| Identification | Back Directory | [Name]
NEPETALACTON | [CAS]
21651-62-7 | [Synonyms]
NEPETALACTON
nepetalactone
NEPETALACTON USP/EP/BP
Nepetalacton cis-trans-forM
Nepetalactone cis-trans-form
NEPETALACTON (cis-transisoMer)
(Z,E)-nepetalactone cis-trans-form
(4aS,7S,7aR)-4,7-diMethyl-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1(4aH)-one
Cyclopenta[c]pyran-1(4aH)-one,5,6,7,7a-tetrahydro-4,7-diMethyl-, (4aS,7S,7aR)- | [EINECS(EC#)]
1532714-185-1 | [Molecular Formula]
C10H14O2 | [MOL File]
21651-62-7.mol | [Molecular Weight]
166.22 |
| Chemical Properties | Back Directory | [alpha ]
D21 +3.7° (c = 27 in chloroform); D27.5 +11.11° (chloroform) | [Boiling point ]
270.6±19.0 °C(Predicted) | [density ]
1.042±0.06 g/cm3(Predicted) | [refractive index ]
nD25 1.4878 | [storage temp. ]
4°C, protect from light, stored under nitrogen | [solubility ]
DMSO : 100 mg/mL (601.61 mM; Need ultrasonic) | [form ]
Oil | [color ]
Colourless | [Odor]
Warm-spicy and very tenacious odor with an almost choking sweetness. | [Stability:]
Hygroscopic | [InChI]
InChI=1S/C10H14O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-9H,3-4H2,1-2H3/t6-,8+,9+/m0/s1 | [InChIKey]
ZDKZHVNKFOXMND-NBEYISGCSA-N | [SMILES]
C1(=O)OC=C(C)[C@@]2([H])CC[C@H](C)[C@@]12[H] | [EPA Substance Registry System]
Cyclopenta[c]pyran-1(4aH)-one, 5,6,7,7a-tetrahydro-4,7-dimethyl-, (4aS,7S,7aR)- (21651-62-7) |
| Hazard Information | Back Directory | [Uses]
cis-trans-Nepetalactone, is an organic compound, isolated from the plant catnip,which acts as a cat attractant. Nepetalactone can also be effective on some insects. It repels cockroaches and mosquitos. | [Definition]
ChEBI: Cis-trans-nepetalactone is a cyclopentapyran that is (4aS,7aR)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by an oxo group and at positions 4 and 7 by methyl groups, respectively (the 4aS,7S,7aR-diastereomer). An iridoid monoterpenoid isolated from several Nepeta plant species. It is an aphid sex pheromone and cat attractant, and exhibits antibacterial, antifungal, and analgesic properties. It has a role as a pheromone, a plant metabolite, an insect attractant, an analgesic, an insect repellent, an antibacterial agent and an antifungal agent. It is an iridoid monoterpenoid and a cyclopentapyran. | [Production Methods]
Nepetalacton can be produced 1) by isolation from American catnip oil
(about 45% lactone).
2) synthetic, from Ethyl-3-methyl-2-oxocyclopentane carboxylate with Bromo butyne. |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
|
| Telephone: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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