative mechanism[1].

   

beta-Lapachone

2,2-dimethyl-2H,3H,4H,5H,6H-naphtho[1,2-b]pyran-5,6-dione

C15H14O3 (242.0943)


[Raw Data] CB138_beta-Lapachone_pos_30eV_CB000050.txt [Raw Data] CB138_beta-Lapachone_pos_50eV_CB000050.txt [Raw Data] CB138_beta-Lapachone_pos_10eV_CB000050.txt [Raw Data] CB138_beta-Lapachone_pos_20eV_CB000050.txt [Raw Data] CB138_beta-Lapachone_pos_40eV_CB000050.txt β-Lapachone (ARQ-501;NSC-26326) is a naturally occurring O-naphthoquinone, acts as a topoisomerase I inhibitor, and induces apoptosis by inhibiting cell cycle progression. β-Lapachone (ARQ-501;NSC-26326) is a naturally occurring O-naphthoquinone, acts as a topoisomerase I inhibitor, and induces apoptosis by inhibiting cell cycle progression.

   

Aurasperone D

5,6-dihydroxy-10-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-7-yl}-8-methoxy-2-methyl-4H-benzo[g]chromen-4-one

C31H24O10 (556.1369)


Aurasperone D is found in mango. Aurasperone D is a mycotoxin from Aspergillus niger infected mango fruits. Mycotoxin from Aspergillus niger infected mango fruits. Aurasperone D is found in mango.

   

5,6,8-Trihydroxy-2-methylbenzo[g]chromen-4-one

5,6,8-Trihydroxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one

C14H10O5 (258.0528)


5,6,8-Trihydroxy-2-methylbenzo[g]chromen-4-one is found in coffee and coffee products. 5,6,8-Trihydroxy-2-methylbenzo[g]chromen-4-one is isolated from seeds of Cassia tora (charota). Isolated from seeds of Cassia tora (charota). Norrubrofusarin is found in coffee and coffee products, herbs and spices, and pulses.

   

Nigerone

5-hydroxy-10-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-10-yl}-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

C32H26O10 (570.1526)


Nigerone is produced by Aspergillus niger. Mycotoxin. Production by Aspergillus niger. Mycotoxin.

   

6-O-Demethylnigerone

5,6-dihydroxy-10-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-10-yl}-8-methoxy-2-methyl-4H-benzo[g]chromen-4-one

C31H24O10 (556.1369)


6-O-Demethylnigerone is from Aspergillus niger. Mycotoxin. From Aspergillus niger. Mycotoxin.

   

Fonsecin

2,3-dihydro-2,5,8-Trihydroxy-6-methoxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one, 9ci

C15H14O6 (290.079)


Fonsecin is a mycotoxin from a mutant of Aspergillus fonsecaeus also known as Aspergillus carbonarius. Mycotoxin from a mutant of Aspergillus fonsecaeus also known as Aspergillus carbonarius.

   

Isonigerone

5-hydroxy-10-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-benzo[h]chromen-6-yl}-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

C32H26O10 (570.1526)


Isonigerone is a mycotoxin from Aspergillus niger isolated from infected peanuts. Mycotoxin from Aspergillus niger isolated from infected peanuts.

   

Aurasperone C

2,5-dihydroxy-6,8-dimethoxy-2-methyl-10-{2,5,8-trihydroxy-6-methoxy-2-methyl-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-7-yl}-2H,3H,4H-naphtho[2,3-b]pyran-4-one

C31H28O12 (592.1581)


Aurasperone C is a mycotoxin pigment from Aspergillus niger and Aspergillus awamor

   

Isoaurasperone A

6-hydroxy-10-{6-hydroxy-5,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-7-yl}-5,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

C32H26O10 (570.1526)


Isoaurasperone A is a mycotoxin from Aspergillus niger infected mango fruits. Mycotoxin from Aspergillus niger infected mango fruits.

   

Fonsecin B

2,5-Dihydroxy-6,8-dimethoxy-2-methyl-2,3-dihydro-4H-naphtho[2,3-b]pyran-4-one

C16H16O6 (304.0947)


Fonsecin B is a mycotoxin from a mutant of Aspergillus fonsecaeus also known as Aspergillus carbonarius. Mycotoxin from a mutant of Aspergillus fonsecaeus also known as Aspergillus carbonarius.

   

Aurasperone E

2,5-dihydroxy-7-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-10-yl}-6,8-dimethoxy-2-methyl-2H,3H,4H-naphtho[2,3-b]pyran-4-one

C32H28O11 (588.1632)


Aurasperone E is a mycotoxin produced by Aspergillus fonsecaeus and Aspergillus niger. It is isolated from Aspergillus niger infected mango fruits. Mycotoxin production by Aspergillus fonsecaeus and Aspergillus niger. Isolated from Aspergillus niger infected mango fruits.

