Alpinumisoflavone

Alpinumisoflavone
Names
	IUPAC name 4′,5-Dihydroxy-6′′,6′′-dimethyl-6′′H-pyrano[3′′,2′′:6,7]isoflavone
	Systematic IUPAC name 5-Hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:5,4-b′]dipyran-4-one
	Other names 5-Hydroxy-3-(4-hydroxyphenyl)-8,8-dimethylpyrano[3,2-g]chromen-4-one
Identifiers
CAS Number	34086-50-5 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEMBL	ChEMBL238628 ;
ChemSpider	4590280 ;
PubChem CID	5490139;
UNII	6Q33HOF94Z ;
CompTox Dashboard (EPA)	DTXSID00187683 ;
	InChI InChI=1S/C20H16O5/c1-20(2)8-7-13-15(25-20)9-16-17(18(13)22)19(23)14(10-24-16)11-3-5-12(21)6-4-11/h3-10,21-22H,1-2H3 Key: RQAMSFTXEFSBPK-UHFFFAOYSA-N ; InChI=1/C20H16O5/c1-20(2)8-7-13-15(25-20)9-16-17(18(13)22)19(23)14(10-24-16)11-3-5-12(21)6-4-11/h3-10,21-22H,1-2H3 Key: RQAMSFTXEFSBPK-UHFFFAOYAG;
	SMILES CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C(=CO3)C4=CC=C(C=C4)O)C; O=C2/C(c1ccc(O)cc1)=C\Oc4c2c(O)c3\C=C/C(Oc3c4)(C)C;
Properties
Chemical formula	C20H16O5
Molar mass	336.33 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Alpinumisoflavone is a pyranoisoflavone, a type of isoflavone. It can be found in the bark of Rinorea welwitschii.^[1] It can also be found in the molluscicide plant Millettia thonningii and is thought to be an antischistosomal agent^[2] since it has been shown to kill the snails which transmit the schistosomiasis and also the larvae of the parasite itself.^[3]

References

^ Stewart, M.; Bartholomew, B.; Currie, F.; Abbiw, D.K.; Latif, Z.; Sarker, S.D.; Nash, R.J. (2000). "Pyranoisoflavones from Rinorea welwitschii". Fitoterapia. 71 (5): 595–597. doi:10.1016/S0367-326X(00)00210-0. PMID 11449519.
^ Perrett, S.; Whitfield, P.J.; Sanderson, L.; Bartlett, A. (1995). "The plant molluscicide Millettia thonningii (Leguminosae) as a topical antischistosomal agent". Journal of Ethnopharmacology. 47 (1): 49–54. doi:10.1016/0378-8741(95)01253-a. PMID 7564421.
^ Perrett, Sheena; Whitfield, Philip J. (1995). "Aqueous degradation of isoflavonoids in an extract of Millettia thonningii (Leguminosae) which is larvicidal towards schistosomes". Phytotherapy Research. 9 (6): 401–404. doi:10.1002/ptr.2650090603. S2CID 85035592.

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[1] Stewart, M.; Bartholomew, B.; Currie, F.; Abbiw, D.K.; Latif, Z.; Sarker, S.D.; Nash, R.J. (2000). "Pyranoisoflavones from Rinorea welwitschii". Fitoterapia. 71 (5): 595–597. doi:10.1016/S0367-326X(00)00210-0. PMID 11449519.

[2] Perrett, S.; Whitfield, P.J.; Sanderson, L.; Bartlett, A. (1995). "The plant molluscicide Millettia thonningii (Leguminosae) as a topical antischistosomal agent". Journal of Ethnopharmacology. 47 (1): 49–54. doi:10.1016/0378-8741(95)01253-a. PMID 7564421.

[3] Perrett, Sheena; Whitfield, Philip J. (1995). "Aqueous degradation of isoflavonoids in an extract of Millettia thonningii (Leguminosae) which is larvicidal towards schistosomes". Phytotherapy Research. 9 (6): 401–404. doi:10.1002/ptr.2650090603. S2CID 85035592.

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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