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Revision as of 14:36, 24 October 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI', 'CASNo').← Previous edit Latest revision as of 00:51, 26 October 2024 edit undoCitation bot (talk | contribs)Bots5,391,772 edits Added bibcode. | Use this bot. Report bugs. | Suggested by Abductive | Category:Mycotoxins | #UCB_Category 61/77 
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{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 456241327
| Watchedfields = changed
|ImageFile=Aristolochene.png
| verifiedrevid = 457152393
|ImageSize=200px
| ImageFile=Aristolochene.png
|IUPACName=(4''S'',4a''R'',6''S'')-6-Isopropenyl-4,4a-dimethyl-2,3,4,5,6,7-hexahydro-1''H''-naphthalene
| ImageSize=200px
|OtherNames=(+)-Aristolochene
| IUPACName=7α-Eremophila-9,11-diene
| SystematicName=(4''S'',4a''R'',6''S'')-4,4a-Dimethyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene
| OtherNames=(+)-Aristolochene
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = <!-- blanked - oldvalue: 123408-96-8 -->
| CASNo=123408-96-8
| ChEBI = 43445
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 459BG6ZY5H
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 43445
| PubChem=656496 | PubChem=656496
| SMILES=C1CCCC2=CC(C12C)C(=C)C | SMILES=C1CCCC2=CC(C12C)C(=C)C
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 570881 | ChemSpiderID = 570881
| InChI = 1/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h9,12-13H,1,5-8,10H2,2-4H3/t12-,13-,15+/m0/s1 | InChI = 1/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h9,12-13H,1,5-8,10H2,2-4H3/t12-,13-,15+/m0/s1
| InChIKey = YONHOSLUBQJXPR-KCQAQPDRBL | InChIKey = YONHOSLUBQJXPR-KCQAQPDRBL
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h9,12-13H,1,5-8,10H2,2-4H3/t12-,13-,15+/m0/s1 | StdInChI = 1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h9,12-13H,1,5-8,10H2,2-4H3/t12-,13-,15+/m0/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = YONHOSLUBQJXPR-KCQAQPDRSA-N | StdInChIKey = YONHOSLUBQJXPR-KCQAQPDRSA-N
}} }}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| Formula=C<sub>15</sub>H<sub>24</sub> | C=15 | H=24
| Appearance=
| MolarMass=204.35 g/mol
| Density=0.894 g/mL
| Appearance=
| Density= | MeltingPt=
| MeltingPt= | BoilingPt=
| BoilingPt= | Solubility=
| Solubility=
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}


'''Aristolochene''' is a ] ] produced by certain ] including the ] ] '']''. It is ] from ] by ] and is the parent hydrocarbon of a large variety of ].<ref>, Chem 549, College of Pharmacy, University of Arizona</ref> '''Aristolochene''' is a ] ] produced by certain ] including the ] ] '']''. It is ] from ] by ] and is the parent hydrocarbon of a large variety of ].<ref> {{webarchive |url=https://web.archive.org/web/20070225231653/http://www.pharmacy.arizona.edu/faculty/moorelab/classes/chem549/terpenes.pdf |date=February 25, 2007 }}, Chem 549, College of Pharmacy, University of Arizona</ref>

The substance was first isolated from ''Penicillium roqueforti'', a fungus used to make blue cheeses like ], ], ] and ].

Aristolochene is a precursor to ], a toxic chemical made in large amounts by ''Penicillium roqueforti''.<ref name="pmid8440737">{{cite journal|vauthors=Proctor RH, Hohn TM |title=Aristolochene synthase. Isolation, characterization, and bacterial expression of a sesquiterpenoid biosynthetic gene (Ari1) from ''Penicillium roqueforti'' |journal=J. Biol. Chem. |volume=268 |issue=6 |pages=4543–8 |date=February 1993 |doi=10.1016/S0021-9258(18)53644-9 |pmid=8440737 |url=http://www.jbc.org/cgi/pmidlookup?view=long&pmid=8440737|doi-access=free }}</ref> PR toxin has been implicated in incidents of ] resulting from eating contaminated grains.<ref name="pmid7080052">{{cite journal |vauthors=Chen FC, Chen CF, Wei RD |title=Acute toxicity of PR toxin, a mycotoxin from ''Penicillium roqueforti'' |journal=Toxicon |volume=20 |issue=2 |pages=433–41 |year=1982 |pmid=7080052 |doi= 10.1016/0041-0101(82)90006-X|bibcode=1982Txcn...20..433C }}</ref>

== Related Compounds ==
* ]
* ]
* ]


==References== ==References==
{{reflist}} {{reflist}}


==External links==
* at ]

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