| Record Information |
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| Version | 1.0 |
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| Creation date | 2018-05-02 12:34:24 UTC |
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| Update date | 2018-05-04 14:22:39 UTC |
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| FoodComEx ID | PC001200 |
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| FoodDB Record | FDB014295 |
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| Chemical Information |
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| Name | Kahweol |
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| Description | Present in boiled type-coffee beverages. May possess hypercholesterolaemic activity. Constit of coffee bean oil
Kahweol is a diterpene molecule found in the beans of Coffea arabica. It is structurally related to cafestol. |
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| CAS Number | 6894-43-5 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| Kahweol | db_source |
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| Chemical Formula | C20H26O3 |
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| IUPAC name | 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-ol |
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| InChI Identifier | InChI=1S/C20H26O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h5-7,9,13,15,17,21-22H,2-4,8,10-12H2,1H3 |
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| InChI Key | JEKMKNDURXDJAD-UHFFFAOYSA-N |
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| Isomeric SMILES | CC12C=CC3=C(C=CO3)C1CCC13CC(CCC21)C(O)(CO)C3 |
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| Average Molecular Weight | 314.4186 |
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| Monoisotopic Molecular Weight | 314.188194698 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Naphthofurans |
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| Sub Class | Not Available |
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| Direct Parent | Naphthofurans |
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| Alternative Parents | |
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| Substituents | - Naphthofuran
- Heteroaromatic compound
- Tertiary alcohol
- Furan
- Cyclic alcohol
- 1,2-diol
- Oxacycle
- Organic oxygen compound
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Alcohol
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | Not Available |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Mp 143-143.5° | DFC |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | 1 to 2 mg |
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| Delivery Time | 2 weeks |
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| Storage Form | powder |
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| Storage Conditions | -18°C |
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| Stability | Not Available |
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| Purity | unknown |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Contact Name | Contact Institution | Contact Email |
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| Augustin Scalbert | International Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372 | scalberta@iarc.fr |
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| Commercial Vendors |
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| Cayman Chemical | 14015 |
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| Toronto Research Chemicals | K095000 |
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