2-Hexaprenyl-6-methoxyphenol (BioCAD00000002501)

microbial natural products

Metabolite Card

Formula: C37H56O2 (532.428)
SMILES: COC1=CC=CC(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C1O

Synonyms [en]

2-Hexaprenyl-6-methoxyphenol; 2-methoxy-6-(all-trans-hexaprenyl)phenol; 2-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-6-methoxyphenol; 2-all trans-hexaprenyl-6-methoxyphenol; 2-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl]-6-methoxyphenol; 2-all trans-hexaprenyl-6-methoxyphenol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

2-Hexaprenyl-6-methoxyphenol. 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: BioCAD00000002501). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

2-Hexaprenyl-6-methoxyphenol is involved in the ubiquinone biosynthesis pathway. 2-Hexaprenyl-6-methoxyphenol is created from 3-Hexaprenyl-4-hydroxy-5-methoxybenzoate. 2-Hexaprenyl-6-methoxyphenol is then converted into 2-Hexaprenyl-6-methoxy-1,4-benzoquinone by ubiquinone biosynthesis monooxygenase Coq6 [EC:1.14.13.-].

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • PubChem: 5280825
  • ChEBI: ChEBI:1109
  • HMDB: HMDB0006817
  • HMDB: HMDB06817
  • LipidMaps: LMPR02010042
  • KEGG: C05802
  • BioCyc: 2-HEXAPRENYL-6-METHOXYPHENOL
  • BioCyc: CPD-21770
  • RefMet: RM0028100
  • Metlin: METLIN_58555
  • Coconut NaturalProduct: CNP0083684.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R04981 2.1.1.- C05801 + C00019<=>C05802 + C00021
KEGG:R06866 C05313<=>C05802 + C00011
Rhea:RHEA:44769 4.1.1.130 4-hydroxy-3-methoxy-5-(all-trans-hexaprenyl)benzoate + H+ => 2-methoxy-6-(all-trans-hexaprenyl)phenol + CO2
Rhea:RHEA:44770 4.1.1.130 2-methoxy-6-(all-trans-hexaprenyl)phenol + CO2 => 4-hydroxy-3-methoxy-5-(all-trans-hexaprenyl)benzoate + H+
Rhea:RHEA:44771 4.1.1.130 4-hydroxy-3-methoxy-5-(all-trans-hexaprenyl)benzoate + H+ <=> 2-methoxy-6-(all-trans-hexaprenyl)phenol + CO2
Rhea:RHEA:44773 2-methoxy-6-(all-trans-hexaprenyl)phenol + NADPH + O2 + H+ => 2-methoxy-6-(all-trans-hexaprenyl)benzene-1,4-diol + NADP+ + H2O
Rhea:RHEA:44774 2-methoxy-6-(all-trans-hexaprenyl)benzene-1,4-diol + NADP+ + H2O => 2-methoxy-6-(all-trans-hexaprenyl)phenol + NADPH + O2 + H+
Rhea:RHEA:44775 2-methoxy-6-(all-trans-hexaprenyl)phenol + NADPH + O2 + H+ <=> 2-methoxy-6-(all-trans-hexaprenyl)benzene-1,4-diol + NADP+ + H2O
Rhea:RHEA:50225 2.1.1.222 3-(all-trans-hexaprenyl)benzene-1,2-diol + S-adenosyl-L-methionine => 2-methoxy-6-(all-trans-hexaprenyl)phenol + S-adenosyl-L-homocysteine + H+
Rhea:RHEA:50226 2.1.1.222 2-methoxy-6-(all-trans-hexaprenyl)phenol + S-adenosyl-L-homocysteine + H+ => 3-(all-trans-hexaprenyl)benzene-1,2-diol + S-adenosyl-L-methionine
Rhea:RHEA:50227 2.1.1.222 3-(all-trans-hexaprenyl)benzene-1,2-diol + S-adenosyl-L-methionine <=> 2-methoxy-6-(all-trans-hexaprenyl)phenol + S-adenosyl-L-homocysteine + H+
Rhea:RHEA:81280 1.14.15.46 2-methoxy-6-(all-trans-hexaprenyl)phenol + 2 reduced [2Fe-2S]-[ferredoxin] + O2 + 2 H+ => 2-methoxy-6-(all-trans-hexaprenyl)benzene-1,4-diol + 2 oxidized [2Fe-2S]-[ferredoxin] + H2O
Rhea:RHEA:81281 1.14.15.46 2-methoxy-6-(all-trans-hexaprenyl)benzene-1,4-diol + 2 oxidized [2Fe-2S]-[ferredoxin] + H2O => 2-methoxy-6-(all-trans-hexaprenyl)phenol + 2 reduced [2Fe-2S]-[ferredoxin] + O2 + 2 H+
Rhea:RHEA:81282 1.14.15.46 2-methoxy-6-(all-trans-hexaprenyl)phenol + 2 reduced [2Fe-2S]-[ferredoxin] + O2 + 2 H+ <=> 2-methoxy-6-(all-trans-hexaprenyl)benzene-1,4-diol + 2 oxidized [2Fe-2S]-[ferredoxin] + H2O
BioCyc:RXN3O-73 4.1.1.- PROTON + CPD-21769 --> CPD-21770 + CARBON-DIOXIDE
BioCyc:RXN3O-12 1.14.13.- CPD-21770 + OXYGEN-MOLECULE + NADPH + PROTON --> 2-HEXAPRENYL-6-METHOXY-14-BENZOQUINOL + WATER + NADP
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Organism Source

Taxonomy Source

  1. Mus musculus [ncbi taxid: 10090]
  2. Saccharomyces cerevisiae [ncbi taxid: 4932]

Pathway Synthetic

pathway id name
BioCyc:PCHR_PWY3O-19 ubiquinone-6 biosynthesis (eukaryotic)
BioCyc:CALBI_PWY3B3-10 ubiquinone (coenzyme Q) biosynthesis
BioCyc:META_PWY-7235 superpathway of ubiquinol-6 biosynthesis (eukaryotic)
BioCyc:META_PWY3O-19 ubiquinol-6 biosynthesis from 4-hydroxybenzoate (eukaryotic)
BioCyc:META_PWY-7233 ubiquinol-6 bypass biosynthesis (eukaryotic)
BioCyc:YEAST_PWY-7233 ubiquinol-6 bypass biosynthesis
BioCyc:MOUSE_PWY3O-19 ubiquinol-6 biosynthesis (eukaryotic)
BioCyc:THAPS_PWY3O-19 ubiquinol-6 biosynthesis (eukaryotic)
PathBank:SMP0000065 Ubiquinone Biosynthesis
PathBank:SMP0087310 Ubiquinone Biosynthesis
PathBank:SMP0063685 Ubiquinone Biosynthesis
PathBank:SMP0002372 Ubiquinone Biosynthesis
PathBank:SMP0087215 Ubiquinone Biosynthesis
PathBank:SMP0087388 Ubiquinone Biosynthesis
PathBank:SMP0087443 Ubiquinone Biosynthesis
View All Pathways