4aα,7α,7aα-Nepetalactone

CAT: 0931-T72250-01Size: 1 mgDry Ice: NoHazardous: No

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CAT#:0931-T72250-01Size:1 mg

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CAS Number

21651-62-7

Target

Antibacterial

Related Pathways

Microbiology/Virology

Purity

0.9994

Bioactivity

4aα,7α,7aα-Nepetalactone is a natural terpenoid lactone exhibiting antibacterial activity against E. coli, P. aeruginosa, S. aureus, and others.

Smiles

CC=1[C@@]2([C@@]([C@@H](C)CC2)(C(=O)OC1)[H])[H]

Molecular Formula

C10H14O2

Molecular Weight

166.22

Shipping Conditions

Ice Packs

Storage Temperature

-20°C

Chemical Information

nepetalactone cis-trans-form

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 an insect attractant, a pheromone, an antibacterial agent, an analgesic, an antifungal agent, an insect repellent and a plant metabolite. It is a cyclopentapyran and an iridoid monoterpenoid.

CAS Number	21651-62-7
PubChem CID	161367
IUPAC Name	(4aS,7S,7aR)-4,7-dimethyl-5,6,7,7a-tetrahydro-4aH-cyclopenta[c]pyran-1-one
Molecular Formula	C10H14O2
Molecular Weight	166.22
XLogP	1.9
Topological Polar Surface Area	26.3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Heavy Atom Count	12
Formal Charge	0
Complexity	242

SMILES

C[C@H]1CC[C@H]2[C@@H]1C(=O)OC=C2C

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

Chemical Structure

2D Structure

CAS: 21651-62-7

CID: 161367

Formula: C10H14O2

MW: 166.22

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	166.22
XLogP3	1.9
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Exact Mass	166.099379685
Monoisotopic Mass	166.099379685
Topological Polar Surface Area	26.3 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	242
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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Alternative Products

Catalog	Name
GTR19212910-01	4aα,7α,7aα-Nepetalactone
GTR19193366	Nepetalactone
163140	Cis-trans Nepetalactone
TRC-N390055-25MG	trans,cis-Nepetalactone
SAA25715-01	Trans, cis-nepetalactone
293245	7,7a-Diepialexine
MBS5814704	4aalpha,7alpha,7aalpha-Nepetalactone
RM-N052701-01	Nepetalactone Cis-Trans-Form
MT44490-01	3,7,7a-Triepicasuarine
TBZ2703	7-Hydroxy-4a-methoxyisoflavone

4aα,7α,7aα-Nepetalactone

Chemical Information

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