Record Information |
---|
Version | 1.0 |
---|
Creation date | 2015-05-07 18:38:02 UTC |
---|
Update date | 2019-11-26 03:21:36 UTC |
---|
Primary ID | FDB030108 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | (2E,6E)-farnesyl diphosphate |
---|
Description | Farnesyl diphosphate, also known as (2e,6e)-farnesyl pyrophosphate or trans-trans-farnesyl diphosphate, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, farnesyl diphosphate is considered to be an isoprenoid lipid molecule. Farnesyl diphosphate is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Farnesyl diphosphate can be found in a number of food items such as common sage, fenugreek, oil-seed camellia, and papaya, which makes farnesyl diphosphate a potential biomarker for the consumption of these food products. Farnesyl diphosphate can be found primarily in blood, as well as in human neuron and testes tissues. Farnesyl diphosphate exists in all living species, ranging from bacteria to humans. In humans, farnesyl diphosphate is involved in several metabolic pathways, some of which include risedronate action pathway, porphyrin metabolism, cerivastatin action pathway, and fluvastatin action pathway. Farnesyl diphosphate is also involved in several metabolic disorders, some of which include cholesteryl ester storage disease, chondrodysplasia punctata II, X linked dominant (CDPX2), CHILD syndrome, and hereditary coproporphyria (HCP). Farnesyl diphosphate is used in the synthesis of CoQ (part of the electron transport chain), as well as being the immediate precursor of squalene (via the enzyme squalene synthase), dehydrodolichol diphosphate (a precursor of dolichol, which transports proteins to the ER lumen for N-glycosylation), and geranylgeranyl pyrophosphate (GGPP) . |
---|
CAS Number | 372-97-4 |
---|
Structure | |
---|
Synonyms | |
---|
Predicted Properties | |
---|
Chemical Formula | C15H28O7P2 |
---|
IUPAC name | {[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid |
---|
InChI Identifier | InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+ |
---|
InChI Key | VWFJDQUYCIWHTN-YFVJMOTDSA-N |
---|
Isomeric SMILES | [H]OP(=O)(O[H])OP(=O)(O[H])OC\C=C(/C)CC\C=C(/C)CCC=C(C)C |
---|
Average Molecular Weight | 382.33 |
---|
Monoisotopic Molecular Weight | 382.131027238 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Sesquiterpenoids |
---|
Direct Parent | Sesquiterpenoids |
---|
Alternative Parents | |
---|
Substituents | - Farsesane sesquiterpenoid
- Sesquiterpenoid
- Organic pyrophosphate
- Isoprenoid phosphate
- Monoalkyl phosphate
- Alkyl phosphate
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Ontology | No ontology term |
---|
Physico-Chemical Properties |
---|
Physico-Chemical Properties - Experimental | |
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
Predicted GC-MS | Farnesyl pyrophosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-004j-7943000000-ab6d749700f510a94133 | Spectrum | Predicted GC-MS | Farnesyl pyrophosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
MS/MS | LC-MS/MS Spectrum - n/a 26V, negative | splash10-014i-0090000000-09efa5f4e481376eae3d | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 11V, negative | splash10-001i-2009000000-b2358e50ee86b2ebccb5 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 14V, negative | splash10-004i-9004000000-b255d40b3beef0ddd16f | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 16V, negative | splash10-004i-9001000000-64cd48aa93040d775977 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 19V, negative | splash10-004i-9000000000-84a4e8d938e03661128e | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 25V, negative | splash10-004i-9000000000-eb2e768f7c19af669f74 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 26V, negative | splash10-03di-0209000000-651c59dc3e732ea880d7 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 26V, negative | splash10-0a4i-0900000000-ae4be9bde4ed56cfa99b | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 26V, positive | splash10-0002-0294000000-7019f71a6e4f542dddae | 2020-07-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0pc0-1469000000-e3fd27c0418d0977f84e | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-6791000000-1ca128d2b96287a5b2f1 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0q29-9820000000-3277fbdf16e288ab1142 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0409000000-f8bbf786ee9d33cb48d4 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9501000000-8d060d3ceac94de45b8d | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-a265a369e6802359a7df | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0009000000-ea5bda9906940e9694b2 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-001i-2409000000-4b044bb59695723b85bd | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-056r-9600000000-a090357e0efeb6192936 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-001i-0019000000-66a0a5510c1d34aea230 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-114i-0394000000-89ab3170c9695823fb2f | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-05rs-6900000000-7b5163a81d3cbdf1feb4 | 2021-09-24 | View Spectrum |
|
---|
NMR | Not Available |
---|
External Links |
---|
ChemSpider ID | Not Available |
---|
ChEMBL ID | Not Available |
---|
KEGG Compound ID | Not Available |
---|
Pubchem Compound ID | Not Available |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | Not Available |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | Not Available |
---|
CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
---|
EAFUS ID | Not Available |
---|
Dr. Duke ID | Not Available |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | Not Available |
---|
HET ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | Not Available |
---|
GoodScent ID | Not Available |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Not Available |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Not Available |
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Not Available |
---|
Files |
---|
MSDS | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | |
---|