Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H28O5 |
Molecular Weight | 372.4547 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 2 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)C(\C)=C\[C@@H]1[C@@H](C(=O)O[C@H]2CC(=O)C(C\C=C/C=C)=C2C)C1(C)C
InChI
InChIKey=VJFUPGQZSXIULQ-XIGJTORUSA-N
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
Molecular Formula | C22H28O5 |
Molecular Weight | 372.4547 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 2 |
Optical Activity | UNSPECIFIED |
Pyrethrins are natural insecticides derived from chrysanthemum flowers containing a mixture of six components: pyrethrin I, cinerin I, jasmolin I, pyrethrin II, cinerin II, and jasmolin II. Pyrethrins induce a toxic effect in insects when they penetrate the cuticle and reach the nervous system. Pyrethrins bind to sodium channels that occur along the length of nerve cells. Sodium channels are responsible for nerve signal transmission along the length of the nerve cell by permitting the flux of sodium ions. When pyrethrins bind to sodium channels, normal function of the channels is obstructed thereby resulting in hyperexcitation of the nerve cell and, consequently, a loss of function of the nerve cell. The shutdown of the insect nervous system and death are most often the consequences of insect exposure to pyrethrins. Pyrethrin II has strong activity against Plasmodium falciparum.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL364 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21786822 |
4.0 µM [IC50] | ||
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | Pyrethrins/piperonyl butoxide Approved UseThis medication is used to treat lice |
Sample Use Guides
Apply to completelly wet infested areas, leave on 10 min & wash with large amount of warm water
Use fine toothed comb to remove lice and egg from hair
Do not exceed 2 consecutive applications within 24 hr
Retreat in 7-10 days
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21786822
Pyrethrin II showed an IC50 of 4.0 uM against Plasmodium
falciparum
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 14:58:43 GMT 2023
by
admin
on
Fri Dec 15 14:58:43 GMT 2023
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Record UNII |
5N9245585U
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Record Status |
Validated (UNII)
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Record Version |
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EPA PESTICIDE CODE |
69006
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204-462-6
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SUB15057MIG
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m9345
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pyrethrin II
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PYRETHRIN II
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