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(+)-Neomenthyl acetate

PubChem CID: 75699

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Compound Synonyms (1S)-(+)-Neomenthyl acetate, 2552-91-2, Neomenthyl acetate, (+)-Neomenthyl acetate, [(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] acetate, d-Neomenthyl acetate, (1S,2S,5R)-2-isopropyl-5-methylcyclohexyl acetate, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, (1S,2S,5R)-, Neomenthol acetate, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, 1-acetate, (1S,2S,5R)-, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, (1S-(1alpha,2alpha,5beta))-, mentyl acetate, Menthol, acetate, (1R,3S,4S)-(+)-, D-Neomenthyl acetate, (1S,2S,5R)-2-isopropyl-5-methylcyclohexyl acetate, (+/-)-Neomenthyl Acetate, trans-Neomenthyl Acetate, (1S,2S,5R)-2-Isopropyl-5-methylcyclohexyl Acetate, NSC 7350, EINECS 219-856-3, (1S)-(+)-Neomenthylacetate, SCHEMBL4256862, CHEBI:80758, DTXSID80889370, XHXUANMFYXWVNG-USWWRNFRSA-N, DTXSID701026541, AKOS006343703, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, [1S-(1.alpha.,2.alpha.,5.beta.)]-, AS-58997, D93434, Q27149810, (1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl acetate, 219-856-3
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 26.3
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Np Classifier Class Menthane monoterpenoids, Monocyclic monoterpenoids
Deep Smiles C[C@@H]CC[C@H][C@H]C6)OC=O)C))))CC)C
Heavy Atom Count 14.0
Classyfire Class Prenol lipids
Description (+)-neomenthyl acetate is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes (+)-neomenthyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-neomenthyl acetate can be found in orange mint and peppermint, which makes (+)-neomenthyl acetate a potential biomarker for the consumption of these food products.
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Monoterpenoids
Isotope Atom Count 0.0
Molecular Complexity 198.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name [(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] acetate
Prediction Hob 1.0
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.6
Superclass Lipids and lipid-like molecules
Subclass Monoterpenoids
Gsk 4 400 Rule True
Molecular Formula C12H22O2
Scaffold Graph Node Bond Level C1CCCCC1
Prediction Swissadme 1.0
Inchi Key XHXUANMFYXWVNG-USWWRNFRSA-N
Silicos It Class Soluble
Fcsp3 0.9166666666666666
Rotatable Bond Count 3.0
Synonyms (+)-Neomenthol acetate, (+)-Neomenthyl acetate, (1R,3S,4S)-p-Menthan-3-ol acetate, Menthol, acetate, (1R,3S,4S)-(+)-, Neomenthyl acetic acid, (+)-Neomenthyl acetic acid, (+)-neomenthyl-acetate, neo-menthyl acetate, neomenthyl acetate
Esol Class Soluble
Functional Groups CC(=O)OC
Compound Name (+)-Neomenthyl acetate
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 198.162
Formal Charge 0.0
Monoisotopic Mass 198.162
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 198.3
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -3.3914972
Inchi InChI=1S/C12H22O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h8-9,11-12H,5-7H2,1-4H3/t9-,11+,12+/m1/s1
Smiles C[C@@H]1CC[C@H]([C@H](C1)OC(=O)C)C(C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Menthane monoterpenoids
Np Classifier Superclass Monoterpenoids

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