   

Aurasperone A

5-hydroxy-10-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-7-yl}-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

C32H26O10 (570.1526)


Aurasperone A is a metabolite of Aspergillus niger, Aspergillus awamori and Aspergillus fonsecaeus. It is isolated from Aspergillus niger infected mango fruits. Metabolite of Aspergillus niger, Aspergillus awamori and Aspergillus fonsecaeus. Isolated from Aspergillus niger infected mango fruits.

   

Aurasperone B

10-{2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-2H,3H,4H-naphtho[2,3-b]pyran-7-yl}-2,5-dihydroxy-6,8-dimethoxy-2-methyl-2H,3H,4H-naphtho[2,3-b]pyran-4-one

C32H30O12 (606.1737)


Aurasperone B is a mycotoxin from Aspergillus niger, Aspergillus awamori and Aspergillus fonsecaeu

   

Asperxanthone

5-Hydroxy-8,10-dimethoxy-2-methyl-4H-naphtho[1,2-b]pyran-4-one, 9ci

C16H14O5 (286.0841)


Asperxanthone is found in fruits. Asperxanthone is a constituent of Aspergillus niger, Aspergillus awamori and Aspergillus fonsecaeus. It is isolated from A. niger infected mango fruits and peanuts

   

Fonsecinone B

2,5-dihydroxy-10-{5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-7-yl}-6,8-dimethoxy-2-methyl-2H,3H,4H-naphtho[2,3-b]pyran-4-one

C32H28O11 (588.1632)


Fonsecinone B is a mycotoxin produced by Aspergillus fonsecaeus. It is isolated from infected mango fruits. Mycotoxin production by Aspergillus fonsecaeus. Isolated from infected mango fruits.

   

Dianhydroaurasperone C

10-{5,8-dihydroxy-6-methoxy-2-methyl-4-oxo-4H-benzo[g]chromen-7-yl}-5-hydroxy-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

C31H24O10 (556.1369)


Dianhydroaurasperone C is produced by Aspergillus niger. Production by Aspergillus niger.

   

Nabilone

(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,8H,9H,10H,10aH-benzo[c]isochromen-9-one

C24H36O3 (372.2664)


Nabilone is a synthetic cannabinoid with therapeutic use as an antiemetic and as an adjunct analgesic for neuropathic pain. It is a synthetic cannabinoid, which mimics the main ingredient of marijuana (THC) but it has more predictable side effects and causes no or minimal euphoria. Nabilone is not derived from the cannabis plant as is dronabinol. In Canada, the United States, the United Kingdom and Mexico, nabilone is marketed as Cesamet. It was approved in 1985 by the United States FDA for treatment of chemotherapy-induced nausea and vomiting that has not responded to conventional antiemetics. Though it was approved by the FDA in 1985, the drug only began marketing in the United States in 2006. It is also approved for use in treatment of anorexia and weight loss in patients with AIDS. Although it doesnt have the official indication (except in Mexico), nabilone is widely used as an adjunct therapy for chronic pain management. Numerous trials and case studies have demonstrate various benefits for condition such as fibromyalgia and multiple scerosis. Nabilone is a racemate consisting of the (S,S) and the (R,R) isomers (trans). A - Alimentary tract and metabolism > A04 - Antiemetics and antinauseants > A04A - Antiemetics and antinauseants D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014151 - Anti-Anxiety Agents D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents C78272 - Agent Affecting Nervous System > C267 - Antiemetic Agent D005765 - Gastrointestinal Agents > D000932 - Antiemetics

   

O-Demethylfonsecin

2,5,6,8-tetrahydroxy-2-methyl-2H,3H,4H-naphtho[2,3-b]pyran-4-one

C14H12O6 (276.0634)


O-Demethylfonsecin is a pigment from a mutant of Aspergillus fonsecaeus also known as Aspergillus carbonarius. Pigment from a mutant of Aspergillus fonsecaeus also known as Aspergillus carbonarius.

   

Edulone A

2-{3,4,6-trihydroxy-1,12-dimethyl-8,11-dioxo-10-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2(7),3,5,9(16),12-pentaen-5-yl}propyl acetic acid

C22H22O8 (414.1315)


Edulone A is found in root vegetables. Edulone A is a constituent of Plectranthus edulis (oromo dinich) Constituent of Plectranthus edulis (oromo dinich). Edulone A is found in root vegetables.

   

Cesamet

1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,8H,9H,10H,10aH-benzo[c]isochromen-9-one

C24H36O3 (372.2664)


   

Pterocarpanquinone

3,12-dioxapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-1(13),4,6,8,15,17,19-heptaene-14,21-dione

C19H12O4 (304.0736)


   

splitomicin

1,2-Dihydro-3H-naphtho[2,1-b]-pyran-3-one

C13H10O2 (198.0681)