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Common name


rotenone

Formula


C23H22O6

CAS


83-79-4

IUPAC name


(2R,6aS,12aS)-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

SMILES


C=C(C)[C@H]1Cc2c(ccc3C(=O)[C@H]4c5cc(c(cc5OC[C@H]4Oc23)OC)OC)O1

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

Physicochemical Properties

Molecular weight:

394.417

Molar refractivity:

114.149

Num. bonds:

33

Num. double bonds:

8

Num. triple bonds:

0

Num. heavy atoms:

29

Num. nitrogen atom:

0

Num. oxygen atoms:

6

Num. sulphur atoms :

0

Num. P atoms:

0

Num. halogen atoms:

0

Num. H-bond acc:

1

Num. H-bond donors:

0

Complexity of system:

277.06

Lipophilicity

ALogP:

0.139

MLogP:

3.33

XLogP:

1.867

Water Solubility

CLogS:

-5.396

Geometric

PPSA-1:

625.798

PNSA-1:

249.16

RPCS:

0.142

RNCS:

3.242

THSA:

756.059

TPSA:

118.899

RHSA:

0.864

RPSA:

0.136

Electrostatic

RPCG:

0.076

RNCG:

0.151

Flexibility

Num. Rot. bonds:

3

Frac. of Rot. bonds:

0.091

Photostability

Num. arom. bonds:

12

Num. arom. atoms:

12

Num. arom. rings:

2

Num. rings:

5

Topological

topoRadius:

7

topoDiameter:

14

TopoPSA:

63.22
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Radar annotation

Insecticide-likeness scores

The higher the score, the better the insecticide-likeness


RDL:

1.231

QEI:

0.571

Gau:

3.756