ACDB Search

Compound Summary

gedunin

Compound Information

gedunin

Compound Name:	gedunin
Compound CID:	12004512
Synonyms:	gedunin Gedunine (-)-gedunin 2753-30-2 CHEBI:65954 More...
Iupac Name:	[(1S,2R,4S,7S,8S,11R,12R,17R,19R)-7-(furan-3-yl)-1,8,12,16,16-pentamethyl-5,15-dioxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-en-19-yl] acetate
InChI:	InChI=1S/C28H34O7/c1-15(29)33-20-13-18-24(2,3)19(30)8-10-25(18,4)17-7-11-26(5)21(16-9-12-32-14-16)34-23(31)22-28(26,35-22)27(17,20)6/h8-10,12,14,17-18,20-22H,7,11,13H2,1-6H3/t17-,18+,20-,21+,22-,25-,26+,27+,28-/m1/s1
InChIKey:	YJXDGWUNRYLINJ-BHAPSIHVSA-N
Canonical Smiles:	CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C45C(O4)C(=O)OC(C5(CC3)C)C6=COC=C6)C)C)(C)C
Isomeric Smiles:	CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1([C@]45[C@H](O4)C(=O)O[C@H]([C@@]5(CC3)C)C6=COC=C6)C)C
Molecular Weight:	482.6
Molecular Formula:	C28H34O7

Compound Structure

2D Structure:

3D Structure:

Computed Properties

gedunin

Molecular Weight:	482.6
Molecular Formula:	C28H34O7
Hydrogen Bond Donor Count:	0
Hydrogen Bond Acceptor Count:	7
Rotatable Bond Count:	3
Heavy Atom Count:	35
Complexity:	1030

Synonyms

gedunin

gedunin	gedunin
gedunin	Gedunine
(-)-gedunin	2753-30-2
CHEBI:65954	NSC 113497
(1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-1-(Furan-3-yl)-4b,7,7,10a,12a-pentamethyl-3,8-dioxo-1,3,3a,4b,5,6,6a,7,8,10a,10b,11,12,12a-tetradecahydronaphtho2,1-foxireno2,3-disochromen-5-yl acetate	(4aR,6R,6aS,6bR,7aS,10R,10aS,12aR,12bR)-10-(3-furyl)-4,4,6a,10a,12b-pentamethyl-3,8-dioxo-3,4,4a,5,6,6a,7a,8,10,10a,11,12,12a,12b-tetradecahydrooxirenocphenanthro1,2-dpyran-6-yl acetate
Oxireno(c)phenanthro(1,2-d)pyran-3,8(3aH,4bH)-dione, 5-(acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a-decahydro-4b,7,7,10a,12a-pentamethyl-,(1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-	MLS000563507
SCHEMBL598969	CHEMBL465226
HMS2218K19	HMS3413L14
HMS3677L14	ZINC3978117
AKOS024457597	SMR000232316
XG161760	SR-01000721401
A1-06837	SR-01000721401-2
Q15917840	(1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-5-(Acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a,decahydro-4b,7,7,10a,12a,-pentamethyloxirenocphenanthro1,2-dpyran-3,8(3aH,4bH)-dione
(4aR,6R,6aS,6bR,7aS,10S,10aS,12aR,12bR)-10-(furan-3-yl)-4,4,6a,10a,12b-pentamethyl-3,8-dioxo-3,4,4a,5,6,6a,7a,8,10,10a,11,12,12a,12b-tetradecahydronaphtho2,1-foxirenodisochromen-6-yl acetate	D-Homo-24-nor-17-oxachola-1,20,22-triene-3,16-dione, 7-(acetyloxy)-14,15:21,23-diepoxy-4,4,8-trimethyl-(5alpha,7alpha,13alpha,14beta,15beta,17aalpha)-

Experimental Data

gedunin

Species	Dose	Unit	Control(Avg days)	Treatment(Avg days)	Avg/Med Lifespan Change(%)	Significant	Strain	Gender	PubMed	Avg/Med Lifespan Change tab
Drosophila melanogaster	200.000000000000000	umol/L	44.800000000000000	46.810000000000000	4.477000000000000	NS		MALES	33008901	Inactive
Drosophila melanogaster	200.000000000000000	umol/L	50.430000000000000	50.260000000000000	-0.342900000000000	NS		MALES	33008901	Inactive
Caenorhabditis elegans	100.000000000000000	umol/L	15.860000000000000	16.170000000000000	1.968000000000000	NS	N2		33008901	Inactive
Drosophila melanogaster	20.000000000000000	umol/L	45.440000000000000	47.150000000000000	3.758000000000000	NS		FEMALES	33008901	Inactive
Drosophila melanogaster	200.000000000000000	umol/L	46.640000000000000	45.590000000000000	-2.257000000000000	NS		MALES	33008901	Inactive
Caenorhabditis elegans	10.000000000000000	umol/L	16.690000000000000	17.830000000000000	6.818000000000000	S	N2		33008901	Active
Caenorhabditis elegans	100.000000000000000	umol/L	16.410000000000000	16.560000000000000	0.921800000000000	NS	N2		33008901	Inactive
Drosophila melanogaster	20.000000000000000	umol/L	61.060000000000000	63.770000000000000	4.448000000000000	NS		FEMALES	33008901	Inactive
Drosophila melanogaster	20.000000000000000	umol/L	46.240000000000000	53.060000000000000	14.760000000000000	S		FEMALES	33008901	Active
Caenorhabditis elegans	10.000000000000000	umol/L	15.170000000000000	15.510000000000000	2.244000000000000	NS	N2		33008901	Inactive

