NP-MRD: Showing NP-Card for 4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene (NP0217777)

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Record Information

Version

2.0

Created at

2022-09-05 18:13:48 UTC

Updated at

2022-09-05 18:13:48 UTC

NP-MRD ID

NP0217777

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene

Description

Gamma-Muurolene, also known as γ-muurolene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Gamma-Muurolene is possibly neutral. Gamma-Muurolene is a herbal, spice, and woody tasting compound. Outside of the human body, gamma-Muurolene is found, on average, in the highest concentration within a few different foods, such as wild carrots, carrots, and rosemaries and in a lower concentration in common oregano, safflowers, and orange mints. Gamma-Muurolene has also been detected, but not quantified in, several different foods, such as sweet bay, sweet basils, cloves, oats, and guava. 4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene is found in Abies pinsapo, Achillea millefolium, Ageratum conyzoides, Aloysia citrodora, Alpinia chinensis, Alpinia latilabris, Alpinia zerumbet, Angelica archangelica, Anthemis aciphylla, Araucaria araucana, Aristolochia debilis, Aristolochia elegans, Artemisia monosperma, Artemisia salsoloides, Artemisia vulgaris, Artemisia xerophytica, Asarum gusk, Aster scaber, Asteriscus sericeus, Baccharis darwinii, Baccharis dracunculifolia, Baccharis sagittalis, Bazzania tridens, Bellis perennis, Bidens bipinnata, Bunium persicum, Bupleurum acutifolium, Bupleurum gibraltaricum, Callitropsis nootkatensis, Calypogeia muelleriana, Cananga odorata, Cannabis sativa, Hyptis spicigera, Cassinia longifolia, Cassinia uncata, Cedrela odorata, Cedrus libani, Centratherum punctatum, Chamaecyparis pisifera, Chromolaena odorata, Chrysanthemum indicum, Cinnamomum burmannii, Cinnamomum verum, Citrus reticulata, Citrus sinensis, Cleistopholis patens, Clinopodium brownei, Commiphora sphaerocarpa, Copaifera langsdorffii, Cotinus coggygria, Croton conduplicatus, Cryptomeria japonica, Cryptoporus volvatus, Cymbopogon flexuosus, Cymbopogon martinii, Daniellia oliveri, Dendropanax trifidus, Dumortiera hirsuta, Ekimia bornmuelleri, Elsholtzia fruticosa, Elsholtzia pilosa, Entandrophragma cylindricum, Eremanthus arboreus, Erigeron canadensis, Erigeron philadelphicus, Eucalyptus globulus, Frullania incumbens, Frullania tamarisci, Garcinia mangostana, Grindelia pulchella, Hebeclinium macrophyllum, Hedychium spicatum, Helichrysum italicum, Helichrysum odoratissimum, Heracleum dissectum, Hexalobus crispiflorus, Homalomena occulta, Humulus lupulus, Hyptis glomerata, Iris tectorum, Juniperus comitana, Juniperus communis, Juniperus drupacea, Juniperus durangensis, Juniperus monticola, Juniperus oxycedrus, Lantana camara, Lantana xenica, Larix gmelinii, Larix gmelinii, Larix sibirica, Lavandula angustifolia, Lavandula latifolia, Lavandula stoechas, Lepechinia chamaedryoides, Lepechinia floribunda, Lepechinia urbanii, Leptospermum scoparium, Liquidambar styraciflua, Matricaria chamomilla, Melaleuca quinquenervia, Mentha aquatica, Mentha piperita, Microglossa pyrifolia, Micromeria croatica, Micromeria maderensis, Mosla chinensis, Nicotiana tabacum, Ocimum gratissimum, Origanum acutidens, Origanum cordifolium, Origanum dictamnus, Origanum majorana, Origanum vulgare, Pelargonium endlicherianum, Pelargonium quercifolium, Pelargonium vitifolium, Persea americana, Petroselinum crispum, Phyla dulcis, Picea abies, Picea glehnii, Picea koraiensis, Pimenta racemosa, Pinus pumila, Pinus sibirica, Pinus sylvestris, Piper aduncum, Piper gaudichaudianum, Piper obliquum, Platostoma africanum, Polygala senega, Prumnopitys ferruginoides, Pseudobrickellia brasiliensis, Pseudotsuga menziesii, Psiadia altissima, Pycnanthemum floridanum, Salvia caespitosa, Salvia cuspidata, Salvia dorisiana, Salvia fruticosa, Salvia munzii, Salvia rosmarinus, Santolina chamaecyparissus, Sassafras albidum, Scapania undulata, Schistochila aligera, Scytosiphon lomentaria, Sequoiadendron giganteum, Shorea robusta, Solanum tuberosum, Solidago canadensis, Stevia rebaudiana, Syzygium aromaticum, Syzygium cumini, Syzygium nervosum, Tagetes lucida, Tamarindus indica, Tanacetum millefolium, Telanthophora grandifolia, Teucrium cyprium, Teucrium polium, Teucrium scorodonia, Thapsia villosa, Thymus marschallianus, Tithonia diversifolia, Trigonella foenum-graecum, Vitex agnus-castus, Vitex negundo, Zanthoxylum bungeanum, Zanthoxylum zanthoxyloides and Zingiber officinale. This could make gamma-muurolene a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
   -0.2266    2.1236   -1.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333    1.9040   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2877    2.2892    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7943    1.3243    1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665    0.0378    1.1943 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5535   -1.0498    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -0.7483   -1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0234   -1.3084    0.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431    0.1566    1.2329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0886   -1.1468    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852   -1.3419   -0.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5994   -2.6989   -0.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4622   -0.2580   -0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3287    1.0334   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9895    1.3018    0.4499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1445    1.8735   -2.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427    2.5720   -2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0953    3.2763    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295    2.5409   -0.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9248    1.8167    2.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8552    1.0643    0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3374   -0.3522    2.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0185   -1.9850    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0063   -1.5982   -1.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4658   -0.7362   -1.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861    0.1454   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3086   -2.3444    0.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081   -1.0202    1.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249   -0.6443   -0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7823    0.3389    2.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002   -1.9972    1.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6250   -2.9050   -1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6533   -2.6140    0.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1193   -3.4809    0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169   -0.2981   -1.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714   -0.4015   -1.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0818    1.0857    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5676    1.8856   -0.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1865    2.1591    1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  1  0
 11 10  2  0
 10  9  1  0
  9  5  1  0
  9 15  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  6 23  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  5 22  1  1
  4 20  1  0
  4 21  1  0
  3 18  1  0
  3 19  1  0
  1 16  1  0
  1 17  1  0
 15 39  1  1
 14 37  1  0
 14 38  1  0
 13 35  1  0
 13 36  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 10 31  1  0
  9 30  1  1
M  END

