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Compound Summary

ouabain

Compound Information

ouabain

Compound Name:	ouabain
Compound CID:	439501
Synonyms:	ouabain G-Strophanthin Ouabaine Ouabagenin L-rhamnoside Oubain More...
Iupac Name:	3-[(1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,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
InChI:	InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1
InChIKey:	LPMXVESGRSUGHW-HBYQJFLCSA-N
Canonical Smiles:	CC1C(C(C(C(O1)OC2CC(C3(C4C(CCC3(C2)O)C5(CCC(C5(CC4O)C)C6=CC(=O)OC6)O)CO)O)O)O)O
Isomeric Smiles:	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
Molecular Weight:	584.7
Molecular Formula:	C29H44O12

Compound Structure

2D Structure:

3D Structure:

Computed Properties

ouabain

Molecular Weight:	584.7
Molecular Formula:	C29H44O12
Hydrogen Bond Donor Count:	8
Hydrogen Bond Acceptor Count:	12
Rotatable Bond Count:	4
Heavy Atom Count:	41
Complexity:	1080

Synonyms

ouabain

ouabain	ouabain
ouabain	G-Strophanthin
Ouabaine	Ouabagenin L-rhamnoside
Oubain	Ouabain anhydrous
Acocantherin	Astrobain
Gratibain	Purostrophan
Ouabain octahydrate	630-60-4
Ouabagenin-L-rhamnosid	Strophalen
Kombetin	Strodival
Uabaina	Acocantherine
Gratus strophanthin	Rectobaina
Solufantina	Strophoperm
Strophosan	G-Strophicor
UNII-5ACL011P69	CHEBI:472805
Uabanin	MLS000069786
CHEMBL222863	Ouabain, Octahydrate
5ACL011P69	Quabain
SMR000058492	Strophanthin-G
DSSTox_CID_23765	DSSTox_RID_80072
DSSTox_GSID_43765	3-(alpha-L-rhamnopyranosyloxy)-1beta,5beta,11alpha,14,19-pentahydroxy-5beta-card-20(22)-enolide
Card-20(22)-enolide, 3-(6-deoxy-.alpha.-L-mannopyranosyl)oxy-1,5,11,14,19-pentahydroxy-, (1.beta.,3.beta.,5.beta.,11.alpha.)-	OBN
NSC-25485	Cardiac glycoside
4-(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yloxy}tetracyclo8.7.0.0^{2,7}.0^{11,15}heptadecan-14-yl-2,5-dihydrofuran-2-one	CAS-630-60-4
Ouabagenin-L-rhamnosid German	G-Strophanthin (JAN)
SR-01000076047	CCRIS 965
HSDB 3519	1ibg
NCGC00163473-01	3-(1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yloxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopentaaphenanthren-17-yl-2H-furan-5-one
EINECS 211-139-3	NSC 25485
BRN 0101712	3a3y
Opera_ID_395	4-5-((6S,2R,3R,4R,5R)-3,4,5-trihydroxy-6-methyl(2H-3,4,5,6-tetrahydropyran-2- yloxy))(1S,5S,7S,11S,2R,3R,10R,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxym ethyl)-15-methyltetracyclo8.7.0.0<2,7>.0<
Prestwick0_000471	Prestwick1_000471
Prestwick2_000471	Prestwick3_000471
Epitope ID:161502	O 3125
Lopac0_000943	SCHEMBL15433
BSPBio_000602	5-18-05-00625 (Beilstein Handbook Reference)
Card-20(22)-enolide, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-1,5,11,14,19-pentahydroxy-, (1beta,3beta,5beta,11alpha)-	SPBio_002541
BPBio1_000664	cid_439501
GTPL4826	DTXSID0043765
REGID_for_CID_439501	3n23
HMS2089J19	HMS2235A07
HMS3262N08	ZINC8143614
Tox21_110024	Tox21_112057
Tox21_301547	Tox21_500943
BDBM50286739	AKOS024285581
Tox21_112057_1	CCG-205024
CCG-208243	DB01092
LP00943	SDCCGSBI-0050917.P002
3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-1,5,11alpha,14,19-pentahydroxycard-20(22)-enolide	3-(6-Deoxy-alpha-L-mannopyranosyloxy)-1,5,11a,14,19-pentahydroxycard-20(22)-enolide
SMP1_000142	NCGC00013319-01
NCGC00015769-17	NCGC00015769-32
NCGC00017394-02	NCGC00017394-07
NCGC00017394-11	NCGC00255970-01
NCGC00261628-01	NCGC00263656-01
ST085767	EU-0100943
C01443	D00112
11,15>heptadec-14-yl-5-hydrofuran- 2-one	Q285911
SR-01000721848	SR-01000076047-1
SR-01000076047-5	SR-01000721848-2
SR-01000721848-4	BRD-K35708212-331-03-1
(1alpha,3beta,5beta,11alpha,17alpha)-3-(6-deoxy-alpha-L-mannopyranosyl)oxy-1,5,11,14,19-pentahydroxycard-20(22)-enolide	3-(6-Deoxy-.alpha.-L-mannopyranosyl)oxy-1,5,11.alpha.,14,19-pentahydroxycard-20(22)-enolide
4-((1R,3S,5S,8R,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-2H-pyran-2-yloxy)-hexadecahydro-1H-cyclopentaaphenanthren-17-yl)furan-2(5H)-one	4-((1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)hexadecahydro-1H-cyclopentaaphenanthren-17-yl)furan-2(5H)-one
4-((1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-2H-pyran-2-yloxy)-hexadecahydro-1H-cyclopentaaphenanthren-17-yl)furan-2(5H)-one	4-((1R,3S,5S,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)hexadecahydro-1H-cyclopentaaphenanthren-17-yl)furan-2(5H)-one
4-(1R,3S,5S,10R,11R,13R,14S,17R)-1,5,11,14-Tetrahydroxy-10-hydroxymethyl-13-methyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexadecahydro-cyclopentaaphenanthren-17-yl-5H-furan-2-one	4-(R)-1,5,11,14-Tetrahydroxy-10-hydroxymethyl-13-methyl-3-(3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexadecahydro-cyclopentaaphenanthren-17-yl-5H-furan-2-one
4-1,5,11,14-Tetrahydroxy-10-hydroxymethyl-13-methyl-3-(3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexadecahydro-cyclopentaaphenanthren-17-yl-5H-furan-2-one	4-1,5,11,14-Tetrahydroxy-10-hydroxymethyl-13-methyl-3-(3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexadecahydro-cyclopentaaphenanthren-17-yl-5H-furan-2-one(Ouabain)
Ouabain4-1,5,11,14-Tetrahydroxy-10-hydroxymethyl-13-methyl-3-(3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexadecahydro-cyclopentaaphenanthren-17-yl-5H-furan-2-one

