Ouabaina

Ouabaina
Formula kimikoa	C29H44O12
SMILES kanonikoa	2D eredua
SMILES isomerikoa	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]([C@@]3([C@@H]4[C@@H](CC[C@@]3(C2)O)[C@]5(CC[C@@H]([C@]5(C[C@H]4O)C)C6=CC(=O)OC6)O)CO)O)O)O)O
MolView	3D eredua
Mota	[[3-[(1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one\|3-[(1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one]] (en) eta Pharmakon1600-01500676 (en)
Estereoisomeroa	[[3-[(1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one\|3-[(1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one]] (en)
Masa molekularra	584,283 Da
Erabilera
Rola	Entzimen inhibitzaile eta cardiotonic (en)
Identifikatzaileak
InChlKey	LPMXVESGRSUGHW-HBYQJFLCSA-N
CAS zenbakia	630-60-4
ChemSpider	388599
PubChem	439501
Reaxys	101712
Gmelin	472805
ChEMBL	CHEMBL222863
ZVG	510358
EC zenbakia	211-139-3
ECHA	100.010.128
MeSH	D010042
RxNorm	7762
Human Metabolome Database	HMDB0015224
KNApSAcK	C00003633
UNII	5ACL011P69
KEGG	C01443
PDB Ligand	OBN

Ouabaina (wabaina gisa ahoskatua; somalieraz: waabaayo, "gezi pozoia") edo g-estrofantina landareetatik ateratzen den sustantzia toxiko bat da. Afrikako ekialdean geziak pozoitzeko erabili da tradizionalki, bai ehizan zein gerran. Glukosido kardiotoxiko bat da, eta dosi txikietan hipotentsioa eta arritmiak tratatzeko erabil daiteke. Sodio-potasio ponpa inhibitzen du. Hala ere, intsektu belarjale espezie batzuek sodio-potasio ponparen alfa azpiunitatean aldaketak izan dituzte aminoazido mailan, toxina honi erresistentzia erakutsiz^[1].

Acokanthera generoan eta Strophanthus gratus espeziearen sustrai, enbor, hosto eta hazietan aurki daiteke^[2].

Erreferentziak

↑ (Ingelesez) Dobler, Susanne; Dalla, Safaa; Wagschal, Vera; Agrawal, Anurag A.. (2012-08-07). «Community-wide convergent evolution in insect adaptation to toxic cardenolides by substitutions in the Na,K-ATPase» Proceedings of the National Academy of Sciences 109 (32): 13040–13045. doi:10.1073/pnas.1202111109. ISSN 0027-8424. PMID 22826239. PMC PMC3420205. (Noiz kontsultatua: 2020-08-29).
↑ Miller, James S.. (1999-07). «African Ethnobotany: Poisons and Drugs Hans Dieter Neuwinger (St. Leon-Rot, Germany). Chapman and Hall, Weinheim, Germany. 1999. xviii + 941 pp. 19 × 27 cm. $119.95. ISBN 3-8876-30661.» Journal of Natural Products 62 (7): 1077–1078. doi:10.1021/np990752a. ISSN 0163-3864. (Noiz kontsultatua: 2020-08-29).

Kanpo estekak

Datuak: Q285911
Multimedia: Ouabain / Q285911

[1] (Ingelesez) Dobler, Susanne; Dalla, Safaa; Wagschal, Vera; Agrawal, Anurag A.. (2012-08-07). «Community-wide convergent evolution in insect adaptation to toxic cardenolides by substitutions in the Na,K-ATPase» Proceedings of the National Academy of Sciences 109 (32): 13040–13045. doi:10.1073/pnas.1202111109. ISSN 0027-8424. PMID 22826239. PMC PMC3420205. (Noiz kontsultatua: 2020-08-29).

[2] Miller, James S.. (1999-07). «African Ethnobotany: Poisons and Drugs Hans Dieter Neuwinger (St. Leon-Rot, Germany). Chapman and Hall, Weinheim, Germany. 1999. xviii + 941 pp. 19 × 27 cm. $119.95. ISBN 3-8876-30661.» Journal of Natural Products 62 (7): 1077–1078. doi:10.1021/np990752a. ISSN 0163-3864. (Noiz kontsultatua: 2020-08-29).

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