Compound Summary
Compound Information
Withaferin A
Compound Name: | Withaferin A |
Compound CID: | 265237 |
Synonyms: | Withaferin A 5119-48-2 Withaferine A NSC 273757 UNII-L6DO3QW4K5 More... |
Iupac Name: | (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one |
InChI: | InChI=1S/C28H38O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,23-24,29,31H,5-6,9-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1 |
InChIKey: | DBRXOUCRJQVYJQ-CKNDUULBSA-N |
Canonical Smiles: | CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)CO |
Isomeric Smiles: | CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)C)CO |
Molecular Weight: | 470.6 |
Molecular Formula: | C28H38O6 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Withaferin A
Molecular Weight: | 470.6 |
Molecular Formula: | C28H38O6 |
Hydrogen Bond Donor Count: | 2 |
Hydrogen Bond Acceptor Count: | 6 |
Rotatable Bond Count: | 3 |
Heavy Atom Count: | 34 |
Complexity: | 999 |
Synonyms
Withaferin A
| Withaferin A | Withaferin A |
|---|---|
Withaferin A |
5119-48-2 |
Withaferine A |
NSC 273757 |
UNII-L6DO3QW4K5 |
WITHAFERIN DERIV JPR, IOWA U. COMPOUND |
NSC101088 |
L6DO3QW4K5 |
NSC-101088 |
Ashwagandha |
CHEBI:69120 |
4beta,27-dihydroxy-1-oxo-5beta,6beta-epoxywitha-2,24-dienolide |
(1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-(1S)-1-(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-ylethyl-2,16-dimethyl-8-oxapentacyclo9.7.0.02,7.07,9.012,16octadec-4-en-3-one |
(6S,7R,9R)-6-Hydroxy-15-(2R,3R)-3-hydroxy-4-(4-methyl-5-oxo-2H-furan-3-yl)butan-2-yl-2,16-dimethyl-8-oxapentacyclo9.7.0.02,7.07,9.012,16octadec-4-en-3-one |
(4beta,5beta,6beta,22R)-4,27-dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione |
BRN 1335150 |
5.beta.-Ergosta-2, 5,6.beta.-epoxy-4.beta.,22,27-trihydroxy-1-oxo-, .delta.-lactone, (20S,22R)- |
Ergosta-2, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, .delta.-lactone, (4.beta.,5.beta.,6.beta.,22R)- |
5-19-06-00604 (Beilstein Handbook Reference) |
MLS006010687 |
SCHEMBL157208 |
CHEMBL517080 |
5,6-Epoxy-4,27-dihydroxy-1-oxowitha-2,24-dienolide |
DTXSID10965459 |
Withaferin A, analytical standard |
Withaferin A, >=95% (HPLC) |
HY-N2065 |
ZINC8234189 |
MFCD10687098 |
NSC273757 |
s8587 |
NSC-273757 |
NCGC00180796-02 |
(4beta,5beta,6beta,22R)-5,6-Epoxy-4,22,27-trihydroxy-1-oxoergosta-2,24-dien-26-oic acid, delta-lactone |
5-beta-Ergosta-2,24-dien-26-oic acid, 5,6-beta-epoxy-4-beta,22,27-trihydroxy-1-oxo-, delta-lactone, (20S,22R)- |
AS-77575 |
Ergosta-2,24-dien-26-oic acid, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, gamma-lactone, (4bta,5beta,6beta,22R)- |
NCI60_000031 |
SMR004701668 |
B7199 |
CS-0018562 |
Withaferin A 100 microg/mL in Acetonitrile |
C08841 |
A871350 |
A1-06845 |
Q6606395 |
BRD-K88378636-001-01-0 |
4,27-Dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione |
WLN: T3 F5 E666 1A R AXO OV PU CH&TTTTJ J1 N1 RQ IY1&- FT6OV CUTJ C1Q D1 |
5beta-Ergosta-2,24-dien-26-oic acid, 5,6beta-epoxy-4beta,22,27-trihydroxy-1-oxo-, delta-lactone, (20S,22R)- (8CI) |
Ergosta-2,24-dien-26-oicacid, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, d-lactone, (4b,5b,6b,22R)- |
NCGC00180796-02_C28H38O6_(4beta,5beta,6beta,22R)-4,27-Dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione |
Experimental Data
Withaferin 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 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Drosophila melanogaster | 100 | umol/L | 0 | NS | Canton-S | FEMALES | 33498013 | Inactive | |||||
| Drosophila melanogaster | 10 | umol/L | 0 | NS | Canton-S | FEMALES | 33498013 | Inactive | |||||
| Drosophila melanogaster | 100 | umol/L | 9.6 | S | Canton-S | MALES | 33498013 | Active | |||||
| Drosophila melanogaster | 1 | umol/L | 0 | NS | Canton-S | FEMALES | 33498013 | Inactive | |||||
| Drosophila melanogaster | 1 | umol/L | 0 | NS | Canton-S | MALES | 33498013 | Inactive | |||||
| Drosophila melanogaster | 10 | umol/L | 7.7 | S | Canton-S | MALES | 33498013 | Active |
Experimental Data Visualization
Withaferin A
Statistics Data
Withaferin A
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Drosophila melanogaster | 9.6 | 1 | 6 |
Statistics Data Visualization
Withaferin A
