all-trans-Octaprenyl diphosphate (BioCAD00000006124)
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Metabolite Card
Formula: C40H68O7P2 (722.444)
SMILES: CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
Synonyms [en]
all-trans-Octaprenyl diphosphate; Octaprenyl diphosphate; Farnesylfarnesylgeraniol; (2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-OCTAMETHYLDOTRIACONTA-2,6,10,14,18,22,26,30-octaenyl trihydrogen diphosphATE; all-trans-Octaprenyl pyrophosphate; (2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-OCTAMETHYLDOTRIACONTA-2,6,10,14,18,22,26,30-octaenyl trihydrogen diphosphoric acid
Last reviewed on 2024-06-28.
Cite this Page
all-trans-Octaprenyl diphosphate. 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: BioCAD00000006124). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Octaprenyl diphosphate, also known as farnesylfarnesylgeraniol or OPP, belongs to the class of organic compounds known as tetraterpenoids. These are terpenoid molecules containing 10 consecutively linked isoprene units. Octaprenyl diphosphate is the precursor for the side chain of the isoprenoid quinones ubiquinone and menaquinone. It is a substrate of the enzyme trans-octaprenyltranstransferase (EC 2.5.1.11) in the steroid biosynthesis pathway.
DBLinks
- CAS Registry Number: 64732-94-1
- PubChem CID: 5280651
- ChEBI: 16275
- HMDB: HMDB0001094
- LipidMaps: LMPR01070226
- KEGG: C04146
- BioCyc:
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- CAS Registry Number: 64732-94-1
- PubChem: 5280651
- ChEBI: ChEBI:16275
- HMDB: HMDB0001094
- LipidMaps: LMPR01070226
- KEGG: C04146
- Coconut NaturalProduct: CNP0083386.0
Class / Ontology
- WishartLab ClassyFire: [Tetraterpenoids] Tetraterpenoids
- LipidMaps: [C40 isoprenoids (tetraterpenes) [PR0107]] C40 isoprenoids (tetraterpenes) [PR0107]
- ChEBI: [CHEBI:16275] all-trans-octaprenyl diphosphate
- Coconut NaturalProduct: [Bactoprenols] Bactoprenols
| ID | EC Number | Name |
|---|---|---|
| KEGG:R05611 | 2.5.1.- | C04146 + C00013<=>C04216 + C00129 |
| KEGG:R05615 | 2.5.1.39 | all-trans-octaprenyl-diphosphate:4-hydroxybenzoate 3-octaprenyltransferase |
| KEGG:R07267 | 2.5.1.- | (E)-octaprenyl-diphosphate:isopentenyl-diphosphate octaprenyltranstransferase |
| KEGG:R09248 | 2.5.1.90 | (2E,6E)-farnesyl-diphosphate:isopentenyl-diphosphate farnesyltranstransferase (adding 5 isopentenyl units) |
Taxonomy Source
- Citrullus lanatus [ncbi taxid: 3654]
- Escherichia coli [ncbi taxid: 562]
- Saccharomyces cerevisiae [ncbi taxid: 4932]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:LEISH_PWY-5783 | octaprenyl diphosphate biosynthesis |
| BioCyc:TRYPANO_POLYISOPRENSYN-PWY | polyisoprenoid biosynthesis (E. coli) |
| BioCyc:TRYPANO_PWY-5783 | octaprenyl diphosphate biosynthesis |
| BioCyc:LEISH_POLYISOPRENSYN-PWY | polyisoprenoid biosynthesis (E. coli) |
| BioCyc:TRYPANO_UBISYN-PWY | ubiquinol-8 biosynthesis (prokaryotic) |
| PathBank:SMP0000974 | Secondary Metabolites: Methylerythritol Phosphate and Polyisoprenoid Biosynthesis |
| PathBank:SMP0000997 | Secondary Metabolites: Ubiquinol Biosynthesis |
| PathBank:SMP0001911 | Menaquinol Biosythesis |
| PathBank:SMP0002050 | Secondary Metabolites: Ubiquinol Biosynthesis 2 |
| PathBank:SMP0121325 | Secondary Metabolites: Methylerythritol Phosphate and Polyisoprenoid Biosynthesis |
| PathBank:SMP0121333 | Secondary Metabolites: Ubiquinol Biosynthesis |
| PathBank:SMP0122225 | Secondary Metabolites: Ubiquinol Biosynthesis 2 |