Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 20:47:55 UTC |
---|
Update Date | 2022-03-07 02:54:37 UTC |
---|
HMDB ID | HMDB0035777 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Betulafolienetriol |
---|
Description | Protopanaxadiol is found in tea. Sapogenin of Ginsenosides Rb1, Rb2 and Re from Panax ginseng (ginseng) Protopanaxadiol (PPD) is an organic coumpound characterizing a group of ginsenosides. It is a dammarane-type tetracyclic terpene sapogenin found in ginseng (Panax ginseng) and in notoginseng (Panax pseudoginseng) |
---|
Structure | CC(C)=CCCC(C)(O)C1CCC2(C)C1C(O)CC1C3(C)CCC(O)C(C)(C)C3CCC21C InChI=1S/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3 |
---|
Synonyms | Value | Source |
---|
Betulafolientriol, 3-epimer | MeSH | 3-Epibetulafolientriol | MeSH | Betulafolientriol | MeSH | (3alpha,12beta)-Dammar-24-ene-3,12,20-triol | HMDB | Protopanaxadiol, (3beta,12beta)-isomer | MeSH, HMDB | 20(S)-Protopanaxadiol | MeSH, HMDB |
|
---|
Chemical Formula | C30H52O3 |
---|
Average Molecular Weight | 460.7321 |
---|
Monoisotopic Molecular Weight | 460.39164553 |
---|
IUPAC Name | 14-(2-hydroxy-6-methylhept-5-en-2-yl)-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,16-diol |
---|
Traditional Name | 14-(2-hydroxy-6-methylhept-5-en-2-yl)-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,16-diol |
---|
CAS Registry Number | Not Available |
---|
SMILES | CC(C)=CCCC(C)(O)C1CCC2(C)C1C(O)CC1C3(C)CCC(O)C(C)(C)C3CCC21C |
---|
InChI Identifier | InChI=1S/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3 |
---|
InChI Key | PYXFVCFISTUSOO-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Triterpenoids |
---|
Direct Parent | Triterpenoids |
---|
Alternative Parents | |
---|
Substituents | - Triterpenoid
- 20-hydroxysteroid
- Hydroxysteroid
- 12-hydroxysteroid
- 3-hydroxysteroid
- Steroid
- Tertiary alcohol
- Cyclic alcohol
- Secondary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
|
---|
Molecular Framework | Aliphatic homopolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | 236 - 238 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | | Show more...
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Betulafolienetriol,1TMS,isomer #1 | CC(C)=CCCC(C)(O[Si](C)(C)C)C1CCC2(C)C1C(O)CC1C3(C)CCC(O)C(C)(C)C3CCC12C | 3738.2 | Semi standard non polar | 33892256 | Betulafolienetriol,1TMS,isomer #2 | CC(C)=CCCC(C)(O)C1CCC2(C)C1C(O[Si](C)(C)C)CC1C3(C)CCC(O)C(C)(C)C3CCC12C | 3741.6 | Semi standard non polar | 33892256 | Betulafolienetriol,1TMS,isomer #3 | CC(C)=CCCC(C)(O)C1CCC2(C)C1C(O)CC1C3(C)CCC(O[Si](C)(C)C)C(C)(C)C3CCC12C | 3757.0 | Semi standard non polar | 33892256 | Betulafolienetriol,2TMS,isomer #1 | CC(C)=CCCC(C)(O[Si](C)(C)C)C1CCC2(C)C1C(O[Si](C)(C)C)CC1C3(C)CCC(O)C(C)(C)C3CCC12C | 3716.5 | Semi standard non polar | 33892256 | Betulafolienetriol,2TMS,isomer #2 | CC(C)=CCCC(C)(O[Si](C)(C)C)C1CCC2(C)C1C(O)CC1C3(C)CCC(O[Si](C)(C)C)C(C)(C)C3CCC12C | 3713.1 | Semi standard non polar | 33892256 | Betulafolienetriol,2TMS,isomer #3 | CC(C)=CCCC(C)(O)C1CCC2(C)C1C(O[Si](C)(C)C)CC1C3(C)CCC(O[Si](C)(C)C)C(C)(C)C3CCC12C | 3617.7 | Semi standard non polar | 33892256 | Betulafolienetriol,3TMS,isomer #1 | CC(C)=CCCC(C)(O[Si](C)(C)C)C1CCC2(C)C1C(O[Si](C)(C)C)CC1C3(C)CCC(O[Si](C)(C)C)C(C)(C)C3CCC12C | 3601.5 | Semi standard non polar | 33892256 | Betulafolienetriol,1TBDMS,isomer #1 | CC(C)=CCCC(C)(O[Si](C)(C)C(C)(C)C)C1CCC2(C)C1C(O)CC1C3(C)CCC(O)C(C)(C)C3CCC12C | 3959.1 | Semi standard non polar | 33892256 | Betulafolienetriol,1TBDMS,isomer #2 | CC(C)=CCCC(C)(O)C1CCC2(C)C1C(O[Si](C)(C)C(C)(C)C)CC1C3(C)CCC(O)C(C)(C)C3CCC12C | 3961.3 | Semi standard non polar | 33892256 | Betulafolienetriol,1TBDMS,isomer #3 | CC(C)=CCCC(C)(O)C1CCC2(C)C1C(O)CC1C3(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C3CCC12C | 3977.5 | Semi standard non polar | 33892256 | Betulafolienetriol,2TBDMS,isomer #1 | CC(C)=CCCC(C)(O[Si](C)(C)C(C)(C)C)C1CCC2(C)C1C(O[Si](C)(C)C(C)(C)C)CC1C3(C)CCC(O)C(C)(C)C3CCC12C | 4164.5 | Semi standard non polar | 33892256 | Betulafolienetriol,2TBDMS,isomer #2 | CC(C)=CCCC(C)(O[Si](C)(C)C(C)(C)C)C1CCC2(C)C1C(O)CC1C3(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C3CCC12C | 4158.6 | Semi standard non polar | 33892256 | Betulafolienetriol,2TBDMS,isomer #3 | CC(C)=CCCC(C)(O)C1CCC2(C)C1C(O[Si](C)(C)C(C)(C)C)CC1C3(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C3CCC12C | 4059.6 | Semi standard non polar | 33892256 | Betulafolienetriol,3TBDMS,isomer #1 | CC(C)=CCCC(C)(O[Si](C)(C)C(C)(C)C)C1CCC2(C)C1C(O[Si](C)(C)C(C)(C)C)CC1C3(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C3CCC12C | 4265.7 | Semi standard non polar | 33892256 |
| Show more...
