Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-04-29 00:31:15 UTC |
---|
Updated at | 2022-04-29 00:31:15 UTC |
---|
NP-MRD ID | NP0079499 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | Gigantransenin A |
---|
Description | Gigantransenin A belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Gigantransenin A is found in Goniothalamus giganteus and Uraria tonkinesis. It was first documented in 2021 (PMID: 35478582). Based on a literature review a significant number of articles have been published on Gigantransenin A (PMID: 35473549) (PMID: 35471830) (PMID: 35470696) (PMID: 35454538). |
---|
Structure | CCCCCCCCCCC[C@@H](O)\C=C\CC[C@@H](O)[C@H]1CC[C@@H](O1)[C@H](O)CC[C@H](O)CCCCCCCC1=C[C@H](C)OC1=O InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-12-15-20-31(38)22-17-18-23-33(40)35-26-27-36(44-35)34(41)25-24-32(39)21-16-13-10-11-14-19-30-28-29(2)43-37(30)42/h17,22,28-29,31-36,38-41H,3-16,18-21,23-27H2,1-2H3/b22-17+/t29-,31+,32+,33+,34+,35+,36+/m0/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C37H66O7 |
---|
Average Mass | 622.9280 Da |
---|
Monoisotopic Mass | 622.48085 Da |
---|
IUPAC Name | (5S)-3-[(8R,11R)-11-[(2R,5R)-5-[(1R,4E,6R)-1,6-dihydroxyheptadec-4-en-1-yl]oxolan-2-yl]-8,11-dihydroxyundecyl]-5-methyl-2,5-dihydrofuran-2-one |
---|
Traditional Name | (5S)-3-[(8R,11R)-11-[(2R,5R)-5-[(1R,4E,6R)-1,6-dihydroxyheptadec-4-en-1-yl]oxolan-2-yl]-8,11-dihydroxyundecyl]-5-methyl-5H-furan-2-one |
---|
CAS Registry Number | Not Available |
---|
SMILES | CCCCCCCCCCC[C@@H](O)\C=C\CC[C@@H](O)[C@H]1CC[C@@H](O1)[C@H](O)CC[C@H](O)CCCCCCCC1=C[C@H](C)OC1=O |
---|
InChI Identifier | InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-12-15-20-31(38)22-17-18-23-33(40)35-26-27-36(44-35)34(41)25-24-32(39)21-16-13-10-11-14-19-30-28-29(2)43-37(30)42/h17,22,28-29,31-36,38-41H,3-16,18-21,23-27H2,1-2H3/b22-17+/t29-,31+,32+,33+,34+,35+,36+/m0/s1 |
---|
InChI Key | WVDBYDZXEPMCTQ-BHKVRROVSA-N |
---|
Experimental Spectra |
---|
|
| Not Available | Predicted Spectra |
---|
|
| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Fatty Acyls |
---|
Sub Class | Fatty alcohols |
---|
Direct Parent | Annonaceous acetogenins |
---|
Alternative Parents | |
---|
Substituents | - Annonaceae acetogenin skeleton
- Long chain fatty alcohol
- 2-furanone
- Dihydrofuran
- Oxolane
- Enoate ester
- Alpha,beta-unsaturated carboxylic ester
- Secondary alcohol
- Lactone
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Ether
- Dialkyl ether
- Carboxylic acid derivative
- Organoheterocyclic compound
- Oxacycle
- Organooxygen compound
- Hydrocarbon derivative
- Alcohol
- Carbonyl group
- Organic oxygen compound
- Organic oxide
- Aliphatic heteromonocyclic compound
|
---|
Molecular Framework | Aliphatic heteromonocyclic compounds |
---|
External Descriptors | Not Available |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental 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 |
|
---|
Predicted Properties | |
---|
General References | - Saraswathy R, Suman R, Malin Bruntha P, Khanna D, Chellasamy V: Mn-doped nickeltitanate (Ni1-x Mn x TiO3) as a promising support material for PdSn electrocatalysts for methanol oxidation in alkaline media. RSC Adv. 2021 Aug 26;11(46):28829-28837. doi: 10.1039/d1ra02883a. eCollection 2021 Aug 23. [PubMed:35478582 ]
- Krueger H, Robinson S, Hancock T, Birtwhistle R, Buxton JA, Henry B, Scarr J, Spinelli JJ: Priorities among effective clinical preventive services in British Columbia, Canada. BMC Health Serv Res. 2022 Apr 26;22(1):564. doi: 10.1186/s12913-022-07871-0. [PubMed:35473549 ]
- Liang C, Cai M, Xu Y, Fu W, Wu J, Liu Y, Liao X, Ning J, Li J, Huang M, Yuan C: Identification of Antithrombotic Natural Products Targeting the Major Substrate Binding Pocket of Protein Disulfide Isomerase. J Nat Prod. 2022 Apr 26. doi: 10.1021/acs.jnatprod.2c00080. [PubMed:35471830 ]
- Essayagh B, Benfari G, Antoine C, Maalouf J, Pislaru S, Thapa P, Michelena HI, Enriquez-Sarano M: Incremental Prognosis by Left Atrial Functional Assessment: The Left Atrial Coupling Index in Patients With Floppy Mitral Valves. J Am Heart Assoc. 2022 Apr 26:e024814. doi: 10.1161/JAHA.121.024814. [PubMed:35470696 ]
- Hasan S, San S, Baral K, Li N, Rulis P, Ching WY: First-Principles Calculations of Thermoelectric Transport Properties of Quaternary and Ternary Bulk Chalcogenide Crystals. Materials (Basel). 2022 Apr 13;15(8). pii: ma15082843. doi: 10.3390/ma15082843. [PubMed:35454538 ]
|
---|