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Common name


pyrethrin II

Formula


C22H28O5

CAS


121-29-9

IUPAC name


(1S)-2-methyl-4-oxo-3-(2Z)-2,4-pentadien-1-yl-2-cyclopenten-1-yl (1R,3R)-3-[(1E)-3-methoxy-2-methyl-3-oxo-1-propen-1-yl]-2,2-dimethylcyclopropanecarboxylate

SMILES


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

INCHI


InChI=1S/C22H28O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-,13-11+/t16-,18+,19+/m1/s1

Physicochemical Properties

Molecular weight:

372.455

Molar refractivity:

105.801

Num. bonds:

28

Num. double bonds:

7

Num. triple bonds:

0

Num. heavy atoms:

27

Num. nitrogen atom:

0

Num. oxygen atoms:

5

Num. sulphur atoms :

0

Num. P atoms:

0

Num. halogen atoms:

0

Num. H-bond acc:

5

Num. H-bond donors:

0

Complexity of system:

82.05

Lipophilicity

ALogP:

3.409

MLogP:

3.33

XLogP:

3.274

Water Solubility

CLogS:

-3.544

Geometric

PPSA-1:

553.451

PNSA-1:

250.834

RPCS:

0.991

RNCS:

1.933

THSA:

685.787

TPSA:

118.498

RHSA:

0.853

RPSA:

0.147

Electrostatic

RPCG:

0.138

RNCG:

0.152

Flexibility

Num. Rot. bonds:

9

Frac. of Rot. bonds:

0.321

Photostability

Num. arom. bonds:

0

Num. arom. atoms:

0

Num. arom. rings:

0

Num. rings:

2

Topological

topoRadius:

8

topoDiameter:

16

TopoPSA:

69.67
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Radar annotation

Insecticide-likeness scores

The higher the score, the better the insecticide-likeness


RDL:

1.676

QEI:

0.681

Gau:

4.936