---|
Spectra |
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (Non-derivatized) - 70eV, Positive | splash10-05ow-1244900000-c1cf3b2da297bff331df | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (3 TMS) - 70eV, Positive | splash10-03di-2120139000-d6a8fd222409cacdd922 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (TMS_2_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (TMS_2_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (TMS_2_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (TBDMS_2_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (TBDMS_2_3) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Betulafolienetriol GC-MS (TBDMS_3_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 10V, Positive-QTOF | splash10-002f-0000900000-1a87a9c1164f963f9646 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 20V, Positive-QTOF | splash10-00ou-2018900000-ddf6dab620a31407c0f9 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 40V, Positive-QTOF | splash10-014i-4429300000-5eb2f2adf06738c41b5e | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 10V, Positive-QTOF | splash10-002f-0000900000-1a87a9c1164f963f9646 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 20V, Positive-QTOF | splash10-00ou-2018900000-ddf6dab620a31407c0f9 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 40V, Positive-QTOF | splash10-014i-4429300000-5eb2f2adf06738c41b5e | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 10V, Positive-QTOF | splash10-002f-0000900000-1a87a9c1164f963f9646 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 20V, Positive-QTOF | splash10-00ou-2018900000-ddf6dab620a31407c0f9 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 40V, Positive-QTOF | splash10-014i-4429300000-5eb2f2adf06738c41b5e | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 10V, Negative-QTOF | splash10-0a4i-0000900000-1d85361d5b6e65f36029 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 20V, Negative-QTOF | splash10-052f-0001900000-00ab80a687797db61b9f | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 40V, Negative-QTOF | splash10-00nf-1109400000-572104a23946aba52db5 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 10V, Negative-QTOF | splash10-0a4i-0000900000-1d85361d5b6e65f36029 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 20V, Negative-QTOF | splash10-052f-0001900000-00ab80a687797db61b9f | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 40V, Negative-QTOF | splash10-00nf-1109400000-572104a23946aba52db5 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 10V, Negative-QTOF | splash10-0a4i-0000900000-1d85361d5b6e65f36029 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 20V, Negative-QTOF | splash10-052f-0001900000-00ab80a687797db61b9f | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 40V, Negative-QTOF | splash10-00nf-1109400000-572104a23946aba52db5 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 10V, Positive-QTOF | splash10-01r6-0104900000-5e50bfccc2e89570c342 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 20V, Positive-QTOF | splash10-03di-8977200000-d5add23e11abf5e80ebe | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 40V, Positive-QTOF | splash10-014i-9100000000-88255e567669bda562a3 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 10V, Negative-QTOF | splash10-0a4i-0000900000-3a7889e1c147f4c4662b | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 20V, Negative-QTOF | splash10-0a4i-0000900000-19939855b0ed3232a323 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Betulafolienetriol 40V, Negative-QTOF | splash10-0a4i-0003900000-63c3a27ad3a67300c87f | 2021-09-24 | Wishart Lab | View Spectrum |
| Show more...
---|
Biological Properties |
---|
Cellular Locations | |
---|
Biospecimen Locations | Not Available |
---|
Tissue Locations | Not Available |
---|
Pathways | |
---|
Normal Concentrations |
---|
| Not Available |
---|
Abnormal Concentrations |
---|
| Not Available |
---|
Associated Disorders and Diseases |
---|
Disease References | None |
---|
Associated OMIM IDs | None |
---|
External Links |
---|
DrugBank ID | Not Available |
---|
Phenol Explorer Compound ID | Not Available |
---|
FooDB ID | FDB014524 |
---|
KNApSAcK ID | C00021458 |
---|
Chemspider ID | 3027542 |
---|
KEGG Compound ID | Not Available |
---|
BioCyc ID | Not Available |
---|
BiGG ID | Not Available |
---|
Wikipedia Link | Not Available |
---|
METLIN ID | Not Available |
---|
PubChem Compound | 131751864 |
---|
PDB ID | Not Available |
---|
ChEBI ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
MarkerDB ID | Not Available |
---|
Good Scents ID | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
General References | - Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
- Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
- Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
- Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
- Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
|
---|