NCBI Taxonomy: 1096003

Millettia ferruginea (ncbi_taxid: 1096003)

found 30 associated metabolites at species taxonomy rank level.

Ancestor: Millettia

Child Taxonomies: none taxonomy data.

Rotenone

[1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, [2R-(2alpha,6aalpha,12aalpha)]-

C23H22O6 (394.1416312)


Rotenone appears as colorless to brownish crystals or a white to brownish-white crystalline powder. Has neither odor nor taste. (NTP, 1992) Rotenone is a member of the class of rotenones that consists of 1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one substituted at position 2 by a prop-1-en-2-yl group and at positions 8 and 9 by methoxy groups (the 2R,6aS,12aS-isomer). A non-systemic insecticide, it is the principal insecticidal constituent of derris (the dried rhizome and root of Derris elliptica). It has a role as a phytogenic insecticide, a mitochondrial NADH:ubiquinone reductase inhibitor, a metabolite, an antineoplastic agent, a toxin and a piscicide. It is an organic heteropentacyclic compound and a member of rotenones. Rotenone is an isoflavone compound that naturally occurs in the jicama vine plant as well as many Fabaceae plants. It has broad spectrum insecticide and pesticide activity and is also toxic to fish. Rotenone is a natural product found in Pachyrhizus erosus, Millettia ferruginea, and other organisms with data available. Rotenone is a naturally occurring organic heteropentacyclic compound and member of rotenones that is found in the roots of several plant species. It is a mitochondrial NADH:ubiquinone reductase inhibitor, toxin, and metabolite, and is used as an antineoplastic agent and insecticide. It is characterized as a colorless to brownish or a white to brownish-white crystalline solid that is odorless. Exposure occurs by inhalation, ingestion, or contact. Rotenone is found in jicama. Rotenone is widely distributed in the Leguminosae (Papilionoideae) e.g. Pachyrrhizus erosus (yam bean).Rotenone is an odorless chemical that is used as a broad-spectrum insecticide, piscicide, and pesticide. It occurs naturally in the roots and stems of several plants such as the jicama vine plant. In mammals, including humans, it is linked to the development of Parkinsons disease. (Wikipedia) Rotenone has been shown to exhibit apoptotic, neuroprotectant and neuroprotective functions (A7776, A7777, A7777).Rotenone belongs to the family of Rotenoids. These are phenolic compounds containing aA cis-fused tetrahydrochromeno[3,4-b]chromenenucleus. Many rotenoids contain an additional ring, e.g rotenone[1]. (Reference: [1] IUPAC. Compendium of Chemical Terminology, 2nd ed. (the Gold Book). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. doi:10.1351/goldbook. (PAC, 1995, 67, 1307 (Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)) on page 1364)). A botanical insecticide that is an inhibitor of mitochondrial electron transport. Rotenone is found in jicama. Rotenone is widely distributed in the Leguminosae (Papilionoideae) e.g. Pachyrrhizus erosus (yam bean).Rotenone is an odorless chemical that is used as a broad-spectrum insecticide, piscicide, and pesticide. It occurs naturally in the roots and stems of several plants such as the jicama vine plant. In mammals, including humans, it is linked to the development of Parkinsons disease. A member of the class of rotenones that consists of 1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one substituted at position 2 by a prop-1-en-2-yl group and at positions 8 and 9 by methoxy groups (the 2R,6aS,12aS-isomer). A non-systemic insecticide, it is the principal insecticidal constituent of derris (the dried rhizome and root of Derris elliptica). Widely distrib. in the Leguminosae (Papilionoideae) e.g. Pachyrrhizus erosus (yam bean) D004791 - Enzyme Inhibitors > D014475 - Uncoupling Agents D010575 - Pesticides > D007306 - Insecticides D016573 - Agrochemicals Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production.

   

Tephrosin

(1R,14R)-14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one

C23H22O7 (410.1365462)


Tephrosin is a member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities. It has a role as a pesticide, an antineoplastic agent and a metabolite. It is an organic heteropentacyclic compound, an aromatic ether, a cyclic ketone and a member of rotenones. Tephrosin is a natural product found in Millettia ferruginea, Tephrosia vogelii, and other organisms with data available. A member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities.

   

(-)-cis-Rotenolone

(1R,6R,13R)-13-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

C23H22O7 (410.1365462)


(-)-cis-Rotenolone is found in jicama. (-)-cis-Rotenolone is isolated from Pachyrrhizus erosus (yam bean). Isolated from Pachyrrhizus erosus (yam bean). (-)-cis-Rotenolone is found in jicama and pulses.

   

Anhydropisatin

16-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-1(12),2,4(8),9,13(18),14,16-heptaene

C17H12O5 (296.0684702)


Anhydropisatin is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Thus, anhydropisatin is considered to be a flavonoid lipid molecule. Anhydropisatin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Anhydropisatin can be found in common pea, which makes anhydropisatin a potential biomarker for the consumption of this food product.

   

Isobavachromene

1- (2,2-Dimethyl-5-hydroxy-2H-1-benzopyran-6-yl) -3- (4-hydroxyphenyl) -2-propene-1-one

C20H18O4 (322.1205028)


4-Hydroxylonchocarpin is a chalcone compound from an extract of Psoralea corylifolia. 4-Hydroxylonchocarpin increases phosphorylation of p38 MAPK, JNK and ERK. 4-Hydroxylonchocarpin has diverse pharmacological activities, including antibacterial, antifungal, anticancer, antireverse transcriptase, antitubercular, antimalarial, anti-inflammatory and antioxidant activities[1]. 4-Hydroxylonchocarpin is a chalcone compound from an extract of Psoralea corylifolia. 4-Hydroxylonchocarpin increases phosphorylation of p38 MAPK, JNK and ERK. 4-Hydroxylonchocarpin has diverse pharmacological activities, including antibacterial, antifungal, anticancer, antireverse transcriptase, antitubercular, antimalarial, anti-inflammatory and antioxidant activities[1].

