Compound Summary

rotenone
  Compound Information
 rotenone

Compound Name:

rotenone

Compound CID:

6758

Synonyms:

rotenone

83-79-4

Dactinol

Paraderil

Barbasco

More...

Iupac Name:

(1S,6R,13S)-16,17-dimethoxy-6-prop-1-en-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/C23H22O6/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/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1

InChIKey:

JUVIOZPCNVVQFO-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:

394.4

Molecular Formula:

C23H22O6

  Compound Structure
 2D Structure:
 3D Structure:
  Computed Properties
 rotenone

Molecular Weight:

394.4

Molecular Formula:

C23H22O6

Hydrogen Bond Donor Count:

0

Hydrogen Bond Acceptor Count:

6

Rotatable Bond Count:

3

Heavy Atom Count:

29

Complexity:

664

  Synonyms
 rotenone

rotenone rotenone

rotenone

83-79-4

Dactinol

Paraderil

Barbasco

(-)-Rotenone

Tubatoxin

Derrin

(-)-cis-Rotenone

Rotocide

Derris

Rotenon

Cube root

Nicouline

Noxfish

Ronone

Canex

Deril

Liquid Derris

Cube-Pulver

Dri-Kil

Rotessenol

Noxfire

Rotefive

Rotefour

Rotenox

Cubor

Extrax

Haiari

Mexide

Cube extract

Derris root

Powder and root

Chem-Mite

Pro-nox fish

Fish-Tox

Cenol garden dust

Curex flea duster

Prenfish

Tubotoxin

Gerane

Prentox

Ro-Ko

Synpren

Derris (insecticide)

Chem fish

Pb-nox

Rotenox 5EC

5-beta-Rotenone

Green Cross Warble Powder

Chem-Fish Synergized

Prentox Synpren-Fish

Caswell No. 725

Rotenone, dehydro

Foliafume E.C.

ENT 133

Rotenone, commercial

CCRIS 895

HSDB 1762

NCI-C55210

5beta-Rotenone

EPA Pesticide Chemical Code 071003

UNII-03L9OT429T

AI3-00133

NSC26258

Rotenona

Derris resins

MLS000738056

CHEMBL429023

CHEBI:28201

03L9OT429T

Rotacide E.C.

CUBE

(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-2-alpha-isopropenyl-8,9-dimethoxy-

(12aS,6aS,2R)-8,9-dimethoxy-2-(1-methylvinyl)-1,2-dihydrochromano3,4-bfurano 2,3-hchroman-6-one

(2R,6aS,12aS)-8,9-dimethoxy-2-(prop-1-en-2-yl)-1,2,12,12a-tetrahydrochromeno3,4-bfuro2,3-hchromen-6(6aH)-one

(2R-(2alpha,6aalpha,12aalpha))-1,2,12,12a-Tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)(1)benzopyrano(3,4-b)furo(2,3-h)benzopyran-6(6aH)-one

1,2,12,12a-Tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-(1)benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one

1,2,12,12aalpha-Tetrahydro-2a-isopropenyl-8,9-dimethoxy(1)benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one

NCGC00017358-05

Nekoe

DSSTox_CID_1248

DSSTox_RID_76038

DSSTox_GSID_21248

(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R-(2alpha,6aalpha,12aalpha))-

(1S,6R,13S)-16,17-dimethoxy-6-prop-1-en-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

(2R,6aS,12aS)-1,2,6,6a,12,12a-hexahydro-2-isopropenyl-8,9-dimethoxychromeno3,4-bfuro2,3-hchromen-6-one

(2R,6aS,12aS)-8,9-Dimethoxy-2-(prop-1-en-2-yl)-1,2,12,12a-tetrahydrofuro2,3:7,81benzopyrano2,3-c1benzopyran-6(6aH)-one

2R-(2alpha,6aalpha,12aalpha)-1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)1benzopyrano3,4-bfuro2,3-H1benzopyran-6(6aH)-one

Rotenona Spanish

Rotenone BSI:ISO

Protax

MFCD09025614

5.beta.-Rotenone

CAS-83-79-4

(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aS,12aS)-

(2R,6aS,12aS)-1,2,12,12a-Tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-1benzopyrano3,4-bfuro2,3-h1benzopyran-6(6aH)-one

(2R,6aS,12aS)-1,2,6,6a,12,12a- hexahydro-2-isopropenyl-8,9- dimethoxychromeno3,4-b furo(2,3-h)chromen-6-one

(2R,6aS,12aS)-1,2,6,6a,12,12a-hexahydro-2-isopropenyl-8,9-dimethoxychromeno(3,4-b)furo(2,3-h)chromen-6-one

(2R,6aS,12aS)-2-isopropenyl-8,9-dimethoxy-1,2,12,12a-tetrahydrochromeno3,4-bfuro2,3-hchromen-6(6aH)-one

1Benzopyrano3,4-bfuro2,3-h1benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aS,12aS)-

SR-01000076110

EINECS 201-501-9

NSC 26258

Rotenoid

Roteonone

WLN: T G5 D6 B666 CV HO MO POT&TT&J IY1&U1 SO1 TO1

5beta-rotenone"

5b-Rotenone

Rotocide E.C.