Experimental Data

ouabain

Species	Dose	Unit	Control(Avg days)	Treatment(Avg days)	Avg/Med Lifespan Change(%)	Control(Max days)	Treatment(Max days)	Max Lifespan Change(%)	Significant	Strain	Gender	PubMed	Avg/Med Lifespan Change tab
Caenorhabditis elegans	33.000000000000000	umol/L			-1.000000000000000				NS	N2		24134630	Inactive

Experimental Data Visualization

ouabain

Statistics Data

ouabain

Species	Avg/Med Lifespan Change(%)	Max Lifespan Change(%)	Count Reference	Count Data point
Caenorhabditis elegans	-1.000000000000000		1	1

Statistics Data Visualization

ouabain

Compound Name:

ouabain

Compound CID:

439501

Synonyms:

ouabain G-Strophanthin Ouabaine Ouabagenin L-rhamnoside Oubain More...

Iupac Name:

3-[(1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,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

InChI:

InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1

InChIKey:

LPMXVESGRSUGHW-HBYQJFLCSA-N

Canonical Smiles:

CC1C(C(C(C(O1)OC2CC(C3(C4C(CCC3(C2)O)C5(CCC(C5(CC4O)C)C6=CC(=O)OC6)O)CO)O)O)O)O

Isomeric Smiles:

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

Molecular Weight:

584.7

Molecular Formula:

C29H44O12

Molecular Weight:

584.7

Molecular Formula:

C29H44O12

Hydrogen Bond Donor Count:

8

Hydrogen Bond Acceptor Count:

12

Rotatable Bond Count:

4

Heavy Atom Count:

41

Complexity:

1080

ouabain

G-Strophanthin

Ouabaine

Ouabagenin L-rhamnoside

Oubain

Ouabain anhydrous

Acocantherin

Astrobain

Gratibain

Purostrophan

Ouabain octahydrate

630-60-4

Ouabagenin-L-rhamnosid

Strophalen

Kombetin

Strodival

Uabaina

Acocantherine

Gratus strophanthin

Rectobaina

Solufantina

Strophoperm

Strophosan

G-Strophicor

UNII-5ACL011P69

CHEBI:472805

Uabanin

MLS000069786

CHEMBL222863

Ouabain, Octahydrate

5ACL011P69

Quabain

SMR000058492

Strophanthin-G

DSSTox_CID_23765

DSSTox_RID_80072

DSSTox_GSID_43765

3-(alpha-L-rhamnopyranosyloxy)-1beta,5beta,11alpha,14,19-pentahydroxy-5beta-card-20(22)-enolide

Card-20(22)-enolide, 3-(6-deoxy-.alpha.-L-mannopyranosyl)oxy-1,5,11,14,19-pentahydroxy-, (1.beta.,3.beta.,5.beta.,11.alpha.)-

OBN

NSC-25485

Cardiac glycoside

4-(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yloxy}tetracyclo8.7.0.0^{2,7}.0^{11,15}heptadecan-14-yl-2,5-dihydrofuran-2-one

CAS-630-60-4

Ouabagenin-L-rhamnosid German

G-Strophanthin (JAN)

ouabain

G-Strophanthin

Ouabaine

Ouabagenin L-rhamnoside

Oubain

More...