Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 20:41:52 UTC |
---|
Update Date | 2022-03-07 02:54:36 UTC |
---|
HMDB ID | HMDB0035689 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Melleolide |
---|
Description | Melleolide belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety. Based on a literature review a small amount of articles have been published on Melleolide. |
---|
Structure | CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O InChI=1S/C23H28O6/c1-12-5-15(25)7-17(26)19(12)20(27)29-18-10-22(4)16-9-21(2,3)8-13(16)6-14(11-24)23(18,22)28/h5-7,11,13,16,18,25-26,28H,8-10H2,1-4H3 |
---|
Synonyms | Value | Source |
---|
Melliolide | HMDB | 3-Formyl-2a-hydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid | Generator |
|
---|
Chemical Formula | C23H28O6 |
---|
Average Molecular Weight | 400.4648 |
---|
Monoisotopic Molecular Weight | 400.188588628 |
---|
IUPAC Name | 3-formyl-2a-hydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate |
---|
Traditional Name | 3-formyl-2a-hydroxy-6,6,7b-trimethyl-1H,2H,4aH,5H,7H,7aH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate |
---|
CAS Registry Number | 82869-08-7 |
---|
SMILES | CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O |
---|
InChI Identifier | InChI=1S/C23H28O6/c1-12-5-15(25)7-17(26)19(12)20(27)29-18-10-22(4)16-9-21(2,3)8-13(16)6-14(11-24)23(18,22)28/h5-7,11,13,16,18,25-26,28H,8-10H2,1-4H3 |
---|
InChI Key | SJZRUQOYQZRISL-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Sesquiterpenoids |
---|
Direct Parent | Melleolides and analogues |
---|
Alternative Parents | |
---|
Substituents | - Melleolide-skeleton
- P-hydroxybenzoic acid alkyl ester
- P-hydroxybenzoic acid ester
- O-hydroxybenzoic acid ester
- Dihydroxybenzoic acid
- Salicylic acid or derivatives
- Benzoate ester
- Benzoic acid or derivatives
- M-cresol
- Benzoyl
- Resorcinol
- Phenol
- 1-hydroxy-2-unsubstituted benzenoid
- 1-hydroxy-4-unsubstituted benzenoid
- Toluene
- Monocyclic benzene moiety
- Benzenoid
- Tertiary alcohol
- Vinylogous acid
- Cyclobutanol
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Alcohol
- Carbonyl group
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Aldehyde
- Aromatic homopolycyclic compound
|
---|
Molecular Framework | Aromatic homopolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | |
---|
Role | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | 198 - 200 °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 | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Melleolide,1TMS,isomer #1 | CC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O | 3284.7 | Semi standard non polar | 33892256 | Melleolide,1TMS,isomer #2 | CC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O | 3233.5 | Semi standard non polar | 33892256 | Melleolide,1TMS,isomer #3 | CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C | 3241.2 | Semi standard non polar | 33892256 | Melleolide,2TMS,isomer #1 | CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O | 3265.3 | Semi standard non polar | 33892256 | Melleolide,2TMS,isomer #2 | CC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C | 3251.4 | Semi standard non polar | 33892256 | Melleolide,2TMS,isomer #3 | CC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C | 3219.2 | Semi standard non polar | 33892256 | Melleolide,3TMS,isomer #1 | CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C | 3263.6 | Semi standard non polar | 33892256 | Melleolide,1TBDMS,isomer #1 | CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O | 3511.1 | Semi standard non polar | 33892256 | Melleolide,1TBDMS,isomer #2 | CC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O | 3451.4 | Semi standard non polar | 33892256 | Melleolide,1TBDMS,isomer #3 | CC1=CC(O)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C(C)(C)C | 3477.8 | Semi standard non polar | 33892256 | Melleolide,2TBDMS,isomer #1 | CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O | 3691.0 | Semi standard non polar | 33892256 | Melleolide,2TBDMS,isomer #2 | CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C(C)(C)C | 3694.1 | Semi standard non polar | 33892256 | Melleolide,2TBDMS,isomer #3 | CC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C(C)(C)C | 3650.7 | Semi standard non polar | 33892256 | Melleolide,3TBDMS,isomer #1 | CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C=C(C=O)C12O[Si](C)(C)C(C)(C)C | 3849.8 | Semi standard non polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Melleolide GC-MS (Non-derivatized) - 70eV, Positive | splash10-0pba-3891000000-ac928b496425dc787d37 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Melleolide GC-MS (3 TMS) - 70eV, Positive | splash10-004i-1090001000-13db372d9747bf0eef94 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Melleolide GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Melleolide 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 - Melleolide 10V, Positive-QTOF | splash10-0udi-0554900000-99650a5e5fc100689a53 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 20V, Positive-QTOF | splash10-0ue9-1942100000-49cbdab2b3d93e37cd9f | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 40V, Positive-QTOF | splash10-0ue9-3920000000-5c7ae6ea7657ac251289 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 10V, Negative-QTOF | splash10-0002-0419000000-2a642c5acb73e4c7294f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 20V, Negative-QTOF | splash10-006t-0956000000-6f17322662173d60037e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 40V, Negative-QTOF | splash10-00di-2930000000-16f17e499fe4fb6a1f24 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 10V, Positive-QTOF | splash10-0ue9-0592800000-54d8ebff9c2ef069e5d2 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 20V, Positive-QTOF | splash10-0ue9-5944100000-e6417d665ebd6061ba7a | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 40V, Positive-QTOF | splash10-0zg0-4911000000-f9e11f2b4b9b2e74a357 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 10V, Negative-QTOF | splash10-0002-0209000000-0ec93e71adcb7044bb48 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 20V, Negative-QTOF | splash10-00dj-1954000000-bfc5406abf40a051b3da | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Melleolide 40V, Negative-QTOF | splash10-00di-6912000000-9e4d975d3a4b7402cd04 | 2021-09-23 | Wishart Lab | View Spectrum |
|
---|