   

Preferrugone

7-Hydroxy-2,5-dimethoxy-3,4-methylenedioxy-8-prenylisoflavone

C23H22O7 (410.1365462)


   

Isojamaicin

3-Methoxy-4,5-methylenedioxy-6",6"-dimethylpyrano [ 2",3":7,8 ] isoflavone

C22H18O6 (378.1103328)


   

Predurmillone

7-Hydroxy-6-methoxy-3,4-methylenedioxy-8-prenylisoflavone

C22H20O6 (380.125982)


   

Pre-5-methoxydurmillone

7-Hydroxy-5,6-dimethoxy-3,4-methylenedioxy-8-prenylisoflavone

C23H22O7 (410.1365462)


   

5-Methoxydurmillone

5,6-Dimethoxy-3,4methylenedioxy-6",6"-dimethylpyrano [ 2",3":7,8 ] isoflavone

C23H20O7 (408.120897)


   

Calopogoniumisoflavone A

4-Methoxy-6",6"-dimethylpyrano [ 2",3":7,8 ] isoflavone

C21H18O4 (334.1205028)


   

Nordurlettone

7-Hydroxy-4-prenyloxyisoflavone

C20H18O4 (322.1205028)


   

7-Geranylformononetin

3- (4-Methoxyphenyl) -7- [ [ (2E) -3,7-dimethyl-2,6-octadien ] -1-yloxy ] -4H-1-benzopyran-4-one

C26H28O4 (404.19874880000003)


   

Prebarbigerone

7,2,4,5-Tetramethoxy-8-prenylisoflavone

C24H26O6 (410.17292960000003)


   

Barbigerone

3- (2,4,5-Trimethoxyphenyl) -8,8-dimethyl-4H,8H-benzo [ 1,2-b:3,4-b ] dipyran-4-one

C23H22O6 (394.1416312)


   

Durmillone

3- (1,3-Benzodioxol-5-yl) -6-methoxy-8,8-dimethyl-4H,8H-benzo [ 1,2-b:3,4-b ] dipyran-4-one

C22H18O6 (378.1103328)


   

Ferrugone

3- (2,5-Dimethoxy-3,4-methylenedioxyphenyl) -8,8-dimethyl-4H,8H-benzo [ 1,2-b:3,4-b ] dipyran-4-one

C23H20O7 (408.120897)


   

Ichthynone

6-Methoxy-3- (6-methoxy-1,3-benzodioxol-5-yl) -8,8-dimethyl-4H,8H-benzo [ 1,2-b:3,4-b ] dipyran-4-one

C23H20O7 (408.120897)


   

Jamaicin

3- (6-Methoxy-1,3-benzodioxol-5-yl) -8,8-dimethyl-4H,8H-benzo [ 1,2-b:3,4-b ] dipyran-4-one

C22H18O6 (378.1103328)


   

Anhydropisatin

3-Methoxy-6H- [ 1,3 ] dioxolo [ 5,6 ] benzofuro [ 3,2-c ] [ 1 ] benzopyran

C17H12O5 (296.0684702)


   

Rotenone

Pesticide4_Rotenone_C23H22O6_Furo[2,3:7,8][1]benzopyrano[2,3-c][1]benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aS,12aS)-

C23H22O6 (394.1416312)


Origin: Plant, Pyrans relative retention time with respect to 9-anthracene Carboxylic Acid is 1.283 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.281 Acquisition and generation of the data is financially supported by the Max-Planck-Society D004791 - Enzyme Inhibitors > D014475 - Uncoupling Agents D010575 - Pesticides > D007306 - Insecticides D016573 - Agrochemicals IPB_RECORD: 2241; CONFIDENCE confident structure Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production.

   

(Rac)-Tephrosin

(1R,14R)-14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0^{3,12.0^{4,9.0^{15,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one

C23H22O7 (410.1365462)


(1R,14R)-14-Hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0^{3,12.0^{4,9.0^{15,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one is a member of rotenones. (1R,14R)-14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0^{3,12.0^{4,9.0^{15,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one is a natural product found in Millettia ferruginea, Derris trifoliata, and other organisms with data available.

   

4-Geranyloxy-4,2-dihydroxychalcone

4-Geranyloxy-4,2-dihydroxychalcone

C25H28O4 (392.19874880000003)


   
   
   

12a-Hydroxyrotenone

12a-Hydroxyrotenone

C23H22O7 (410.1365462)


   

7-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-3-(4-methoxyphenyl)chromen-4-one

7-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-3-(4-methoxyphenyl)chromen-4-one

C26H28O4 (404.19874880000003)


   
   

1-{4-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-2-hydroxyphenyl}-3-(4-hydroxyphenyl)prop-2-en-1-one

1-{4-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-2-hydroxyphenyl}-3-(4-hydroxyphenyl)prop-2-en-1-one

C25H28O4 (392.19874880000003)


   

(2e)-1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

(2e)-1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

C25H28O4 (392.19874880000003)