1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1alpha,3abeta,4alpha,8abeta)]-
PubChem CID: 289151
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| Compound Synonyms | LONGIFOLENE, (+)-Longifolene, 475-20-7, 4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene, 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1.alpha.,3a.beta.,4.alpha.,8a.beta.)]-, CHEBI:6530, 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, (1S,3aR,4S,8aS)-(+)-, 3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.02,9]undecane, DTXSID50859388, NSC150808, AKOS015901764, longifolene (stereochemistry undefined), 1, decahydro-4,8,8-trimethyl-9-methylene-, NS00012801, C09699, Q61014525, 1, decahydro-4,8,8-trimethyl-9-methylene-, (1S,3aR,4S,8aS)-(+)-, 1, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1.alpha.,3a.beta.,4.alpha.,8a.beta.)], 1, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1.alpha.,3a.beta.,4.alpha.,8a.beta.)]- |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 0.0 |
| Hydrogen Bond Donor Count | 0.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC1C2CCC3C1CCCCC23 |
| Np Classifier Class | Longifolane sesquiterpenoids |
| Deep Smiles | C=CCCCCC6C)CCCCC%107)C)C |
| Heavy Atom Count | 15.0 |
| Classyfire Class | Prenol lipids |
| Description | Longifolene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Longifolene is a sweet, fir needle, and medical tasting compound found in corn, mandarin orange (clementine, tangerine), rosemary, and star anise, which makes longifolene a potential biomarker for the consumption of these food products. Longifolene is the common (or trivial) chemical name of a naturally occurring, oily liquid hydrocarbon found primarily in the high-boiling fraction of certain pine resins. The name is derived from that of a pine species from which the compound was isolated, Pinus longifolia (obsolete name for Pinus roxburghii Sarg.) Chemically, longifolene is a tricyclic sesquiterpene. This molecule is chiral, and the enantiomer commonly found in pines and other higher plants exhibits a positive optical rotation of +42.73°. The other enantiomer (optical rotation −42.73°) is found in small amounts in certain fungi and liverworts . |
| Scaffold Graph Node Level | CC1C2CCC3C1CCCCC23 |
| Classyfire Subclass | Sesquiterpenoids |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 312.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.02,9]undecane |
| Prediction Hob | 1.0 |
| Class | Prenol lipids |
| Veber Rule | True |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Xlogp | 5.1 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Sesquiterpenoids |
| Gsk 4 400 Rule | False |
| Molecular Formula | C15H24 |
| Scaffold Graph Node Bond Level | C=C1C2CCC3C1CCCCC23 |
| Prediction Swissadme | 0.0 |
| Inchi Key | PDSNLYSELAIEBU-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.8666666666666667 |
| Logs | -6.606 |
| Rotatable Bond Count | 0.0 |
| Logd | 4.759 |
| Synonyms | (+)-longifolen, (+)-longifolene, (+)-longofolene, &alpha, -longifolene, 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, 1,4-Methanoazulene, Junipen, 4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene, D-longifolene, Junipen, Junipene, Kuromatsuen, Kuromatsuene, Longifolen, Longifolene, Longifolene (=junipene), longifolene, longifolene (?), longifolene(?), longifolene† |
| Esol Class | Moderately soluble |
| Functional Groups | C=C(C)C |
| Compound Name | 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1alpha,3abeta,4alpha,8abeta)]- |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 204.188 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 204.188 |
| Hydrogen Bond Acceptor Count | 0.0 |
| Molecular Weight | 204.35 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 4.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -4.3074134 |
| Inchi | InChI=1S/C15H24/c1-10-11-6-7-12-13(11)14(2,3)8-5-9-15(10,12)4/h11-13H,1,5-9H2,2-4H3 |
| Smiles | CC1(CCCC2(C3C1C(C2=C)CC3)C)C |
| Nring | 3.0 |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Sesquiterpenoids |
| Np Classifier Superclass | Sesquiterpenoids |
- 1. Outgoing r'ship
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