Orobol: Difference between revisions

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Revision as of 18:04, 10 September 2011 editCheMoBot (talk \| contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per [[WP:CHEMVALID\|Chem/Drugbox validation← Previous edit		Latest revision as of 03:40, 6 May 2023 edit undoLegionMammal978 (talk \| contribs)Extended confirmed users7,894 edits move systematic name
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	{{~~chembox~~		{{Chembox
			\| Verifiedfields = changed
⚫	\| verifiedrevid = ~~447709286~~
			\| Watchedfields = changed
		⚫	\| verifiedrevid = 449570565
	\| Name = Orobol		\| Name = Orobol
	\| ImageFile = Orobol.svg		\| ImageFile = Orobol.svg
	\| ImageSize = ~~200px~~		\| ImageSize = 220px
			\| ImageFile1 = Orobol-3D-balls.png
	\| IUPACName = 3-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
			\| ImageSize1 = 220
⚫	\| OtherNames = Isoluteolin<br>Santol<br>5,7,3',4'~~-Tetrahydroxyisoflavone<br>3',4',5,7~~-Tetrahydroxyisoflavone
			\| ImageAlt1 = Orborol molecule
⚫	\| Section1 = {{Chembox Identifiers
			\| IUPACName = 3′,4′,5,7-Tetrahydroxyisoflavone
			\| SystematicName = 3-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4''H''-1-benzopyran-4-one
		⚫	\| OtherNames = Isoluteolin<br>Santol<br>5,7,3',4'-Tetrahydroxyisoflavone
		⚫	\|Section1={{Chembox Identifiers
			\| CASNo_Ref = {{cascite\|correct\|??}}
	\| CASNo = 480-23-9		\| CASNo = 480-23-9
			\| UNII_Ref = {{fdacite\|correct\|FDA}}
			\| UNII = LU8UZM1T51
	\| PubChem = 5281801		\| PubChem = 5281801
	\| Beilstein=292790		\| Beilstein = 292790
			\| ChEBI_Ref = {{ebicite\|changed\|EBI}}
			\| ChEBI = 69437
	\| SMILES = C1=CC(=C(C=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O)O		\| SMILES = C1=CC(=C(C=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O)O
			\| ChemSpiderID_Ref = {{chemspidercite\|changed\|chemspider}}
⚫	}}
			\| ChemSpiderID = 4445113
⚫	\| Section2 = {{Chembox Properties
			\| InChI = 1/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19H
			\| InChIKey = IOYHCQBYQJQBSK-UHFFFAOYAR
			\| StdInChI_Ref = {{stdinchicite\|changed\|chemspider}}
			\| StdInChI = 1S/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19H
			\| StdInChIKey_Ref = {{stdinchicite\|changed\|chemspider}}
			\| StdInChIKey = IOYHCQBYQJQBSK-UHFFFAOYSA-N
			\| RTECS =
			\| MeSHName = D011794
		⚫	}}
		⚫	\|Section2={{Chembox Properties
	\| Formula = C<sub>15</sub>H<sub>10</sub>O<sub>6</sub>		\| Formula = C<sub>15</sub>H<sub>10</sub>O<sub>6</sub>
	\| MolarMass = 286.23 g/mol		\| MolarMass = 286.23 g/mol
	\| ExactMass = 286.047738 u
	\| Appearance =		\| Appearance =
	\| Density =		\| Density =
	\| MeltingPt =		\| MeltingPt =
	\| BoilingPt =		\| BoilingPt =
	\| Solubility = }}		\| Solubility =
			}}
	\| Section3 = {{Chembox Hazards		\|Section3={{Chembox Hazards
	\| MainHazards =		\| MainHazards =
	\| FlashPt =		\| FlashPt =
	\| ~~Autoignition~~ = }}		\| AutoignitionPt =
			}}
	}}		}}
	'''Orobol''' is one of several known ]s. It can be isolated from '']'' or '']''. It is a potent inhibitor of ].<ref></ref><ref></ref>		'''Orobol''' is one of several known ]s. It can be isolated from '']'' or '']''. It is a potent inhibitor of ].<ref></ref><ref>{{Cite web \|url=http://grande.nal.usda.gov/ibids/index.php?mode2=detail&origin=ibids_references&therow=249377 \|title=Isoflavonoids, genistein, psi-tectorigenin, and orobol, increase cytoplasmic free calcium in isolated rat hepatocytes. Tomonaga, T : Mine, T : Kojima, I : Taira, M : Hayashi, H : Isono, K, 1992 \|access-date=2009-09-15 \|archive-url=https://web.archive.org/web/20090719234737/http://grande.nal.usda.gov/ibids/index.php?mode2=detail \|archive-date=2009-07-19 \|url-status=dead }}</ref>

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

Latest revision as of 03:40, 6 May 2023

Orobol
Names


IUPAC name 3′,4′,5,7-Tetrahydroxyisoflavone
Systematic IUPAC name 3-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
Other names Isoluteolin Santol 5,7,3',4'-Tetrahydroxyisoflavone
Identifiers
CAS Number	480-23-9
3D model (JSmol)	Interactive image
Beilstein Reference	292790
ChEBI	CHEBI:69437
ChemSpider	4445113
MeSH	D011794
PubChem CID	5281801
UNII	LU8UZM1T51
CompTox Dashboard (EPA)	DTXSID20197380
InChI InChI=1S/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19HKey: IOYHCQBYQJQBSK-UHFFFAOYSA-N InChI=1/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19HKey: IOYHCQBYQJQBSK-UHFFFAOYAR
SMILES C1=CC(=C(C=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O)O
Properties
Chemical formula	C₁₅H₁₀O₆
Molar mass	286.23 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Orobol is one of several known isoflavones. It can be isolated from Aspergillus niger or Streptomyces neyagawaensis. It is a potent inhibitor of Phosphoinositide 3-kinase.

References

Orobol on curehunter.com
"Isoflavonoids, genistein, psi-tectorigenin, and orobol, increase cytoplasmic free calcium in isolated rat hepatocytes. Tomonaga, T : Mine, T : Kojima, I : Taira, M : Hayashi, H : Isono, K, 1992". Archived from the original on 2009-07-19. Retrieved 2009-09-15.

v t e Isoflavones and their glycosides
Isoflavones	Daidzein Genistein Orobol
O-methylated isoflavones	Biochanin A Calycosin Formononetin Glycitein Irigenin 5-O-methylgenistein Pratensein Prunetin Psi-tectorigenin Retusin Tectorigenin
Glycosides	Daidzin Genistin Iridin Mirificin Ononin Puerarin Sophoricoside Tectoridin
Prenylated isoflavones	Bidwillol A Derrubone Luteone 7-O-Methylluteone Wighteone
Pyranoisoflavones	Alpinumisoflavone Barbigerone Di-O-methylalpinumisoflavone 4'-methyl-alpinumisoflavone
Derivatives	Anagyroidisoflavone A and B Irilone Pseudobaptigenin Rotenoids
Synthetic	Ipriflavone

Category:

Isoflavones