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Common name


pyrethrin I

Formula


C21H28O3

CAS


121-21-1

IUPAC name


(1S)-2-methyl-4-oxo-3-(2Z)-2,4-pentadien-1-yl-2-cyclopenten-1-yl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate

SMILES


C=C/C=C\CC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@@H](C=C(C)C)C1(C)C

INCHI


InChI=1S/C21H28O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-/t16-,18+,19+/m1/s1

Physicochemical Properties

Molecular weight:

328.445

Molar refractivity:

99.314

Num. bonds:

25

Num. double bonds:

6

Num. triple bonds:

0

Num. heavy atoms:

24

Num. nitrogen atom:

0

Num. oxygen atoms:

3

Num. sulphur atoms :

0

Num. P atoms:

0

Num. halogen atoms:

0

Num. H-bond acc:

3

Num. H-bond donors:

0

Complexity of system:

73.03

Lipophilicity

ALogP:

4.039

MLogP:

3.44

XLogP:

4.408

Water Solubility

CLogS:

-3.885

Geometric

PPSA-1:

531.195

PNSA-1:

220.94

RPCS:

0.395

RNCS:

1.139

THSA:

684.067

TPSA:

68.068

RHSA:

0.909

RPSA:

0.091

Electrostatic

RPCG:

0.161

RNCG:

0.186

Flexibility

Num. Rot. bonds:

7

Frac. of Rot. bonds:

0.28

Photostability

Num. arom. bonds:

0

Num. arom. atoms:

0

Num. arom. rings:

0

Num. rings:

2

Topological

topoRadius:

7

topoDiameter:

14

TopoPSA:

43.37
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Radar annotation

Insecticide-likeness scores

The higher the score, the better the insecticide-likeness


RDL:

2.116

QEI:

0.88

Gau:

6.625