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Isopulegol

PubChem CID: 170833

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Compound Synonyms (-)-Isopulegol, Isopulegol, 89-79-2, l-Isopulegol, (-)-L-Isopulegol, iso-Pulegol, coolact P, (1R,2S,5R)-5-METHYL-2-(PROP-1-EN-2-YL)CYCLOHEXAN-1-OL, Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1R,2S,5R)-, Isopulegol (natural), FEMA No. 2962, p-8(9)-Menthen-3-ol, 3TH92O3BXN, (1R,2S,5R)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol, (1R,2S,5R)-2-Isopropenyl-5-methylcyclohexanol, ISOPULEGOL [FCC], EINECS 201-940-6, Isopulegol, (+/-)-, ISOPULEGOL [FHFI], NVG8YK55NL, p-Menth-8-en-3-ol, (1R,3R,4S)-(-)-, 50373-36-9, AI3-02176, (1R,3R,4S)-(-)-p-Menth-8-en-3-ol, DTXSID5047116, CHEBI:70479, NSC1263, EC 201-940-6, NSC-1263, NSC-231369, Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1R,2S,5R)-rel-, (1R,3R,4S)-P-METH-8-EN-3-OL, 5-Methyl-2-(1-methylethenyl)cyclohexanol, (1R-(1alpha,2beta,5alpha))-, Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1R-(1alpha,2beta,5alpha))-, Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, [1R-(1.alpha.,2.beta.,5.alpha.)]-, 59905-53-2, MFCD00134655, (+/-)-(1alpha,2beta,5alpha)-5-methyl-2-(1-methylvinyl)cyclohexan-1-ol, UNII-3TH92O3BXN, rac-isopulegol, 1-isopulegol, (+/-)-isopulegol, UNII-NVG8YK55NL, ISOPULEGOL [INCI], (-)-Isopulegol, 99%, SCHEMBL43859, p-Menth-8(9)-en-3-ol, (-)-Isopulegol, >=98%, CHEMBL237994, GTPL2462, ZYTMANIQRDEHIO-KXUCPTDWSA-, (-)-Isopulegol, technical grade, DTXSID90110001, DTXCID501764296, NSC 1263, EINECS 256-557-7, (-)-Isopulegol, analytical standard, AKOS028109164, AS-10358, FI106423, HY-121206, CS-0081229, NS00127398, (-)-Isopulegol 100 microg/mL in Acetonitrile, E78611, EN300-269447, Q2103922, (1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexanol, 5-Methyl-2-(1-methylethenyl)-(1R,2S,5R)-Cyclohexanol, (-)-Isopulegol, primary pharmaceutical reference standard, rel-(1R,2S,5R)-5-Methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol, 2-Isopropenyl-5-methylcyclohexanol-, (1R-(1alpha,2beta,5alpha))-, (1)-(1alpha,2beta,5alpha)-5-Methyl-2-(1-methylvinyl)cyclohexan-1-ol, 201-940-6, InChI=1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 20.2
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Np Classifier Class Menthane monoterpenoids
Deep Smiles C[C@@H]CC[C@H][C@@H]C6)O))C=C)C
Heavy Atom Count 11.0
Classyfire Class Prenol lipids
Description Isolated from Mentha pulegium (European pennyroyal) and other essential oils. (-)-Isopulegol is found in many foods, some of which are lemon balm, lemon grass, rosemary, and fats and oils.
