| Record Information |
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| Version | 2.0 |
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| Created at | 2022-03-17 20:55:31 UTC |
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| Updated at | 2022-03-17 20:55:31 UTC |
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| NP-MRD ID | NP0048376 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Lucidenic acid H |
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| Description | Linalyl oxide, also known as fema 3746, belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Linalyl oxide is an extremely weak basic (essentially neutral) compound (based on its pKa). Linalyl oxide is an alcohol, camphor, and fenchyl tasting compound. Outside of the human body, Linalyl oxide is found, on average, in the highest concentration within corianders. Linalyl oxide has also been detected, but not quantified in, several different foods, such as citrus, figs, gingers, roselles, and tea. Lucidenic acid H is found in Ganoderma lucidum . This could make linalyl oxide a potential biomarker for the consumption of these foods. |
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| Structure | CC(CCC(O)=O)C1CC(=O)C2(C)C3=C(C(=O)CC12C)C1(C)CCC(O)C(C)(CO)C1CC3O InChI=1S/C27H40O7/c1-14(6-7-21(33)34)15-10-20(32)27(5)23-16(29)11-18-24(2,9-8-19(31)25(18,3)13-28)22(23)17(30)12-26(15,27)4/h14-16,18-19,28-29,31H,6-13H2,1-5H3,(H,33,34) |
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| Synonyms | | Value | Source |
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| 2,6-Dimethyl-3,6-oxido-7-octen-2-ol | HMDB | | 2-(5-Methyl-5-vinyltetrahydro-2-furanyl)-2-propanol | HMDB | | 2-(Tetrahydro-5-methyl-5-vinyl-2-furyl)propan-2-ol | HMDB | | 2-Methyl-2-vinyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuran | HMDB | | 2-Methyl-2-vinyl-5-(2-hydroxy-2-propyl)tetrahydrofuran | HMDB | | 5-(1-Hydroxy-1-methylethyl)-2-methyl-2-vinyltetrahydrofuran | HMDB | | 5-Ethenyltetrahydro-a,a,5-trimethyl-2-furanmethanol, 9ci | HMDB | | 5-Ethenyltetrahydro-alpha,alpha,5-trimethyl-2-furanmethanol | HMDB | | alpha,alpha,5-Trimethyl-5-vinyltetrahydrofurfuryl alcohol | HMDB | | FEMA 3746 | HMDB | | Furan linalool oxide | HMDB | | Linalool 3,6-oxide | HMDB | | Linalool oxide | HMDB | | Tetrahydro-2-methyl-5-(1-hydroxy-1-methylethyl)-2-vinylfuran | HMDB | | Tetrahydro-alpha,alpha,5-trimethyl-5-vinylfuran-2-methanol | HMDB | | 11,15-dioxo-3beta,7beta-Dihydroxy-5alpha-lanost-8-en-24-Oic acid | HMDB | | 3b,7b,28-Trihydroxy-11,15-dioxo-25,26,27-trisnorlanost-8-en-24-Oic acid | HMDB | | 3b,7b-Dihydroxy-4a-hydroxymethyl-4b,14a-dimethyl-11,15-dioxo-5a-chol-8-en-24-Oic acid, 9ci | HMDB | | 4-[5,9-Dihydroxy-6-(hydroxymethyl)-2,6,11,15-tetramethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]pentanoate | Generator | | Lucidenate H | Generator |
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| Chemical Formula | C27H40O7 |
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| Average Mass | 476.6023 Da |
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| Monoisotopic Mass | 476.27740 Da |
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| IUPAC Name | 4-[5,9-dihydroxy-6-(hydroxymethyl)-2,6,11,15-tetramethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]pentanoic acid |
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| Traditional Name | 4-[5,9-dihydroxy-6-(hydroxymethyl)-2,6,11,15-tetramethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]pentanoic acid |
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| CAS Registry Number | 110241-25-3 |
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| SMILES | CC(CCC(O)=O)C1CC(=O)C2(C)C3=C(C(=O)CC12C)C1(C)CCC(O)C(C)(CO)C1CC3O |
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| InChI Identifier | InChI=1S/C27H40O7/c1-14(6-7-21(33)34)15-10-20(32)27(5)23-16(29)11-18-24(2,9-8-19(31)25(18,3)13-28)22(23)17(30)12-26(15,27)4/h14-16,18-19,28-29,31H,6-13H2,1-5H3,(H,33,34) |
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| InChI Key | FWZRMYARQHUFQY-UHFFFAOYSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| Not Available | | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | | Species Name | Source | Reference |
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| Agaricus bisporus | FooDB | - Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
| | Ganoderma lucidum | Fungi | | | Pleurotus ostreatus | FooDB | - Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Tetrahydrofurans |
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| Sub Class | Not Available |
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| Direct Parent | Tetrahydrofurans |
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| Alternative Parents | |
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| Substituents | - Tetrahydrofuran
- Tertiary alcohol
- Oxacycle
- Ether
- Dialkyl ether
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic heteromonocyclic compound
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| Molecular Framework | Aliphatic heteromonocyclic compounds |
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| External Descriptors | Not Available |
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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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