Experimental Data Visualization

gedunin

Statistics Data

gedunin

Species	Avg/Med Lifespan Change(%)	Max Lifespan Change(%)	Count Reference	Count Data point
Caenorhabditis elegans	6.818000000000000		1	4
Drosophila melanogaster	14.760000000000000		1	6

Statistics Data Visualization

gedunin

Compound Name:

gedunin

Compound CID:

12004512

Synonyms:

gedunin Gedunine (-)-gedunin 2753-30-2 CHEBI:65954 More...

Iupac Name:

[(1S,2R,4S,7S,8S,11R,12R,17R,19R)-7-(furan-3-yl)-1,8,12,16,16-pentamethyl-5,15-dioxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-en-19-yl] acetate

InChI:

InChI=1S/C28H34O7/c1-15(29)33-20-13-18-24(2,3)19(30)8-10-25(18,4)17-7-11-26(5)21(16-9-12-32-14-16)34-23(31)22-28(26,35-22)27(17,20)6/h8-10,12,14,17-18,20-22H,7,11,13H2,1-6H3/t17-,18+,20-,21+,22-,25-,26+,27+,28-/m1/s1

InChIKey:

YJXDGWUNRYLINJ-BHAPSIHVSA-N

Canonical Smiles:

CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C45C(O4)C(=O)OC(C5(CC3)C)C6=COC=C6)C)C)(C)C

Isomeric Smiles:

CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1([C@]45[C@H](O4)C(=O)O[C@H]([C@@]5(CC3)C)C6=COC=C6)C)C

Molecular Weight:

482.6

Molecular Formula:

C28H34O7

Molecular Weight:

482.6

Molecular Formula:

C28H34O7

Hydrogen Bond Donor Count:

0

Hydrogen Bond Acceptor Count:

7

Rotatable Bond Count:

3

Heavy Atom Count:

35

Complexity:

1030

gedunin

Gedunine

(-)-gedunin

2753-30-2

CHEBI:65954

NSC 113497

(1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-1-(Furan-3-yl)-4b,7,7,10a,12a-pentamethyl-3,8-dioxo-1,3,3a,4b,5,6,6a,7,8,10a,10b,11,12,12a-tetradecahydronaphtho2,1-foxireno2,3-disochromen-5-yl acetate

(4aR,6R,6aS,6bR,7aS,10R,10aS,12aR,12bR)-10-(3-furyl)-4,4,6a,10a,12b-pentamethyl-3,8-dioxo-3,4,4a,5,6,6a,7a,8,10,10a,11,12,12a,12b-tetradecahydrooxirenocphenanthro1,2-dpyran-6-yl acetate

Oxireno(c)phenanthro(1,2-d)pyran-3,8(3aH,4bH)-dione, 5-(acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a-decahydro-4b,7,7,10a,12a-pentamethyl-,(1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-

MLS000563507

SCHEMBL598969

CHEMBL465226

HMS2218K19

HMS3413L14

HMS3677L14

ZINC3978117

AKOS024457597

SMR000232316

XG161760

SR-01000721401

A1-06837

SR-01000721401-2

Q15917840

(1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-5-(Acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a,decahydro-4b,7,7,10a,12a,-pentamethyloxirenocphenanthro1,2-dpyran-3,8(3aH,4bH)-dione

(4aR,6R,6aS,6bR,7aS,10S,10aS,12aR,12bR)-10-(furan-3-yl)-4,4,6a,10a,12b-pentamethyl-3,8-dioxo-3,4,4a,5,6,6a,7a,8,10,10a,11,12,12a,12b-tetradecahydronaphtho2,1-foxirenodisochromen-6-yl acetate

D-Homo-24-nor-17-oxachola-1,20,22-triene-3,16-dione, 7-(acetyloxy)-14,15:21,23-diepoxy-4,4,8-trimethyl-(5alpha,7alpha,13alpha,14beta,15beta,17aalpha)-

gedunin

Gedunine

(-)-gedunin

2753-30-2

CHEBI:65954

More...