Np mrd loader

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.
Record Information
Version2.0
Created at2022-03-17 21:05:57 UTC
Updated at2022-03-17 21:05:57 UTC
NP-MRD IDNP0049026
Secondary Accession NumbersNone
Natural Product Identification
Common Name1,7,7-Trimethyltricyclo[2.2.1.02,6]heptane
Description1,7,7-Trimethyltricyclo[2.2.1.02,6]Heptane, also known as cyclene, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, 1,7,7-trimethyltricyclo[2.2.1.02,6]Heptane is considered to be an isoprenoid lipid molecule. 1,7,7-Trimethyltricyclo[2.2.1.02,6]Heptane is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 1,7,7-Trimethyltricyclo[2.2.1.02,6]Heptane is found, on average, in the highest concentration within a few different foods, such as gingers, common sages, and pot marjorams. 1,7,7-Trimethyltricyclo[2.2.1.02,6]Heptane has also been detected, but not quantified in, several different foods, such as caraway, saffrons, rosemaries, herbs and spices, and sweet basils. This could make 1,7,7-trimethyltricyclo[2.2.1.02,6]Heptane a potential biomarker for the consumption of these foods. 1,7,7-Trimethyltricyclo[2.2.1.02,6]heptane is found in Abies balsamea, Abies grandis, Abies sachalinensis, Achillea grandifolia, Achillea millefolium, Ageratum conyzoides, Alphinia galanga, Aristolochia trilobata , Artemisia annua , Artemisia arborescens, Artemisia herba-alba, Artemisia judaica, Artemisia salsoloides, Artemisia sericea, Artemisia thuscula, Atalantia buxifolia, Boronia latipinna, Chaerophyllum macrospermum, Chamaecyparis lawsoniana, Chrysanthemum indicum, Cistus albidus, Cistus creticus, Cistus laurifolius, Cryptomeria japonica, Cymbopogon flexuosus, Ferula galbaniflua , Haplopappus foliosus, Helichrysum odoratissimum, Helichrysum taenari, Heterotheca subaxillaris, Mesosphaerum suaveolens, Juniperus communis , Juniperus monticola, Larix sukaczewii, Lavandin abrialis, Lavandula angustifolia , Lavandula dentata , Lavandula stoechas , Lychnophora ericoides Mart. , Marsupella emarginata, Mentha piperita L. , Myrtus communis, Ocimum gratissimum, Origanum acutidens, Origanum hypericifolium, Origanum minutiflorum, Origanum sipyleum, Origanum syriacum, Pelargonium vitifolium, Persea americana, Picea abies, Picea mariana, Picea spp., Pinus cembra , Pinus flexilis, Pinus halepensis , Pinus rzedowskii, Pinus sibirica, Pinus sylvestris, Piper arboreum , Piper nigrum , Pistacia vera, Pseudotsuga menziesii, Quercus coccifera , Rhodiola rosea L. , Rhododendron mucronulatum, Saccogyna viticulosa, Salvia absconditiflora, Salvia caespitosa, Salvia fruticosa, Salvia syriaca, Scalesia aspera, Sequoia sempervirens, Tanacetum macrophyllum, Tanacetum parthenium, Tanacetum vulgare, Thymus broussonetti, Thymus eigii, Thymus eriocalyx, Thymus kotschyanus, Thymus longicaulis, Thymus maroccanus, Thymus praecos, Thymus revolutus, Thymus saturejoides, Thymus X-porlock, Thymus zygioides, Tsuga canadensis, Valeriana officinalis, Xylopia parviflora and Zingiber zerumbet. A monoterpene that is tricycloheptane bearing a three additional methyl substituents (one at position 1 and two at position 7).
