Compound Summary
Compound Information
Dihydrorotenone
Compound Name: | Dihydrorotenone |
Compound CID: | 243725 |
Synonyms: | Dihydrorotenone 1,2-Dihydrorotenone 6659-45-6 Rotenone, dihydro- S,S-Dihydrorotenone More... |
Iupac Name: | (1S,6R,13S)-16,17-dimethoxy-6-propan-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one |
InChI: | InChI=1S/C23H24O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,11,16,20-21H,8,10H2,1-4H3/t16-,20-,21+/m1/s1 |
InChIKey: | DTFARBHXORYQBF-HBGVWJBISA-N |
Canonical Smiles: | CC(C)C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC |
Isomeric Smiles: | CC(C)[C@H]1CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@H]4C3=O)OC)OC |
Molecular Weight: | 396.4 |
Molecular Formula: | C23H24O6 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Dihydrorotenone
Molecular Weight: | 396.4 |
Molecular Formula: | C23H24O6 |
Hydrogen Bond Donor Count: | 0 |
Hydrogen Bond Acceptor Count: | 6 |
Rotatable Bond Count: | 3 |
Heavy Atom Count: | 29 |
Complexity: | 623 |
Synonyms
Dihydrorotenone
| Dihydrorotenone | Dihydrorotenone |
|---|---|
Dihydrorotenone |
1,2-Dihydrorotenone |
6659-45-6 |
Rotenone, dihydro- |
S,S-Dihydrorotenone |
6,7-Dihydrorotenone |
UNII-538CX0LPPO |
538CX0LPPO |
MLS000851173 |
NSC351138 |
SMR000457416 |
(1S,6R,13S)-16,17-dimethoxy-6-propan-2-yl-2,7,20-trioxapentacyclo11.8.0.03,11.04,8.014,19henicosa-3(11),4(8),9,14,16,18-hexaen-12-one |
2-isopropyl-8,9-dimethoxy-1,2,6,6a,12,12a-hexahydrochromeno3,4-bfuro2,3-hchromen-6-one |
Caswell No. 353 |
Dihydrorotenone (VAN) |
Rotenone, dihydro- (VAN) |
1Benzopyrano3,3-h1benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethyl)-, 2R-(2.alpha.,6a.alpha.,12a.alpha.)- |
NSC 53866 |
EPA Pesticide Chemical Code 071002 |
NSC 351138 |
CHEMBL267630 |
cid_243725 |
DTXSID5041227 |
SCHEMBL19035536 |
BDBM97131 |
(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethyl)-, (2R,6aS,12aS)- |
HY-N4202 |
NSC53866 |
ZINC2008906 |
CCG-53362 |
MFCD01662620 |
NSC-53866 |
AKOS024419416 |
NSC-351138 |
CS-0032420 |
SR-01000642530 |
SR-01000767777 |
SR-01000642530-1 |
SR-01000642530-2 |
SR-01000767777-2 |
Q27261081 |
WLN: T G5 D6 B666 CV HO MO PO DU- L GU- KTTTT&J IY1&U1 SO1 TO1 |
(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6a-alphah)-one, 1,2,12,12a-alpha-tetrahydro-2-alpha-isopropyl-8,9-dimethoxy- |
(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aalphaH)-one, 1,2,12,12aalpha-tetrahydro-2alpha-isopropyl-8,9-dimethoxy- (8CI) |
(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethyl)-, (2R-(2alpha,6aalpha,12aalpha))- (9CI) |
1Benzopyrano3,3-h1benzopyran-6(6a.alpha.H)-one, 1,2,12,12a.alpha.-tetrahydro-2.alpha.-isopropyl-8,9-dimethoxy- |
2-ISOPROPYL-8,9-DI-MEO-1,2,12,12A-4H-6AH-CHROMENO(3,4-B)FURO(2,3-H)CHROMEN-6-ONE |
Experimental Data
Dihydrorotenone
| 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 | 20 | umol/L | 48.86 | 50.85 | 4.08 | NS | FEMALES | 33008901 | Inactive | ||||
| Drosophila melanogaster | 200 | umol/L | 44.01 | 43.65 | -0.8137 | NS | MALES | 33008901 | Inactive |
Experimental Data Visualization
Dihydrorotenone
Statistics Data
Dihydrorotenone
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Drosophila melanogaster | 4.08 | 1 | 2 |
Statistics Data Visualization
Dihydrorotenone