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Monoterpenoids
Isotope Atom Count 0.0
Molecular Complexity 151.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name (1R,2S,5R)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol
Prediction Hob 1.0
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.0
Superclass Lipids and lipid-like molecules
Subclass Monoterpenoids
Gsk 4 400 Rule True
Molecular Formula C10H18O
Scaffold Graph Node Bond Level C1CCCCC1
Prediction Swissadme 1.0
Inchi Key ZYTMANIQRDEHIO-KXUCPTDWSA-N
Silicos It Class Soluble
Fcsp3 0.8
Logs -2.378
Rotatable Bond Count 1.0
State Solid
Logd 2.963
Synonyms (-)-Isopulegol, (-)-L-Isopulegol, (1R,3R,4S)-(-)-p-Menth-8-en-3-ol, (1R,3R,4S)-p-Menth-8-en-3-ol, 5-Methyl-2-(1-methylethenyl)-(1R,2S,5R)-cyclohexanol, L-Isopulegol, (1R,3R,4S)-(-)-P-Menth-8-en-3-ol, Isopulegol, (-)-isopulegol, iso-pulegol, isopulegol, isopulegol (p-menth-8-en-3-ol), l-isopulegol, lsopulegol
Esol Class Soluble
Functional Groups C=C(C)C, CO
Compound Name Isopulegol
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 154.136
Formal Charge 0.0
Monoisotopic Mass 154.136
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 154.25
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 -2.5888686000000005
Inchi InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1
Smiles C[C@@H]1CC[C@H]([C@@H](C1)O)C(=C)C
Nring 1.0
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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  • 2. Outgoing r'ship FOUND_IN to/from Acicarpha Tribuloides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Aconitum Palmatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Aconitum Tianschanicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Allium Cepa (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1872
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  • 11. Outgoing r'ship FOUND_IN to/from Ariocarpus Fissuratus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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  • 16. Outgoing r'ship FOUND_IN to/from Bursera Simaruba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Cacalia Robusta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Callistemon Speciosus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Capsicum Annuum (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1872
  • 20. Outgoing r'ship FOUND_IN to/from Carpesium Faberi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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  • 22. Outgoing r'ship FOUND_IN to/from Centaurea Arbutifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Centaurea Musimomum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Cephalaria Leucantha (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Chamaecyparis Lawsoniana (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2000.9712032
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  • 37. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2018.1456363
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  • 86. Outgoing r'ship FOUND_IN to/from Flemingia Philippinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 87. Outgoing r'ship FOUND_IN to/from Genista Sessilifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 88. Outgoing r'ship FOUND_IN to/from Gomphostemma Parviflorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 89. Outgoing r'ship FOUND_IN to/from Hippobroma Longiflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 90. Outgoing r'ship FOUND_IN to/from Hypericum Japonicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 91. Outgoing r'ship FOUND_IN to/from Isodon Melissoides (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2016.1231597
  • 92. Outgoing r'ship FOUND_IN to/from Juniperus Communis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2008.9700034
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  • 94. Outgoing r'ship FOUND_IN to/from Laurus Nobilis (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730080608
  • 95. Outgoing r'ship FOUND_IN to/from Lavandula Angustifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2008.9700034
  • 96. Outgoing r'ship FOUND_IN to/from Lavandula Bipinnata (Plant) Rel Props:Reference:ISBN:9770972795006
  • 97. Outgoing r'ship FOUND_IN to/from Leptospermum Petersonii (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1850
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  • 99. Outgoing r'ship FOUND_IN to/from Litsea Cubeba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 100. Outgoing r'ship FOUND_IN to/from Loranthus Longiflorus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 101. Outgoing r'ship FOUND_IN to/from Melissa Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 102. Outgoing r'ship FOUND_IN to/from Mentha Arvensis (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 103. Outgoing r'ship FOUND_IN to/from Mentha Canadensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 104. Outgoing r'ship FOUND_IN to/from Mentha Incana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 105. Outgoing r'ship FOUND_IN to/from Mentha Longifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2015.1108246
  • 106. Outgoing r'ship FOUND_IN to/from Mentha Piperita (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2017.1423247
