Record Information |
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Version | 2.0 |
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Created at | 2022-04-27 23:02:10 UTC |
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Updated at | 2022-04-27 23:02:10 UTC |
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NP-MRD ID | NP0051811 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Juvenile hormone III |
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Description | Juvenile hormone III, also known as JH III, belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Thus, juvenile hormone III is considered to be an isoprenoid lipid molecule. Juvenile hormone III is found in Apis cerana, Cyperus iria and Lettowianthus stellatus. Juvenile hormone III was first documented in 2012 (PMID: 22664054). Juvenile hormone III is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 23034815) (PMID: 23121109) (PMID: 24657668). |
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Structure | COC(=O)\C=C(/C)CC\C=C(/C)CC[C@H]1OC1(C)C InChI=1S/C16H26O3/c1-12(9-10-14-16(3,4)19-14)7-6-8-13(2)11-15(17)18-5/h7,11,14H,6,8-10H2,1-5H3/b12-7+,13-11+/t14-/m1/s1 |
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Synonyms | Value | Source |
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(+)-Juvenile hormone III | ChEBI | (10R)-Juvenile hormone III | ChEBI | JH III | ChEBI | Juvenile hormone 3 | ChEBI | Methyl (2E,6E)-(10R)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate | ChEBI | Methyl (R-(e,e))-9-(3,3-dimethyloxiranyl)-3,7-dimethyl-2,6-nonadienoate | ChEBI | Methyl 10,11-epoxy-3,7,11-trimethyl-trans,trans-(10R)-2,6-dodecadienoate | ChEBI | Methyl 10,11-epoxy-3,7,11-trimethyl-trans,trans-2,6-dodecadienoate | ChEBI | Methyl R-(+)-10,11-epoxyfarnesate | ChEBI | Methyl (2E,6E)-(10R)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoic acid | Generator | Methyl (R-(e,e))-9-(3,3-dimethyloxiranyl)-3,7-dimethyl-2,6-nonadienoic acid | Generator | Methyl 10,11-epoxy-3,7,11-trimethyl-trans,trans-(10R)-2,6-dodecadienoic acid | Generator | Methyl 10,11-epoxy-3,7,11-trimethyl-trans,trans-2,6-dodecadienoic acid | Generator | Methyl R-(+)-10,11-epoxyfarnesic acid | Generator | 10,11-Epoxyfarnesenic acid methyl ester | MeSH | Juvenile hormone III, (e,e)-(+-)-isomer | MeSH | Juvenile hormone III, (e,e)-isomer | MeSH | Juvenile hormone III, (R-(e,e))-isomer | MeSH | Juvenile hormone III, (Z,e)-isomer | MeSH | Methyl 10,11-epoxy-3,7,11-trimethyl-2,6-dodecanoate | MeSH | Juvenile hormone III, (S-(e,e))-isomer | MeSH |
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Chemical Formula | C16H26O3 |
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Average Mass | 266.3758 Da |
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Monoisotopic Mass | 266.18819 Da |
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IUPAC Name | methyl (2E,6E)-9-[(2R)-3,3-dimethyloxiran-2-yl]-3,7-dimethylnona-2,6-dienoate |
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Traditional Name | JH III |
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CAS Registry Number | Not Available |
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SMILES | COC(=O)\C=C(/C)CC\C=C(/C)CC[C@H]1OC1(C)C |
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InChI Identifier | InChI=1S/C16H26O3/c1-12(9-10-14-16(3,4)19-14)7-6-8-13(2)11-15(17)18-5/h7,11,14H,6,8-10H2,1-5H3/b12-7+,13-11+/t14-/m1/s1 |
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InChI Key | QVJMXSGZTCGLHZ-HONBPKQLSA-N |
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Experimental Spectra |
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| Not Available |
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Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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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 |
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Chemical Shift Submissions |
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| Not Available |
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Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Monoterpenoids |
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Direct Parent | Monocyclic monoterpenoids |
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Alternative Parents | |
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Substituents | - Monocyclic monoterpenoid
- Fatty acid ester
- Fatty acyl
- Methyl ester
- Enoate ester
- Alpha,beta-unsaturated carboxylic ester
- Carboxylic acid ester
- Carboxylic acid derivative
- Dialkyl ether
- Oxirane
- Ether
- Monocarboxylic acid or derivatives
- Oxacycle
- Organoheterocyclic compound
- Organic oxide
- Carbonyl group
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxygen compound
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | |
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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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