Basic information
- CAS
40596-69-8- Standard SMILES
COC(C)(C)CCC[C@H](C)C/C=C/C(C)=C/C(=O)OC(C)C- InChIKey
NFGXHKASABOEEW-GYMWBFJFSA-N- Molecular formula
- C19H34O3
- Average molar mass
- 310.5 g/mol
- Monoisotopic mass
- 310.25079494
Names & identifiers
- Preferred name
- S-Methoprene
- IUPAC
- propan-2-yl (2E,4E,7S)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoate
- English name
- S-(+)-Methoprene
- Molecular formula
- C19H34O3
- Molecular weight
- 310.47
Names & synonyms
Show more names
Database identifiers
- CAS
40596-69-8、65733-16-6- PubChem CID
- 1711973
- DTXSID
DTXSID1035783- ChEBI
CHEBI:39255- UNII
- 4YIQ0A94UR
- EC Number
- 613-834-0
- Nikkaji
- J344.494E
Properties
Computed structural properties
- XLogP
- 5.5
- Topological polar surface area
- 35.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 11
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 378
Experimental & physicochemical properties
Physicochemical properties
- Boiling point
- 385.7 · 385.7±25.0 °C(Predicted)
- Density
- 0.913 · 0.913±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 20 mg/ml,Ethanol: · DMF: 20 mg/ml,Ethanol: 10 mg/ml
- form
- A neat oil
- color
- Colorless to light yellow
- Henry's Law Constant
- 1.5 · 1.5×100 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- Stability
- Light Sensitive
- InChI
- InChI=1S/C19H34O3/c1-15(2)22-18(20)14-17(4)11-8-10-16(3)12-9-13-19(5,6)21-7/h8,11,14-16H,9-10,12-13H2,1-7H3/b11-8+,17-14+/t16-/m1/s1
- InChIKey
- NFGXHKASABOEEW-GYMWBFJFSA-N
- SMILES
- C(OC(C)C)(=O)/C=C(\C)/C=C/C[C@@H](C)CCCC(OC)(C)C
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 4 YIQ0A94UR · 4YIQ0A94UR
- EPA Substance Registry System
- S-Methoprene (65733-16-6)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
- Hazard Codes
- Xi
- Hazard Note
- Irritant
- HS Code
- 2918999090 · 2918999090
Safety & regulation
GHS classification
GHS Classification
Warning
H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
P273, P391, and P501 (click each P-code to see the statement)
Warning
Hazard information
Other Safety Information
IMAP assessments - 2,4-Dodecadienoic acid, 11-methoxy-3,7,11-trimethyl-, 1-methylethyl ester, (S-(E,E))-: Environment tier I assessment;IMAP assessments - 2,4-Dodecadienoic acid, 11-methoxy-3,7,11-trimethyl-, 1-methylethyl ester, (S-(E,E))-: Human health tier I assessment
Hazard Classes and Categories
Skin Irrit. 2 (16.7%);STOT SE 3 (16.7%);Aquatic Acute 1 (100%);Aquatic Chronic 1 (66.7%)
Hazardous to the aquatic environment (acute) - category 1;Hazardous to the aquatic environment (chronic) - category 1
Aquatic Acute 1;Aquatic Chronic 1
Regulatory information
Safety data
- hs_code
- 2918999090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Chemistry & industry
Uses & manufacturing
Applications
Description(S)-(+)-Methoprene is a widely-used insect growth regulator. It is remarkable for its lack of significant effects against a wide variety of mammals, although concerns remain for its effects on arthropod development. Methoprene acts as an activator of the juvenile hormone receptor, known as Methoprene-tolerant or Met (Kd = 12.3 nM). Met is a transcription factor that, upon activation with juvenile hormone or methoprene, regulates gene expression that inhibits metamorphosis.
UsesInsecticide; insect growth regulator.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: (S)-methoprene is a methoprene. It is an enantiomer of a (R)-methoprene.
Related reactions
Compound notes
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