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4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2

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catalystActivity	[CatalystActivity:1118973] acyltransferase activity, transferring groups other than amino-acyl groups of chalcone synthase (LOC_OS07G11440.1) [cytosol]
compartment	[Compartment:459] cytoplasm
created	[InstanceEdit:1164949] Wu, Guanming, 2010-12-11
crossReference	[DatabaseIdentifier:71842] EC:2.3.1.- [DatabaseIdentifier:1140876] RiceCyc:RXN-7575
dbId	1121663
displayName	4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2
eventOf	[Pathway:R-OSA-1119630] Resveratrol biosynthesis - Oryza sativa
followingEvent	[Reaction:R-OSA-1120371] 4-coumaroyl-CoA+malonyl-CoA+coumaroyl-CoA->resveratrol+coenzyme A+CO2 - Oryza sativa
input	[SimpleEntity:R-ALL-1130740] 4-coumaroyl-CoA [cytosol] [SimpleEntity:R-ALL-1131945] coumaroyl-CoA [cytosol] [SimpleEntity:R-ALL-29508] Mal-CoA [cytosol]
isInDisease	false
isInferred	false
modified	[InstanceEdit:11540225] Elser, Justin, 2025-03-27
name	4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 RXN-7575 biochemicalReaction75244
orthologousEvent	[Reaction:R-QSU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Quercus suber [Reaction:R-VUN-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Vigna unguiculata [Reaction:R-CQI-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Chenopodium quinoa [Reaction:R-ACH-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Actinidia chinensis [Reaction:R-ADU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Arachis duranensis [Reaction:R-OOF-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Oryza officinalis [Reaction:R-CCL-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Citrus clementina [Reaction:R-VRA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Vigna radiata [Reaction:R-ECU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Eragrostis curvula [Reaction:R-PSO-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Papaver somniferum [Reaction:R-TDI-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Triticum dicoccoides [Reaction:R-PVE-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Pistacia vera [Reaction:R-PHA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Panicum hallii ("FIL2") [Reaction:R-HLP-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Humulus lupulus var. lupulus [Reaction:R-AUM-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Aegilops umbellulata [Reaction:R-TSP-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Triticum spelta subsp. spelta [Reaction:R-CCA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Cajanus cajan [Reaction:R-CAR-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Cicer arietinum [Reaction:R-PTA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Pinus taeda [Reaction:R-TUR-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Triticum urartu [Reaction:R-ACO-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Ananas comosus [Reaction:R-CML-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Cucumis melo [Reaction:R-OGU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Oryza glumaepatula [Reaction:R-CSI-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Citrus sinensis [Reaction:R-MTR-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Medicago truncatula [Reaction:R-HLH-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Humulus lupulus [Reaction:R-ZJA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Zoysia japonica [Reaction:R-TAE-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Triticum aestivum [Reaction:R-TTI-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Triticum timopheevii subsp. timopheevii [Reaction:R-PPA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Physcomitrella patens [Reaction:R-GRA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Gossypium raimondii [Reaction:R-PAB-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Picea abies [Reaction:R-OGR-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Oryza meyeriana var. granulata [Reaction:R-SHI-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Salvia hispanica [Reaction:R-SCR-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Secale cereale [Reaction:R-VAN-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Vigna angularis [Reaction:R-CCP-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Corchorus capsularis [Reaction:R-CCI-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Corymbia citriodora [Reaction:R-EGR-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Eucalyptus grandis [Reaction:R-DCA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Daucus carota [Reaction:R-ETE-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Eragrostis tef [Reaction:R-HAN-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Helianthus annuus [Reaction:R-ITR-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Ipomoea triloba [Reaction:R-TCA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Theobroma cacao [Reaction:R-SIT-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Setaria italica [Reaction:R-TTU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Triticum turgidum [Reaction:R-PDA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Phoenix dactylifera [Reaction:R-JCU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Jatropha curcas [Reaction:R-VVN-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Vitis vinifera [Reaction:R-MES-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Manihot esculenta [Reaction:R-MAC-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Musa acuminata [Reaction:R-AHY-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Arachis hypogaea [Reaction:R-COL-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Corchorus olitorius [Reaction:R-TPR-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Trifolium pratense [Reaction:R-MGU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Erythranthe guttata [Reaction:R-OSI-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Oryza sativa Indica Group [Reaction:R-BVU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Beta vulgaris [Reaction:R-JRE-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Juglans regia [Reaction:R-CLA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Citrullus lanatus [Reaction:R-NNU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Nelumbo nucifera [Reaction:R-MPO-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Marchantia polymorpha [Reaction:R-FCR-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Ficus carica [Reaction:R-PHH-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Panicum hallii var. hallii ("HAL2") [Reaction:R-ECG-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Echinochloa crus-galli [Reaction:R-CCD-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Cynara cardunculus var. scolymus [Reaction:R-LST-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Lathyrus sativus [Reaction:R-GMA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Glycine max [Reaction:R-AIP-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Arachis ipaensis [Reaction:R-SBI-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Sorghum bicolor [Reaction:R-OGL-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Oryza glaberrima [Reaction:R-HVU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Hordeum vulgare [Reaction:R-ATA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Aegilops tauschii [Reaction:R-SSP-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Saccharum spontaneum [Reaction:R-QLO-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Quercus lobata [Reaction:R-CSK-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Cannabis sativa subsp. indica [Reaction:R-SMO-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Selaginella moellendorffii [Reaction:R-PTI-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Populus trichocarpa [Reaction:R-PVU-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Phaseolus vulgaris [Reaction:R-DEX-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Digitaria exilis [Reaction:R-CSA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Cucumis sativus [Reaction:R-LSA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Lactuca sativa [Reaction:R-FVE-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Fragaria vesca [Reaction:R-PED-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Phyllostachys edulis [Reaction:R-GSO-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Glycine soja [Reaction:R-LAN-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Lupinus angustifolius [Reaction:R-OKA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Oryza sativa aus subgroup [Reaction:R-SVI-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Setaria viridis [Reaction:R-VFA-1121663] 4-coumaroyl-CoA+coumaroyl-CoA+malonyl-CoA->bis-noryangonin+coenzyme A+CO2 - Vicia faba var. faba
output	[SimpleEntity:R-ALL-1132130] bis-noryangonin [cytosol] [SimpleEntity:R-ALL-113528] CO2 [cytosol] [SimpleEntity:R-ALL-76194] CoA-SH [cytosol]
precedingEvent	[Reaction:R-OSA-1120878] 4-coumaroyl-CoA+H2O+coumaroyl-CoA+malonyl-CoA->coenzyme A+CO2+p-coumaroyltriacetate - Oryza sativa
schemaClass	Reaction
species	[Species:186860] Oryza sativa
stId	R-OSA-1121663
summation	[Summation:2959994] Coumaroyl-CoA is converted into bis-noryangonin by enzymatic...

Referrals

(hasEvent)	[Pathway:R-OSA-1119630] Resveratrol biosynthesis - Oryza sativa
(precedingEvent)	[Reaction:R-OSA-1120371] 4-coumaroyl-CoA+malonyl-CoA+coumaroyl-CoA->resveratrol+coenzyme A+CO2 - Oryza sativa