(1)Benzopyrano3,3-h(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-2-.alpha.-iospropenyl-8,9-dimethoxy-

1Benzopyrano3,3-h1benzopyran-6(6a.alpha.H)-one, 1,2,12,12a.alpha.-tetrahydro-2.alpha.-isopropenyl-8,9-dimethoxy-

1Benzopyrano3,3-h1benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, 2R-(2.alpha.,6a.alpha.,12a.alpha.)-

1Benzopyrano3,4-bfuro2,3-h1benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, 2R-(2alpha,6aalpha,12aalpha)-

Derris, JMAF

Prestwick_542

Rotenone (7CI)

Rotenone, >=95%

Spectrum_000065

Spectrum2_000457

Spectrum3_000158

Spectrum4_001638

Spectrum5_000455

Lopac0_001112

SCHEMBL42253

BSPBio_001896

isopropenyl(dimethoxy)?one

KBioGR_002075

KBioSS_000465

SPECTRUM200013

(2R-(6aalpha,12aalpha)-1,2-Dihydro-2-isopropenyl-8,9-dimethoxychromano(3,4-b)furo(2,3-h)chroman-6-on

DivK1c_000947

SPBio_000534

DTXSID6021248

HMS502P09

KBio1_000947

KBio2_000465

KBio2_003033

KBio2_005601

KBio3_001116

inhibits NADH2 oxidation to NAD

NSC8505

NINDS_000947

HMS3263O06

12679-58-2

BCP07278

HY-B1756

NSC-8505

TNP00301

ZINC3860715

Tox21_110819

Tox21_201904

Tox21_300695

Tox21_501112

2901AC

BDBM50135527

CCG-39886

LMPK12060007

NSC-26258

SBB006465

AKOS004910398

Tox21_110819_1

CS-6067

DB11457

LP01112

MCULE-7287067191

MCULE-7415617623

SDCCGMLS-0066415.P001

SDCCGSBI-0051081.P003

IDI1_000947

NCGC00017358-01

NCGC00017358-02

NCGC00017358-03

NCGC00017358-04

NCGC00017358-06

NCGC00017358-07

NCGC00017358-08

NCGC00017358-09

NCGC00017358-10

NCGC00017358-11

NCGC00017358-14

NCGC00017358-15

NCGC00017358-22

NCGC00094382-01

NCGC00094382-02

NCGC00094382-03

NCGC00094382-04

NCGC00094382-05

NCGC00254603-01

NCGC00259453-01

NCGC00261797-01

AC-31290

AS-10183

NCI60_002093

SMR000393729

ST057261

EU-0101112

R0090

Rotenone, PESTANAL(R), analytical standard

C07593

R 8875

26914-EP2275422A1

26914-EP2280009A1

26914-EP2305662A1

26914-EP2308857A1

26914-EP2314583A1

599T610

Q412388

SR-01000076110-2

SR-01000076110-5

SR-01000076110-6

W-104134

BRD-K08316444-001-01-9

BRD-K08316444-001-05-0

(2R-(6aalpha,12aalpha)-1,2-Dihydro-2-isopropenyl-8,9-dimethoxychromano(3,4-b)furo(2,3-h)chroman-6-one

1Benzopyrano3,3-h1benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-2-.alpha.-isopropenyl-8,9-dimethoxy-

1Benzopyrano3,3-h1benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-2-isopropenyl-8,9-dimethoxy-

1Benzopyrano3,4-bfuro2,3-h1benzopyran-6(6aalphaH)-one, 1,2,12,12aalpha-tetrahydro-2alpha-isopropenyl-8,9-dimethoxy- (8CI)

1Benzopyrano3,4-bfuro2,3-h1benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aS,12aS)- (9CI)

1,2,12,12a-Tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-1benzopyrano3,4-bfuro2,3-h1benzopyran-6(6aH)-one, 9CI

Tubatoxin 1,2,12,12a,-Tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-1benzopyrano3,4-bfuro2,3-h1-benzopyran-6(6aH)-one

  Experimental Data
 rotenone

Species Dose Unit Control(Avg days) Treatment(Avg days) Avg/Med Lifespan Change(%) Control(Max days) Treatment(Max days) Max Lifespan Change(%) Significant Strain Gender PubMed Avg/Med Lifespan Change tab
Nothobranchius furzeri 150.000000000000000 pM 32.710000000000000 26.140000000000000 -0.200000000000000 S MZM-0410 27135165 Inactive
Caenorhabditis elegans 33.000000000000000 umol/L -43.000000000000000 NS N2 24134630 Inactive
Nothobranchius furzeri 15.000000000000000 pM 32.710000000000000 35.360000000000000 0.080000000000000 S MZM-0410 27135165 Active
Drosophila melanogaster 100.000000000000000 umol/L 58.000000000000000 44.000000000000000 -24.100000000000000 S Dahomey 27076081 Inactive
Drosophila melanogaster 100.000000000000000 umol/L 60.000000000000000 44.000000000000000 -33.300000000000000 S Dahomey 27076081 Inactive
Drosophila melanogaster 200.000000000000000 umol/L 44.800000000000000 42.720000000000000 -4.634000000000000 NS MALES 33008901 Inactive
Drosophila melanogaster 20.000000000000000 umol/L 45.440000000000000 44.060000000000000 -3.028000000000000 NS FEMALES 33008901 Inactive
Caenorhabditis elegans 100.000000000000000 umol/L 17.080000000000000 13.050000000000000 -23.570000000000000 NS N2 33008901 Inactive
Caenorhabditis elegans 10.000000000000000 umol/L 15.130000000000000 15.020000000000000 -0.679300000000000 NS N2 33008901 Inactive
Caenorhabditis elegans 100.000000000000000 nM 10.000000000000000 S N2 24199155 Active
  Experimental Data Visualization
 rotenone

  Statistics Data
 rotenone

Species Avg/Med Lifespan Change(%) Max Lifespan Change(%) Count Reference Count Data point
Caenorhabditis elegans 10.000000000000000 3 4
Drosophila melanogaster -3.028000000000000 2 4
Nothobranchius furzeri 0.080000000000000 1 2
  Statistics Data Visualization
 rotenone

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