  • 107. Outgoing r'ship FOUND_IN to/from Mentha Pulegium (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 108. Outgoing r'ship FOUND_IN to/from Mentha Spicata (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2014.963166
  • 109. Outgoing r'ship FOUND_IN to/from Microglossa Pyrifolia (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1743
  • 110. Outgoing r'ship FOUND_IN to/from Minthostachys Mollis (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1262
  • 111. Outgoing r'ship FOUND_IN to/from Nepeta Nuda (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2017.1407678
  • 112. Outgoing r'ship FOUND_IN to/from Ocimum Americanum (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2002.9699894
  • 113. Outgoing r'ship FOUND_IN to/from Ocimum Basilicum (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 114. Outgoing r'ship FOUND_IN to/from Ocimum Gratissimum (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2002.9699894
  • 115. Outgoing r'ship FOUND_IN to/from Ocimum Kilimandscharicum (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2014.942808
  • 116. Outgoing r'ship FOUND_IN to/from Onoseris Alata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 117. Outgoing r'ship FOUND_IN to/from Origanum Majorana (Plant) Rel Props:Reference:ISBN:9770972795006
  • 118. Outgoing r'ship FOUND_IN to/from Origanum Onites (Plant) Rel Props:Source_db:fooddb_chem_all
  • 119. Outgoing r'ship FOUND_IN to/from Origanum Vulgare (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2002.9699865
  • 120. Outgoing r'ship FOUND_IN to/from Ormosia Fordiana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 121. Outgoing r'ship FOUND_IN to/from Pelargonium Graveolens (Plant) Rel Props:Reference:https://doi.org/10.1080/0972-060x.2004.10643380
  • 122. Outgoing r'ship FOUND_IN to/from Pimenta Racemosa (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 123. Outgoing r'ship FOUND_IN to/from Piper Acutifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 124. Outgoing r'ship FOUND_IN to/from Piper Cubeba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 125. Outgoing r'ship FOUND_IN to/from Piper Nigrum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 126. Outgoing r'ship FOUND_IN to/from Podocarpus Elatus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 127. Outgoing r'ship FOUND_IN to/from Polanisia Trachysperma (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 128. Outgoing r'ship FOUND_IN to/from Polygala Senega (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 129. Outgoing r'ship FOUND_IN to/from Pseudotsuga Menziesii (Plant) Rel Props:Reference:https://doi.org/10.1002/1099-1026(200011/12)15:6<434::aid-ffj935>3.0.co;2-0
  • 130. Outgoing r'ship FOUND_IN to/from Psilotum Nudum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 131. Outgoing r'ship FOUND_IN to/from Rosmarinus Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all;npass_chem_all
  • 132. Outgoing r'ship FOUND_IN to/from Salvia Officinalis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1998.9700989
  • 133. Outgoing r'ship FOUND_IN to/from Salvia Sclarea (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 134. Outgoing r'ship FOUND_IN to/from Santolina Chamaecyparissus (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2001.9699679
  • 135. Outgoing r'ship FOUND_IN to/from Senecio Zoellneri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 136. Outgoing r'ship FOUND_IN to/from Solanum Boerhaavii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 137. Outgoing r'ship FOUND_IN to/from Solanum Diflorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 138. Outgoing r'ship FOUND_IN to/from Staehelina Fruticosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 139. Outgoing r'ship FOUND_IN to/from Syzygium Malaccense (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2007.9699290
  • 140. Outgoing r'ship FOUND_IN to/from Teucrium Scordium (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2010.9700303
  • 141. Outgoing r'ship FOUND_IN to/from Thymus Kotschyanus (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3333
  • 142. Outgoing r'ship FOUND_IN to/from Thymus Vulgaris (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2002.9699865
  • 143. Outgoing r'ship FOUND_IN to/from Trapa Bicornis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 144. Outgoing r'ship FOUND_IN to/from Vachellia Karroo (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 145. Outgoing r'ship FOUND_IN to/from Vallaris Heynei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 146. Outgoing r'ship FOUND_IN to/from Vellozia Streptophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 147. Outgoing r'ship FOUND_IN to/from Xylopia Parviflora (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1989.9697790
  • 148. Outgoing r'ship FOUND_IN to/from Xyris Indica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 149. Outgoing r'ship FOUND_IN to/from Zanthoxylum Bungeanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 150. Outgoing r'ship FOUND_IN to/from Zanthoxylum Piperitum (Plant) Rel Props:Source_db:npass_chem_all
  • 151. Outgoing r'ship FOUND_IN to/from Zanthoxylum Schinifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all