| 词条 | Aesculetin |
| 释义 |
| Watchedfields = changed | verifiedrevid = 477243187 | Reference=[1] | ImageFile=Aesculetin.svg | IUPACName=6,7-dihydroxy-chromen-2-one | OtherNames=esculetin cichorigenin 6,7-dihydroxycoumarin |Section1={{Chembox Identifiers | IUPHAR_ligand = 5180 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 4444764 | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C09263 | InChI = 1/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H | SMILES1 = O=C/2Oc1cc(O)c(O)cc1\\C=C\\2 | InChIKey = ILEDWLMCKZNDJK-UHFFFAOYAQ | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 244743 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = ILEDWLMCKZNDJK-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo=305-01-1 | PubChem=5281416 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 490095 | SMILES=C1=CC(=O)OC2=CC(=C(C=C21)O)O |Section2={{Chembox Properties | C=9 | H=6 | O=4 | MolarMass = 178.14 g mol−1 | Appearance = white or light yellow powder | Density = | MeltingPt = | BoilingPt = | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} Aesculetin (also known as esculetin, 6,7-dihydroxycoumarin and cichorigenin) is a derivative of coumarin. It is a natural lactone that derives from the intramolecular cyclization of a cinnamic acid derivative. It is present in chicory and in many toxic and medicinal plants, in form of glycosides and caffeic acid conjugates.[2] This compound is used in some sunscreens, but there is evidence that it acts as a photosensitizer for DNA damage.[3] The sodium salt of its methyl-derivative is used in dermatology for the treatment of varicose veins.[4] It is a blue fluorescence compound found in plants.[5] Aesculin, the glucoside of aesculetin, will fluoresce under long wave ultraviolet light (360 nm). The hydrolysis of aesculin results in loss of this fluorescence. Aesculetin has the ability to quench the inner fluorescence of bovine serum albumin.[6] Aesculetin can be transformed into scopoletin (7-hydroxy-6-methoxycoumarin) and isoscopoletin (6-hydroxy-7-methoxycoumarin) through incubation with rat liver catechol-O-methyltransferase.[7] See also
References1. ^{{cite web|url = http://www.sigmaaldrich.com/catalog/search/ProductDetail/ALDRICH/246573|title = Aesculetin|publisher = Sigma-Aldrich}} {{Coumarin}}2. ^{{cite book|url = https://books.google.com/books?id=NmKF0hxhpdMC&pg=PA388&lpg=PA388&dq=esculetin+occurrence+plants&source=bl&ots=KKtXRrecJr&sig=2Tno7PPn-DHZmDa34wTuVBIrRx0&hl=en&ei=741ZTdT9NMnHswaVzIymCw&sa=X&oi=book_result&ct=result&resnum=8&ved=0CFUQ6AEwBw#v=onepage&q=esculetin&f=false|title = Plant Biochemistry|year = 1997|editor1-last = Dey|editor1-first = P. M.|editor2-last = Harborne|editor2-first = J. B.|editor2-link = Jeffrey Barry Harborne|publisher = Academic Press|isbn = 9780122146749}} 3. ^{{cite journal|author1 = Hausen, B. M.|author2 = Schmieder, M.|title = The sensitizing capacity of coumarins (I)|journal = Contact Dermatitis|volume = 15|issue = 3|pages = 157–163|date=September 1986|pmid = 3780217|doi = 10.1111/j.1600-0536.1986.tb01317.x}} 4. ^{{cite web|url=http://www.in-cosmetics.com/ExhibitorLibrary/606/Permethol-VA-020209-FT_3.pdf |title="Permethol" Data Sheet }}{{dead link|date=June 2017 |bot=InternetArchiveBot |fix-attempted=yes }} 5. ^{{cite journal|title = Fluorescence emission spectra of plant leaves and plant constituents|author1 = Lang, M.|author2 = Stober, F.|author3 = Lichtenthaler, H. K.|journal = Radiation and Environmental Biophysics|year = 1991|volume = 30|issue = 4|pages = 333–347|doi = 10.1007/BF01210517}} 6. ^{{cite journal|title = Interaction between natural pharmaceutical homologues of coumarin and bovine serum albumin|last1 = Liu|first1 = X.-F.|last2 = Xia|first2 = Y.-M.|last3 = Fang|first3 = Y.|last4 = Zou|first4 = L.|last5 = Liu|first5 = L.-L.|journal = Huaxue xuebao|year = 2004|volume = 62|issue = 16|pages = 1484–1490}} {{INIST|16312595}} 7. ^{{cite journal|title = 6.7-Dihydroxycoumarin (Aesculetin) as a substrate for catechol-o-methyltransferase|journal = Z. Naturforsch. C|year = 1976|issue = 5-6|volume = 31|pages = 280–284|author1 = Müller-Enoch, D.|author2 = Seidl, E.|author3 = Thomas, H.|PMID = 134569|language = German}} 2 : Coumarins|Catechols |
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