Pterulone: Difference between revisions

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	{{Chembox		{{Chembox
			\| verifiedrevid = 464376286
	\| ImageFile = Pterulone.~~png~~		\| ImageFile = Pterulone.svg
	\| ImageSize =		\| ImageSize =
	\| ~~IUPACName~~ = 1-~~ethanone~~		\| PIN = 1-ethan-1-one
	\| OtherNames =		\| OtherNames =
	\| Section1 = {{Chembox Identifiers		\|Section1={{Chembox Identifiers
	\| InChI = 1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7-		\| InChI = 1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7-
	\| InChIKey1 = QEWSARCWWQPUSM-YFHOEESVSA-N		\| InChIKey1 = QEWSARCWWQPUSM-YFHOEESVSA-N
	\| InChI1 = 1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7-		\| InChI1 = 1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7-
			\| CASNo_Ref = {{cascite\|changed\|ChemSpider}}
	\| CASNo =
	\| ~~ChEMBL~~ = ~~450490~~		\| CASNo = 369376-61-4
			\| UNII_Ref = {{fdacite\|correct\|FDA}}
			\| UNII = A69767WW45
			\| ChEMBL_Ref = {{ebicite\|correct\|EBI}}
			\| ChEMBL = 450490
	\| PubChem = 11424846		\| PubChem = 11424846
			\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
	\| ChemSpiderID = 9599722		\| ChemSpiderID = 9599722
⚫	\| StdInChIKey = QEWSARCWWQPUSM-YFHOEESVSA-N
			\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}
		⚫	\| StdInChIKey = QEWSARCWWQPUSM-YFHOEESVSA-N
	\| SMILES = O=C(c2ccc1OCC(/C=C\c1c2)=Cl)C		\| SMILES = O=C(c2ccc1OCC(/C=C\c1c2)=Cl)C
			\| StdInChI_Ref = {{stdinchicite\|correct\|chemspider}}
	\| StdInChI = ~~StdInChI=~~1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7-		\| StdInChI = 1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7-
	}}		}}
	\| Section2 = {{Chembox Properties		\|Section2={{Chembox Properties
	\| Formula = C<sub>13</sub>H<sub>11</sub>ClO<sub>2</sub>		\| Formula = C<sub>13</sub>H<sub>11</sub>ClO<sub>2</sub>
	\| MolarMass = 234.678		\| MolarMass = 234.678
	\| Appearance =
	\| ~~Density~~ =		\| Appearance =
	\| ~~MeltingPt~~ =		\| Density =
	\| ~~BoilingPt~~ =		\| MeltingPt =
	\| ~~Solubility~~ =		\| BoilingPt =
			\| Solubility =
	}}		}}
	\| Section3 = {{Chembox Hazards		\|Section3={{Chembox Hazards
	\| MainHazards =
	\| ~~FlashPt~~ =		\| MainHazards =
	\| ~~Autoignition~~ =		\| FlashPt =
			\| AutoignitionPt =
	}}		}}
	}}		}}

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	{{Reflist\|refs =		{{Reflist\|refs =

	<ref name=Engler1997>{{cite journal \|~~author~~=Engler M, Anke T, Sterner O, Brandt U. \|title=Pterulinic acid and pterulone, two novel inhibitors of NADH:ubiquinone oxidoreductase (complex I) produced by a ''Pterula'' species. I. Production, isolation and biological activities \|journal=Journal of Antibiotics \|volume=50 \|issue=4 \|pages=325–9 \|year=1997 \|pmid=9186558 }}</ref>		<ref name=Engler1997>{{cite journal \|vauthors=Engler M, Anke T, Sterner O, Brandt U \|title=Pterulinic acid and pterulone, two novel inhibitors of NADH:ubiquinone oxidoreductase (complex I) produced by a ''Pterula'' species. I. Production, isolation and biological activities \|journal=Journal of Antibiotics \|volume=50 \|issue=4 \|pages=325–9 \|year=1997 \|pmid=9186558 \|doi=10.7164/antibiotics.50.325\|doi-access=free }}</ref>

	}}		}}

⚫	]
⚫	]
	]		]
	]		]
		⚫	]
		⚫	]
			]


	{{organic-compound-stub}}
			{{Organohalide-stub}}
			{{Heterocyclic-stub}}

Latest revision as of 16:09, 18 August 2022

Pterulone
Names

Preferred IUPAC name 1-ethan-1-one
Identifiers
CAS Number	369376-61-4
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL450490
ChemSpider	9599722
PubChem CID	11424846
UNII	A69767WW45
InChI InChI=1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7-Key: QEWSARCWWQPUSM-YFHOEESVSA-N InChI=1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7- InChI=1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7-Key: QEWSARCWWQPUSM-YFHOEESVSA-N
SMILES O=C(c2ccc1OCC(/C=C\c1c2)=Cl)C
Properties
Chemical formula	C₁₃H₁₁ClO₂
Molar mass	234.678
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

Pterulone is a fungal metabolite. It was initially isolated from the mycelium and liquid cultures of wood-decay fungus in the genus Pterula. The compound inhibits eukaryotic respiration by targeting the mitochondrial NADH:ubiquinone oxidoreductase.

References

Engler M, Anke T, Sterner O, Brandt U (1997). "Pterulinic acid and pterulone, two novel inhibitors of NADH:ubiquinone oxidoreductase (complex I) produced by a Pterula species. I. Production, isolation and biological activities". Journal of Antibiotics. 50 (4): 325–9. doi:10.7164/antibiotics.50.325. PMID 9186558.

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