Rosinidin

Rosinidin
Names

IUPAC name 3,4′,5-Trihydroxy-3′,7-dimethoxyflavylium
Systematic IUPAC name 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-1λ⁴-benzopyran-1-ylium
Identifiers
CAS Number	4092-64-2^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:8893^N
ChemSpider	390373^N
PubChem CID	441777
CompTox Dashboard (EPA)	DTXSID80331627
InChI InChI=1S/C17H14O6/c1-21-10-6-13(19)11-8-14(20)17(23-15(11)7-10)9-3-4-12(18)16(5-9)22-2/h3-8H,1-2H3,(H2-,18,19,20)/p+1^N Key: GNONHFYAESLOCB-UHFFFAOYSA-O^N InChI=1/C17H14O6/c1-21-10-6-13(19)11-8-14(20)17(23-15(11)7-10)9-3-4-12(18)16(5-9)22-2/h3-8H,1-2H3,(H2-,18,19,20)/p+1 Key: GNONHFYAESLOCB-IKLDFBCSAN
SMILES Oc1cc2c(O)cc(OC)cc2[o+]c1c3cc(OC)c(O)cc3
Properties
Chemical formula	C₁₇H₁₅O₆+
Molar mass	315.30 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

Rosinidin is an O-methylated anthocyanidin derived from Cyanidin. It is a pigment found in the flowers of Catharanthus roseus^[1] and, in lower concentration, in Primula rosea.^[2]

References

^ Toki K, Saito N, Irie Y, Tatsuzawa F, Shigihara A, Honda T (March 2008). "7-O-Methylated anthocyanidin glycosides from Catharanthus roseus". Phytochemistry. 69 (5): 1215–9. doi:10.1016/j.phytochem.2007.11.005. PMID 18164044.
^ The Structure and Distribution of the Flavonoids in Plants. Tsukasa Iwashina, Journal of Plant Research, 2000, Volume 113, Number 3, pages 287-299, doi:10.1007/PL00013940

External links

Rosinidin at sci-toys.com

Anthocyanidins and their anthocyanin glucosides

3-Hydroxyanthocyanidins

5-Desoxy-peonidin
Aurantinidin
Cyanidin
6-Hydroxycyanidin
Delphinidin
Fisetinidin
Guibourtinidin
Pelargonidin
Robinetinidin

3-Deoxyanthocyanidins

O-Methylated anthocyanidins

5-Desoxy-malvidin
Capensinidin
Europinidin
Hirsutidin
Kaempferidinidin
Malvidin
Peonidin
Petunidin
Pulchellidin
Rosinidin

Anthocyanins
(anthocyaninidin glycosides)

Glucosides:

Callistephin (Pelargonidin 3-O-glucoside)
Chrysanthemin (Cyanidin 3-O-glucoside)
Myrtillin (Delphinidin 3-O-glucoside)
Oenin (Malvidin 3-O-glucoside)
Peonidin 3-O-glucoside
Petunidin 3-O-glucoside
Pulchellidin 3-glucoside

Diglucosides:

Cyanin (Cyanidin 3,5-O-diglucoside)
Delphin (Delphinidin 3,5-O-diglucoside)
Malvin (Malvidin 3,5-diglucoside)
Pelargonin (Pelargonidin 3,5-O-diglucoside)
Peonin (Peonidin 3,5-O-diglucoside)
Petunin (Petunidin 3,5-O-diglucoside)

Others glycosides:

Antirrhinin (Cyanidin 3-O-rutinoside)
Ideain (Cyanidin 3-O-galactoside)
Delphinidin 3-O-rhamnoside
Petunidin 3-O-arabinoside
Petunidin 3-O-galactoside
Petunidin 3-O-rhamnoside
Petunidin 3-O-rutinoside
Primulin (Malvidin 3-O-galactoside)
Pulchellidin 3-rhamnoside
Tulipanin (Delphinidin 3-O-rutinoside)

Acylated anthocyanins

Acetylated anthocyanins	Cyanidin 3-O-(6-acetyl)glucoside Delphinidin 3-O-(6-acetyl)glucoside Malvidin 3-O-(6-acetyl)glucoside Petunidin 3-O-(6-acetyl)galactoside Petunidin 3-O-(6-acetyl)glucoside Peonidin 3-O-(6-acetyl)glucoside
Coumaroylated anthocyanins (cis- and trans-)	Cyanidin 3-O-(6-p-coumaroyl)glucoside Delphinidin 3-O-(6-p-coumaroyl)glucoside Malvidin 3-O-(6-p-coumaroyl)glucoside Petunidin 3-O-(6-p-coumaroyl)glucoside Peonidin 3-O-(6-p-coumaroyl)glucoside
Caffeoylated anthocyanins	Malvidin 3-O-(6-p-caffeoyl)glucoside Peonidin 3-O-(6-p-caffeoyl)glucoside
Malonylated anthocyanins	Malonylmalvin (malvidin 3-(6″-malonylglucoside)-5-glucoside)
Acylated anthocyanin diglycosides	Cyanidin 3-O-(di-p-coumarylglucoside)-5-glucoside Gentiodelphin (delphinidin 3-''O''-glucosyl-5-''O''-(6-''O''-caffeoyl-glucosyl)-3′-''O''-(6-''O''-caffeoyl-glucoside)) Nasunin (Delphinidin 3-(p-coumaroylrutinoside)-5-glucoside) Petanin (petunidin 3-[6-O-(4-O-(E)-p-coumaroyl-O-α-l-rhamnopyranosyl)-β-D-glucopyranoside]-5-O-β-D-glucopyranoside) Violdelphin (Delphinidin 3-rutinoside-7-O-(6-O-(4-(6-O-(4-hydroxybenzoyl)-β-D-glucosyl)oxybenzoyl)-β-D-glucoside)