Compound Summary
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 | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 5 | umol/L | Unclear | N2 | 33683565 | ||||||||
| Caenorhabditis elegans | 50 | umol/L | 10.81 | 15.12 | S | N2 | 33683565 | Active | |||||
| Caenorhabditis elegans | 25 | umol/L | 13.7 | 15.86 | 15.79 | 17.66 | 22 | 0.25 | S | N2 | 26956478 | Active | |
| Caenorhabditis elegans | 5 | umol/L | 13.7 | 17.76 | 29.65 | 17.66 | 25.66 | 0.45 | S | N2 | 26956478 | Active | |
| Caenorhabditis elegans | 25 | umol/L | 15.79 | 24.58 | S | N2 | 33683565 | Active | |||||
| Caenorhabditis elegans | 5 | umol/L | 29.65 | 45.3 | S | N2 | 33683565 | Active | |||||
| Caenorhabditis elegans | 5 | umol/L | 27.74 | S | N2 | 29427754 | Active | ||||||
| Caenorhabditis elegans | 2 | umol/L | 4.32 | 7.59 | S | N2 | 33683565 | Active | |||||
| Caenorhabditis elegans | 2 | umol/L | 13.7 | 14.29 | 4.32 | 17.66 | 19 | 0.08 | S | N2 | 26956478 | Active | |
| Caenorhabditis elegans | 5 | umol/L | 27.7 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 50 | umol/L | 13.7 | 15.18 | 10.81 | 17.66 | 20.33 | 0.15 | S | N2 | 26956478 | Active |
Experimental Data Visualization
withanolide A
Statistics Data
withanolide A
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 29.65 | 45.3 | 3 | 11 |
Statistics Data Visualization
withanolide A
