Apigeninidin
Names | |
---|---|
Other names 3-desoxy- pelargonidin 5,7-dihydroxy-2-(4-hydroxyphenyl)benzopyrilium chloride | |
Identifiers | |
CAS Number |
|
3D model (JSmol) |
|
ChEMBL |
|
ChemSpider |
|
PubChem CID |
|
UNII |
|
CompTox Dashboard (EPA) |
|
InChI
| |
| |
Properties | |
Chemical formula | C15H11O4+ |
Molar mass | 255.24 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references |
Chemical compound
Apigeninidin (Also, apigenidin,[1] or Gesneridin) is a chemical compound belonging to the 3-deoxyanthocyanidins and that can be found in the Patagonian plant Ephedra frustillata[2] and in the soybean.[3] Apigeninidin is one of the principal pigments found in sorghum.[4] Extremely high level of apigeninidin (49 mg/g) has been documented in sorghum leaf sheath.[5] Like all anthocyanidins it exists in a variety of tautomers depending on pH and hydration, several of these bare the distinctive pyrylium core.[6]
References
- ^ Asahina, Yasuhiko; Inubuse, Mototaro (1928). "Über die Reduktion der Flavon- und Flavanon-Derivate (III. Mitteilung über die Flavanon-glucoside)". Berichte der Deutschen Chemischen Gesellschaft (A and B Series). 61 (8): 1646–1650. doi:10.1002/cber.19280610810. ISSN 0365-9488.
- ^ Gurni, Alberto A.; Wagner, Marcelo L. (1982). "Apigeninidin as a leucoderivative in Ephedra frustillata". Phytochemistry. 21 (9): 2428–2429. Bibcode:1982PChem..21.2428G. doi:10.1016/0031-9422(82)85229-1. ISSN 0031-9422.
- ^ Boveris, AD; Galatro, A; Sambrotta, L; Ricco, R; Gurni, AA; Puntarulo, S (December 2001). "Antioxidant capacity of a 3-deoxyanthocyanidin from soybean". Phytochemistry. 58 (7): 1097–105. Bibcode:2001PChem..58.1097B. doi:10.1016/s0031-9422(01)00378-8. PMID 11730874.
- ^ Awika, Joseph M.; Rooney, Lloyd W.; Waniska, Ralph D. (2004). "Properties of 3-Deoxyanthocyanins from Sorghum". Journal of Agricultural and Food Chemistry. 52 (14): 4388–4394. doi:10.1021/jf049653f. ISSN 0021-8561. PMID 15237941.
- ^ Geera, Bhimalingeswarappa; Ojwang, Leonnard O.; Awika, Joseph M. (2012). "New Highly Stable Dimeric 3-Deoxyanthocyanidin Pigments from Sorghum bicolor Leaf Sheath". Journal of Food Science. 77 (5): C566–C572. doi:10.1111/j.1750-3841.2012.02668.x. ISSN 0022-1147. PMID 22489620.
- ^ Costantino, Luca; Rastelli, Giulio; Rossi, Maria C.; Albasini, Albano (1995). "Quantitative measurement of proton dissociation and tautomeric constants of apigeninidin". Journal of the Chemical Society, Perkin Transactions 2 (2): 227. doi:10.1039/P29950000227.
- v
- t
- e
Anthocyanidins and their anthocyanin glucosides
- 5-Desoxy-peonidin
- Aurantinidin
- Cyanidin
- 6-Hydroxycyanidin
- Delphinidin
- Fisetinidin
- Guibourtinidin
- Pelargonidin
- Robinetinidin
- Apigeninidin
- Columnidin
- Diosmetinidin
- Gesneridin
- Luteolinidin
- Tricetinidin
- 5-Desoxy-malvidin
- Capensinidin
- Europinidin
- Hirsutidin
- Kaempferidinidin
- Malvidin
- Peonidin
- Petunidin
- Pulchellidin
- Rosinidin
(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)
Acetylated anthocyanins | |
---|---|
Coumaroylated anthocyanins (cis- and trans-) |
|
Caffeoylated anthocyanins |
|
Malonylated anthocyanins |
|
Acylated anthocyanin diglycosides |
|
- Malvidin glucoside-ethyl-catechin
- Catechin(4α→8)pelargonidin 3-O-β-glucopyranoside
- Epicatechin(4α→8)pelargonidin 3-O-β-glucopyranoside
- Afzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside
- Epiafzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside
- Metalloanthocyanins (commelinin)
- Cyanosalvianin
- Protocyanin
- Protodelphin)
- Pyranoanthocyanins
- Copigmentation
- Anthocyanone A (degradation product of oenin)
- Malvone (oxidation product of malvin)