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(+)-Neoisopulegol

PubChem CID: 6553885

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Compound Synonyms (+)-Neoisopulegol, Neoisopulegol, Neoisopulegol, (+)-, Neo-iso-pulegol, (+/-)-Neoisopulegol, B1A5V2613Y, Neoisopulegol, (+/-)-, Isopulegol, UNII-B1A5V2613Y, 20549-46-6, p-Menth-8-en-3-ol, (1R,3S,4S)-(+)-, 77CPT33M99, (1S,2S,5R)-5-Methyl-2-(1-methylethenyl)cyclohexanol, 29141-10-4, p-Menth-8-en-3-ol, trans-1,3,trans-1,4-, Neo-isopulegol, Rel-(1R,2R,5S)-5-methyl-2-(1-methylethenyl)cyclohexanol, Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1R,2R,5S)-rel-, Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1S-(1alpha,2alpha,5beta))-, UNII-77CPT33M99, SCHEMBL8632368, DTXCID3027116, (1S,2S,5R)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol, Tox21_302529, CAS-89-79-2, NCGC00256836-01, NS00100900, Q27896693, Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1S,2S,5R)-, Rel-(1S,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol, CYCLOHEXANOL, 5-METHYL-2-(1-METHYLETHENYL)-, (1S-(1.ALPHA.,2.ALPHA.,5.BETA.))-
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 (+)-neoisopulegol 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 (+)-neoisopulegol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). (+)-neoisopulegol can be found in ginger, peppermint, and spearmint, which makes (+)-neoisopulegol 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 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 (1S,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-UTLUCORTSA-N
Silicos It Class Soluble
Fcsp3 0.8
Logs -2.195
Rotatable Bond Count 1.0
State liquid
Logd 3.271
Synonyms (+)-Neoisopulegol, (1R,3S,4S)-p-Menth-8-en-3-ol, Isopulegol, neo-iso-isopulegol, neo-isopulegol, neoisopulegol
Esol Class Soluble
Functional Groups C=C(C)C, CO
Compound Name (+)-Neoisopulegol
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

  • 1. Outgoing r'ship FOUND_IN to/from Abies Balsamea (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644040
  • 2. Outgoing r'ship FOUND_IN to/from Amorpha Fruticosa (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2001.9712227
  • 3. Outgoing r'ship FOUND_IN to/from Artemisia Persica (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2006.9699162
  • 4. Outgoing r'ship FOUND_IN to/from Bursera Graveolens (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2018.1564381
  • 5. Outgoing r'ship FOUND_IN to/from Coriandrum Sativum (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 6. Outgoing r'ship FOUND_IN to/from Corymbia Citriodora (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2000.9712194
  • 7. Outgoing r'ship FOUND_IN to/from Corymbia Maculata (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1997.9699453
  • 8. Outgoing r'ship FOUND_IN to/from Eucalyptus Globulus (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1997.9699453
  • 9. Outgoing r'ship FOUND_IN to/from Eucalyptus Macarthurii (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1997.9699453
  • 10. Outgoing r'ship FOUND_IN to/from Eucalyptus Smithii (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1997.9699453
  • 11. Outgoing r'ship FOUND_IN to/from Eucalyptus Tereticornis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1997.9699453
  • 12. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Uralensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Lavandula Angustifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 14. Outgoing r'ship FOUND_IN to/from Lavandula Stoechas (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2019.1642800
  • 15. Outgoing r'ship FOUND_IN to/from Litsea Cubeba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Melaleuca Leucadendra (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1823
  • 17. Outgoing r'ship FOUND_IN to/from Mentha Arvensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Mentha Canadensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Mentha Pulegium (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 20. Outgoing r'ship FOUND_IN to/from Mentha Spicata (Plant) Rel Props:Source_db:fooddb_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Mentha Suaveolens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 22. Outgoing r'ship FOUND_IN to/from Ocimum Basilicum (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 23. Outgoing r'ship FOUND_IN to/from Origanum Majorana (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 24. Outgoing r'ship FOUND_IN to/from Origanum Vulgare (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 25. Outgoing r'ship FOUND_IN to/from Pelargonium Graveolens (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2006.12067128
  • 26. Outgoing r'ship FOUND_IN to/from Pimenta Racemosa (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 27. Outgoing r'ship FOUND_IN to/from Piper Cubeba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 28. Outgoing r'ship FOUND_IN to/from Rosmarinus Officinalis (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 29. Outgoing r'ship FOUND_IN to/from Salvia Officinalis (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 30. Outgoing r'ship FOUND_IN to/from Salvia Sclarea (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 31. Outgoing r'ship FOUND_IN to/from Thymus Vulgaris (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10644030
  • 32. Outgoing r'ship FOUND_IN to/from Zanthoxylum Bungeanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 33. Outgoing r'ship FOUND_IN to/from Zanthoxylum Piperitum (Plant) Rel Props:Source_db:npass_chem_all
  • 34. Outgoing r'ship FOUND_IN to/from Zanthoxylum Schinifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 35. Outgoing r'ship FOUND_IN to/from Zingiber Officinale (Plant) Rel Props:Source_db:fooddb_chem_all