Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 20:12:28 UTC |
---|
Update Date | 2022-03-07 02:54:26 UTC |
---|
HMDB ID | HMDB0035255 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone |
---|
Description | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone, also known as g-THC CPD, belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, 3'-geranyl-2',3,4,4'-tetrahydroxychalcone is considered to be a flavonoid. 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone has been detected, but not quantified in, fruits. This could make 3'-geranyl-2',3,4,4'-tetrahydroxychalcone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone. |
---|
Structure | CC(C)=CCC\C(C)=C\CC1=C(O)C=CC(C(=O)\C=C\C2=CC(O)=C(O)C=C2)=C1O InChI=1S/C25H28O5/c1-16(2)5-4-6-17(3)7-10-19-22(27)14-11-20(25(19)30)21(26)12-8-18-9-13-23(28)24(29)15-18/h5,7-9,11-15,27-30H,4,6,10H2,1-3H3/b12-8+,17-7+ |
---|
Synonyms | Value | Source |
---|
g-THC CPD | HMDB | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone | MeSH |
|
---|
Chemical Formula | C25H28O5 |
---|
Average Molecular Weight | 408.4868 |
---|
Monoisotopic Molecular Weight | 408.193674006 |
---|
IUPAC Name | (2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one |
---|
Traditional Name | (2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one |
---|
CAS Registry Number | Not Available |
---|
SMILES | CC(C)=CCC\C(C)=C\CC1=C(O)C=CC(C(=O)\C=C\C2=CC(O)=C(O)C=C2)=C1O |
---|
InChI Identifier | InChI=1S/C25H28O5/c1-16(2)5-4-6-17(3)7-10-19-22(27)14-11-20(25(19)30)21(26)12-8-18-9-13-23(28)24(29)15-18/h5,7-9,11-15,27-30H,4,6,10H2,1-3H3/b12-8+,17-7+ |
---|
InChI Key | WWJVSOYKRSDSDN-PIRRJUBYSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position. |
---|
Kingdom | Organic compounds |
---|
Super Class | Phenylpropanoids and polyketides |
---|
Class | Linear 1,3-diarylpropanoids |
---|
Sub Class | Chalcones and dihydrochalcones |
---|
Direct Parent | 3-prenylated chalcones |
---|
Alternative Parents | |
---|
Substituents | - 3-prenylated chalcone
- 2'-hydroxychalcone
- Cinnamylphenol
- Hydroxycinnamic acid or derivatives
- Aromatic monoterpenoid
- Monocyclic monoterpenoid
- Monoterpenoid
- Benzoyl
- Catechol
- Resorcinol
- Styrene
- Aryl ketone
- 1-hydroxy-4-unsubstituted benzenoid
- Phenol
- 1-hydroxy-2-unsubstituted benzenoid
- Monocyclic benzene moiety
- Benzenoid
- Enone
- Vinylogous acid
- Alpha,beta-unsaturated ketone
- Acryloyl-group
- Ketone
- Organooxygen compound
- Organic oxide
- Organic oxygen compound
- Hydrocarbon derivative
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | 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 | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TMS,isomer #1 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O | 3633.0 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TMS,isomer #2 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)=C1O | 3682.7 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TMS,isomer #3 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)=C1O | 3681.9 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TMS,isomer #4 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O[Si](C)(C)C | 3658.4 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #1 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)=C1O | 3573.0 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #2 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)=C1O | 3582.5 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #3 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O[Si](C)(C)C | 3535.2 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #4 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)=C1O | 3612.7 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #5 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)=C1O[Si](C)(C)C | 3555.6 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TMS,isomer #6 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)=C1O[Si](C)(C)C | 3546.4 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TMS,isomer #1 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)=C1O | 3582.4 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TMS,isomer #2 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)=C1O[Si](C)(C)C | 3549.0 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TMS,isomer #3 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)=C1O[Si](C)(C)C | 3567.8 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TMS,isomer #4 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)=C1O[Si](C)(C)C | 3542.7 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,4TMS,isomer #1 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)=C1O[Si](C)(C)C | 3591.3 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TBDMS,isomer #1 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O | 3942.4 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TBDMS,isomer #2 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O | 3984.4 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TBDMS,isomer #3 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)=C1O | 3977.8 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,1TBDMS,isomer #4 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O[Si](C)(C)C(C)(C)C | 3957.4 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #1 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)=C1O | 4106.9 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #2 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O | 4113.0 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #3 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O)=C2)=C1O[Si](C)(C)C(C)(C)C | 4075.8 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #4 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O | 4142.0 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #5 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O[Si](C)(C)C(C)(C)C | 4110.0 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,2TBDMS,isomer #6 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)=C1O[Si](C)(C)C(C)(C)C | 4097.4 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TBDMS,isomer #1 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O | 4285.7 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TBDMS,isomer #2 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)=C1O[Si](C)(C)C(C)(C)C | 4246.1 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TBDMS,isomer #3 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O[Si](C)(C)C(C)(C)C | 4259.6 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,3TBDMS,isomer #4 | CC(C)=CCC/C(C)=C/CC1=C(O)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O[Si](C)(C)C(C)(C)C | 4267.3 | Semi standard non polar | 33892256 | 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone,4TBDMS,isomer #1 | CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=C1O[Si](C)(C)C(C)(C)C | 4433.0 | Semi standard non polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone GC-MS (Non-derivatized) - 70eV, Positive | splash10-084u-7549000000-e5a16d8f2a021b143822 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone GC-MS (4 TMS) - 70eV, Positive | splash10-001i-2000009000-5131b91a7ec906eb034a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 10V, Positive-QTOF | splash10-0a4i-0655900000-18990f62e6170a6d0576 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 20V, Positive-QTOF | splash10-022i-2952000000-1f3f872c24f3fdc4659b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 40V, Positive-QTOF | splash10-0gi0-4901000000-4a2b0bf2e06a740edc79 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 10V, Negative-QTOF | splash10-0a4i-0110900000-65517e065fb03982a673 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 20V, Negative-QTOF | splash10-0a4i-0764900000-8c2a04f1649a17508385 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 40V, Negative-QTOF | splash10-000i-1983000000-f8537aa17b46660f3173 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 10V, Negative-QTOF | splash10-0a4i-0000900000-4232e56e7795651b99e4 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 20V, Negative-QTOF | splash10-000i-0549200000-c7ece0353308ecbbc8ef | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 40V, Negative-QTOF | splash10-000i-0954000000-b53a6981599ccd7ee371 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 10V, Positive-QTOF | splash10-0a4i-2101900000-1bc7f61d16fd5841bb01 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 20V, Positive-QTOF | splash10-02ai-9415100000-26218205b1ef37856d7e | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3'-Geranyl-2',3,4,4'-tetrahydroxychalcone 40V, Positive-QTOF | splash10-01p2-4910000000-a45900886ac75b27af6a | 2021-09-25 | Wishart Lab | View Spectrum |
|
---|