Structure
Thumb
Synonyms
ValueSource
1,1,7-Trimethyltricyclo(2.2.1.0(2.6))heptaneHMDB
1,7,7-Trimethyl-tricyclo(2.2.1.02,6)heptaneHMDB
1,7,7-Trimethyl-tricyclo[2.2.1.0(2,6)]heptaneHMDB
1,7,7-Trimethyl-tricyclo[2.2.1.0*2,6*]heptaneHMDB
1,7,7-Trimethyl-tricyclo[2.2.1.02,6]heptaneHMDB
1,7,7-Trimethyltricyclo(2.2.1.02,6)heptaneHMDB
1,7,7-Trimethyltricyclo[2.2.1.0,2,6]heptaneHMDB
alpha-TricycleneHMDB
CycleneHMDB
TricycleneHMDB
1,7,7-Trimethyltricyclo[2.2.1.02,6]heptanePhytoBank
TeresantananePhytoBank
TricyclanePhytoBank
Chemical FormulaC10H16
Average Mass136.2380 Da
Monoisotopic Mass136.12520 Da
IUPAC Name1,7,7-trimethyltricyclo[2.2.1.0^{2,6}]heptane
Traditional Name1,7,7-trimethyltricyclo[2.2.1.0^{2,6}]heptane
CAS Registry Number508-32-7
SMILES
CC12C3CC(CC13)C2(C)C
InChI Identifier
InChI=1S/C10H16/c1-9(2)6-4-7-8(5-6)10(7,9)3/h6-8H,4-5H2,1-3H3
InChI KeyRRBYUSWBLVXTQN-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abies balsameaLOTUS Database
Abies grandisPlant
Abies sachalinensisLOTUS Database
Achillea grandifoliaLOTUS Database
Achillea millefoliumLOTUS Database
Ageratum conyzoidesLOTUS Database
Alphinia galanga-
Aristolochia trilobataPlant
Artemisia annuaPlant
Artemisia arborescensLOTUS Database
Artemisia herba-albaLOTUS Database
Artemisia judaicaLOTUS Database
Artemisia salsoloidesLOTUS Database
Artemisia sericeaLOTUS Database
Artemisia thusculaLOTUS Database
Atalantia buxifoliaLOTUS Database
Boronia latipinnaLOTUS Database
Carum carviFooDB
Chaerophyllum macrospermumLOTUS Database
Chamaecyparis lawsonianaLOTUS Database
Chrysanthemum indicumLOTUS Database
Cistus albidusPlant
Cistus creticusPlant
Cistus laurifoliusLOTUS Database
Crocus sativusFooDB
Cryptomeria japonicaLOTUS Database
Cymbopogon flexuosusLOTUS Database
Ferula galbanifluaPlant
Haplopappus foliosusLOTUS Database
Helichrysum odoratissimumLOTUS Database
Helichrysum taenariLOTUS Database
Heterotheca subaxillarisLOTUS Database
Hyptis suaveolensLOTUS Database
Juniperus communisPlant
Juniperus monticolaLOTUS Database
Larix sukaczewiiLOTUS Database
Lavandin abrialis-
Lavandula angustifoliaPlant
Lavandula dentataPlant
Lavandula stoechasPlant
Lychnophora ericoidesPlant
Marsupella emarginataPlant
Mentha piperita L.Plant
Myrtus communisLOTUS Database
Ocimum basilicumFooDB
Ocimum gratissimumLOTUS Database
Origanum acutidensLOTUS Database
Origanum hypericifoliumLOTUS Database
Origanum minutiflorumLOTUS Database
Origanum onitesFooDB
Origanum sipyleumLOTUS Database
Origanum syriacumLOTUS Database
Pelargonium vitifoliumLOTUS Database
Persea americanaLOTUS Database
Picea abiesLOTUS Database
Picea marianaLOTUS Database
Picea spp.Plant
Pinus cembraPlant
Pinus flexilisLOTUS Database
Pinus halepensisPlant
Pinus rzedowskiiLOTUS Database
Pinus sibiricaPlant
Pinus sylvestrisLOTUS Database
Piper arboreumPlant
Piper nigrum L.Plant
Pistacia veraLOTUS Database
Pseudotsuga menziesiiLOTUS Database
Quercus cocciferaPlant
Rhodiola roseaPlant
Rhododendron mucronulatumLOTUS Database
Saccogyna viticulosaLOTUS Database
Salvia absconditifloraLOTUS Database
Salvia caespitosaLOTUS Database
Salvia fruticosaLOTUS Database
Salvia officinalisFooDB
Salvia rosmarinusFooDB
Salvia syriacaLOTUS Database
Scalesia asperaLOTUS Database
Sequoia sempervirensLOTUS Database
Tanacetum macrophyllumPlant
Tanacetum partheniumLOTUS Database
Tanacetum vulgareLOTUS Database
Thymus broussonettiPlant
Thymus eigiiLOTUS Database
Thymus eriocalyxPlant
Thymus kotschyanusLOTUS Database
Thymus longicaulisLOTUS Database
Thymus maroccanusPlant
Thymus praecosPlant
Thymus revolutusLOTUS Database
Thymus satureioidesLOTUS Database
Thymus X-porlockPlant
Thymus zygioidesLOTUS Database
Tsuga canadensisLOTUS Database
Valeriana officinalisLOTUS Database
Xylopia parvifloraPlant
Zingiber officinaleFooDB
Zingiber zerumbetLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentBicyclic monoterpenoids
Alternative Parents
Substituents
  • Bornane monoterpenoid
  • Polycyclic hydrocarbon
  • Saturated hydrocarbon
  • Hydrocarbon
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.43ALOGPS
logP2.44ChemAxon
logS-4.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity41.89 m³·mol⁻¹ChemAxon
Polarizability16.98 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038121
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017346
KNApSAcK IDC00011067
Chemspider ID71367
KEGG Compound IDC20241
BioCyc IDCPD-4902
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound79035
PDB IDNot Available
ChEBI ID64266
Good Scents IDNot Available
References
General References