ACDB Search

Compound Summary

withanolide A

Compound Information

withanolide A

Compound Name:	withanolide A
Compound CID:	11294368
Synonyms:	withanolide A 32911-62-9 WITHANOLIDE A(P) UNII-V903234S8G V903234S8G More...
Iupac Name:	(1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-5-hydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
InChI:	InChI=1S/C28H38O6/c1-14-13-20(33-24(30)15(14)2)27(5,31)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26,32)23-22(21)34-23/h6-7,16-18,20-23,31-32H,8-13H2,1-5H3/t16-,17-,18-,20+,21-,22-,23-,25-,26-,27+,28-/m0/s1
InChIKey:	DXWHOKCXBGLTMQ-SFQAJKIESA-N
Canonical Smiles:	CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)O)C
Isomeric Smiles:	CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@H]5[C@H](O5)[C@@]6([C@@]4(C(=O)C=CC6)C)O)C)O)C
Molecular Weight:	470.6
Molecular Formula:	C28H38O6

Compound Structure

2D Structure:

3D Structure:

Computed Properties

withanolide A

Molecular Weight:	470.6
Molecular Formula:	C28H38O6
Hydrogen Bond Donor Count:	2
Hydrogen Bond Acceptor Count:	6
Rotatable Bond Count:	2
Heavy Atom Count:	34
Complexity:	1030

Synonyms

withanolide A

withanolide A	withanolide A
withanolide A	32911-62-9
WITHANOLIDE A(P)	UNII-V903234S8G
V903234S8G	(1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-(1R)-1-(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl-1-hydroxyethyl-5-hydroxy-10,14-dimethyl-3-oxapentacyclo9.7.0.02,4.05,10.014,18octadec-7-en-9-one
Withanolide A, (+)-	CHEMBL445041
Withanolide A (constituent of ashwagandha root) DSC	DTXSID70461487
CHEBI:175683	Withanolide A, analytical standard
15-1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl-5-hydroxy-10,14-dimethyl-3-oxapentacyclo9.7.0.0^{2,4}.0^{5,10}.0^{14,18}octadec-7-en-9-one	HY-N7028
Withanolide A, >=95% (HPLC)	ZINC44306907
(5alpha,6alpha,7alpha,22R)-5,20-Dihydroxy-6,7:22,26-diepoxyergosta-2,24-diene-1,26-dione	XW164988
CS-0068468	Q27291676
Withanolide A, United States Pharmacopeia (USP) Reference Standard	15-1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl-5-hydroxy-10,14-dimethyl-3-oxapentacyclo9.7.0.02,4.05,10.014,18octadec-7-en-9-one

Experimental Data

withanolide A

Species	Dose	Unit	Control(Avg days)	Treatment(Avg days)	Avg/Med Lifespan Change(%)	Control(Max days)	Treatment(Max days)	Max Lifespan Change(%)	Significant	Strain	PubMed	Avg/Med Lifespan Change tab
Caenorhabditis elegans	5.000000000000000	umol/L							Unclear	N2	33683565
Caenorhabditis elegans	50.000000000000000	umol/L			10.810000000000000			15.120000000000000	S	N2	33683565	Active
Caenorhabditis elegans	25.000000000000000	umol/L	13.700000000000000	15.860000000000000	15.790000000000000	17.660000000000000	22.000000000000000	0.250000000000000	S	N2	26956478	Active
Caenorhabditis elegans	5.000000000000000	umol/L	13.700000000000000	17.760000000000000	29.650000000000000	17.660000000000000	25.660000000000000	0.450000000000000	S	N2	26956478	Active
Caenorhabditis elegans	25.000000000000000	umol/L			15.790000000000000			24.580000000000000	S	N2	33683565	Active
Caenorhabditis elegans	5.000000000000000	umol/L			29.650000000000000			45.300000000000000	S	N2	33683565	Active
Caenorhabditis elegans	5.000000000000000	umol/L			27.740000000000000				S	N2	29427754	Active
Caenorhabditis elegans	2.000000000000000	umol/L			4.320000000000000			7.590000000000000	S	N2	33683565	Active
Caenorhabditis elegans	2.000000000000000	umol/L	13.700000000000000	14.290000000000000	4.320000000000000	17.660000000000000	19.000000000000000	0.080000000000000	S	N2	26956478	Active
Caenorhabditis elegans	5.000000000000000	umol/L			27.700000000000000				S	N2	33683565	Active
Caenorhabditis elegans	50.000000000000000	umol/L	13.700000000000000	15.180000000000000	10.810000000000000	17.660000000000000	20.330000000000000	0.150000000000000	S	N2	26956478	Active

Experimental Data Visualization

withanolide A

Statistics Data

withanolide A

Species	Avg/Med Lifespan Change(%)	Max Lifespan Change(%)	Count Reference	Count Data point
Caenorhabditis elegans	29.650000000000000	45.300000000000000	3	11

Statistics Data Visualization

withanolide A

Compound Name:

withanolide A

Compound CID:

11294368

Synonyms:

withanolide A 32911-62-9 WITHANOLIDE A(P) UNII-V903234S8G V903234S8G More...

Iupac Name:

(1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-5-hydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one

InChI:

InChI=1S/C28H38O6/c1-14-13-20(33-24(30)15(14)2)27(5,31)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26,32)23-22(21)34-23/h6-7,16-18,20-23,31-32H,8-13H2,1-5H3/t16-,17-,18-,20+,21-,22-,23-,25-,26-,27+,28-/m0/s1

InChIKey:

DXWHOKCXBGLTMQ-SFQAJKIESA-N

Canonical Smiles:

CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)O)C

Isomeric Smiles:

CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@H]5[C@H](O5)[C@@]6([C@@]4(C(=O)C=CC6)C)O)C)O)C

Molecular Weight:

470.6

Molecular Formula:

C28H38O6

Molecular Weight:

470.6

Molecular Formula:

C28H38O6

Hydrogen Bond Donor Count:

2

Hydrogen Bond Acceptor Count:

6

Rotatable Bond Count:

2

Heavy Atom Count:

34

Complexity:

1030

withanolide A

32911-62-9

WITHANOLIDE A(P)

UNII-V903234S8G

V903234S8G

(1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-(1R)-1-(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl-1-hydroxyethyl-5-hydroxy-10,14-dimethyl-3-oxapentacyclo9.7.0.02,4.05,10.014,18octadec-7-en-9-one

Withanolide A, (+)-

CHEMBL445041

Withanolide A (constituent of ashwagandha root) DSC

DTXSID70461487

CHEBI:175683

Withanolide A, analytical standard

15-1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl-5-hydroxy-10,14-dimethyl-3-oxapentacyclo9.7.0.0^{2,4}.0^{5,10}.0^{14,18}octadec-7-en-9-one

HY-N7028

Withanolide A, >=95% (HPLC)

ZINC44306907

(5alpha,6alpha,7alpha,22R)-5,20-Dihydroxy-6,7:22,26-diepoxyergosta-2,24-diene-1,26-dione

XW164988

CS-0068468

Q27291676

Withanolide A, United States Pharmacopeia (USP) Reference Standard

15-1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl-5-hydroxy-10,14-dimethyl-3-oxapentacyclo9.7.0.02,4.05,10.014,18octadec-7-en-9-one

withanolide A

32911-62-9

WITHANOLIDE A(P)

UNII-V903234S8G

V903234S8G

More...