4-Coumaryl alcohol (BioCAD00000004268)

testis plant natural products

Metabolite Card

Formula: C9H10O2 (150.0681)
SMILES: OC\C=C\C1=CC=C(O)C=C1

Synonyms [en]

4-Coumaryl alcohol; p-coumaryl alcohol; trans-p-Coumaryl alcohol; 4-Hydroxycinnamyl alcohol; 4-[(1E)-3-hydroxyprop-1-en-1-yl]phenol; (E)-4-coumaroyl alcohol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

4-Coumaryl alcohol. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000004268). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

4-Coumaryl alcohol (CAS: 3690-05-9), also known as p-coumaryl alcohol or 4-hydroxycoumarin, belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. Outside of the human body, 4-Coumaryl alcohol has been detected, but not quantified in, several different foods, such as loquats, sweet basils, capers, red algae, and squashberries. This could make 4-coumaryl alcohol a potential biomarker for the consumption of these foods. 4-Coumaryl alcohol is a substrate for NAD(P)H dehydrogenase 1.

Cytoplasm Extracellular
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 20294-63-7
  • CAS Registry Number: 20649-40-5
  • CAS Registry Number: 2593-53-5
  • CAS Registry Number: 3690-05-9
  • PubChem: 5280535
  • PubChem: 94274
  • ChEBI: ChEBI:28386
  • ChEBI: ChEBI:64555
  • HMDB: HMDB0003654
  • HMDB: HMDB0135644
  • HMDB: HMDB03654
  • KEGG: C02646
  • BioCyc: COUMARYL-ALCOHOL
  • NCBI MeSH: p-coumaric acid
  • Wikipedia: Paracoumaryl_alcohol
  • RefMet: RM0136234
  • MoNA: PR308808
  • MoNA: RIKENPlaSMA008100
  • MoNA: RIKENPlaSMA008103
  • MoNA: RIKENPlaSMA008105
  • MoNA: RIKENPlaSMA008107
  • MoNA: RIKENPlaSMA008110
  • MoNA: RIKENPlaSMA008112
  • MoNA: RIKENPlaSMA008114
  • MoNA: RIKENPlaSMA008116
  • MoNA: RIKENPlaSMA008118
  • Metlin: METLIN_6971
  • Coconut NaturalProduct: CNP0243646.0
  • Coconut NaturalProduct: CNP0314907.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R04005 2.4.1.111 UDPglucose:coniferyl-alcohol 4'-beta-D-glucosyltransferase
KEGG:R04006 3.2.1.126 4-hydroxycinnamyl alcohol 4-D-glucoside beta-D-glucosidase
KEGG:R04007 1.11.1.7 donor:hydrogen-peroxide oxidoreductase
KEGG:R06580 C02646<=>C12206
KEGG:R07437 1.1.1.195 4-coumaryl alcohol:NADP+ oxidoreductase
KEGG:R10254 2.3.1.- C02646 + C00024<=>C20465 + C00010
Rhea:RHEA:45725 1.1.1.195 (E)-4-coumaroyl alcohol + NADP+ => (E)-4-coumaraldehyde + NADPH + H+
Rhea:RHEA:45726 1.1.1.195 (E)-4-coumaraldehyde + NADPH + H+ => (E)-4-coumaroyl alcohol + NADP+
Rhea:RHEA:45727 1.1.1.195 (E)-4-coumaroyl alcohol + NADP+ <=> (E)-4-coumaraldehyde + NADPH + H+
Rhea:RHEA:76452 (E)-4-coumaroyl alcohol + A => (E)-4-coumaraldehyde + AH2
Rhea:RHEA:76453 (E)-4-coumaraldehyde + AH2 => (E)-4-coumaroyl alcohol + A
Rhea:RHEA:76454 (E)-4-coumaroyl alcohol + A <=> (E)-4-coumaraldehyde + AH2
BioCyc:RXN-12954 2.3.1.224 coumaryl alcohol acetyltransferase
BioCyc:RXN-16366 2.3.-.- coumarate acyltransferase
BioCyc:RXN-1102 1.1.1.195 COUMARALDEHYDE + NADPH + PROTON --> COUMARYL-ALCOHOL + NADP
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Organism Source

Taxonomy Source

  1. Alpinia galanga [ncbi taxid: 94327]
  2. Alpinia officinarum [ncbi taxid: 199623]
  3. Arabidopsis thaliana [ncbi taxid: 3702]
  4. Boschniakia rossica [ncbi taxid: 48555]
  5. Capsicum annuum [ncbi taxid: 4072]
  6. Citrullus lanatus [ncbi taxid: 3654]
  7. Pinellia ternata [ncbi taxid: 199225]
  8. Taraxacum borealisinense [ncbi taxid: ]
  9. Taraxacum coreanum [ncbi taxid: 1041103]
  10. Taraxacum mongolicum [ncbi taxid: 90037]
  11. Taraxacum officinale [ncbi taxid: 50225]
  12. Taraxacum platycarpum [ncbi taxid: 170727]
  13. Wedelia prostrata [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:ARA_PWY-361 phenylpropanoid biosynthesis
BioCyc:META_PWY-7632 hinokiresinol biosynthesis
BioCyc:META_PWY-5882 epoxypseudoisoeugenol-2-methylbutanoate biosynthesis
BioCyc:META_PWY-361 phenylpropanoid biosynthesis
PlantCyc:SVIRIDIS_PWY-361 monolignol biosynthesis
PlantCyc:AHYPOCHONDRIACUS_PWY-361 monolignol biosynthesis
PlantCyc:ASPARAGUS_PWY-361 monolignol biosynthesis
PlantCyc:ASPARAGUS_PWY-7632 hinokiresinol biosynthesis
PlantCyc:WHEATA_PWY-361 monolignol biosynthesis
PlantCyc:BANANA_PWY-361 monolignol biosynthesis
PlantCyc:BARLEY_PWY-361 monolignol biosynthesis
PlantCyc:BREADWHEAT_PWY-361 monolignol biosynthesis
PlantCyc:CARNATION_PWY-361 monolignol biosynthesis
PlantCyc:CASSAVA_PWY-361 monolignol biosynthesis
PlantCyc:CCAPSULARIS_PWY-361 monolignol biosynthesis
PlantCyc:RUBBERTREE_PWY-361 monolignol biosynthesis
PlantCyc:COCOA_PWY-361 monolignol biosynthesis
PlantCyc:COMMONBEAN_PWY-361 monolignol biosynthesis
PlantCyc:CROSEUS_PWY-361 monolignol biosynthesis
PlantCyc:OILPALM_PWY-7632 hinokiresinol biosynthesis
View All Pathways