Muurolene-gamma
  Mrv1572001071617132D          
  Mrv0541 01101312252D          
 15 16  0  0  0  0            999 V2000
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217777

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1CCC(=C)C2CCC(C)=CC12

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13-15H,4-8H2,1-3H3

> <INCHI_KEY>
WRHGORWNJGOVQY-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.157127590032125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-methyl-4-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
4.506281368000001

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
67.52590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2H-naphthalene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Muurolene-gamma                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    4   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Value	Source
g-Muurolene	Generator
Γ-muurolene	Generator

Chemical Formula

C₁₅H₂₄

Average Mass

204.3570 Da

Monoisotopic Mass

204.18780 Da

IUPAC Name

7-methyl-4-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

Traditional Name

4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2H-naphthalene

CAS Registry Number

Not Available

SMILES

CC(C)C1CCC(=C)C2CCC(C)=CC12

InChI Identifier

InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13-15H,4-8H2,1-3H3

InChI Key

WRHGORWNJGOVQY-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abies pinsapo	LOTUS Database	35616633
Achillea millefolium	LOTUS Database	35616633
Ageratum conyzoides	LOTUS Database	35616633
Aloysia citrodora	LOTUS Database	35616633
Alpinia chinensis	LOTUS Database	35616633
Alpinia latilabris	LOTUS Database	35616633
Alpinia zerumbet	LOTUS Database	35616633
Angelica archangelica	LOTUS Database	35616633
Anthemis aciphylla	LOTUS Database	35616633
Araucaria araucana	LOTUS Database	35616633
Aristolochia debilis	LOTUS Database	35616633
Aristolochia elegans	LOTUS Database	35616633
Artemisia monosperma	LOTUS Database	35616633
Artemisia salsoloides	LOTUS Database	35616633
Artemisia vulgaris	LOTUS Database	35616633
Artemisia xerophytica	LOTUS Database	35616633
Asarum gusk	LOTUS Database	35616633
Aster scaber	LOTUS Database	35616633
Asteriscus sericeus	LOTUS Database	35616633
Baccharis darwinii	LOTUS Database	35616633
Baccharis dracunculifolia	LOTUS Database	35616633
Baccharis sagittalis	LOTUS Database	35616633
Bazzania tridens	LOTUS Database	35616633
Bellis perennis	LOTUS Database	35616633
Bidens bipinnata	LOTUS Database	35616633
Bunium persicum	LOTUS Database	35616633
Bupleurum acutifolium	LOTUS Database	35616633
Bupleurum gibraltaricum	LOTUS Database	35616633
Callitropsis nootkatensis	LOTUS Database	35616633
Calypogeia muelleriana	LOTUS Database	35616633
Cananga odorata	LOTUS Database	35616633
Cannabis sativa	LOTUS Database	35616633
Cantinoa americana	LOTUS Database	35616633
Cassinia longifolia	LOTUS Database	35616633
Cassinia uncata	LOTUS Database	35616633
Cedrela odorata	LOTUS Database	35616633
Cedrus libani	LOTUS Database	35616633
Centratherum punctatum	LOTUS Database	35616633
Chamaecyparis pisifera	LOTUS Database	35616633
Chromolaena odorata	LOTUS Database	35616633
Chrysanthemum indicum	LOTUS Database	35616633
Cinnamomum burmanni	LOTUS Database	35616633
Cinnamomum verum	LOTUS Database	35616633
Citrus reticulata	LOTUS Database	35616633
Citrus sinensis	LOTUS Database	35616633
Cleistopholis patens	LOTUS Database	35616633
Clinopodium brownei	LOTUS Database	35616633
Commiphora sphaerocarpa	LOTUS Database	35616633
Copaifera langsdorffii	LOTUS Database	35616633
Cotinus coggygria	LOTUS Database	35616633
Croton conduplicatus	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Cryptoporus volvatus	LOTUS Database	35616633
Cymbopogon flexuosus	LOTUS Database	35616633
Cymbopogon martinii	LOTUS Database	35616633
Daniellia oliveri	LOTUS Database	35616633
Dendropanax trifidus	LOTUS Database	35616633
Dumortiera hirsuta	LOTUS Database	35616633
Ekimia bornmuelleri	LOTUS Database	35616633
Elsholtzia fruticosa	LOTUS Database	35616633
Elsholtzia pilosa	LOTUS Database	35616633
Entandrophragma cylindricum	LOTUS Database	35616633
Eremanthus arboreus	LOTUS Database	35616633
Erigeron canadensis	LOTUS Database	35616633
Erigeron philadelphicus	LOTUS Database	35616633
Eucalyptus globulus	LOTUS Database	35616633
Frullania incumbens	LOTUS Database	35616633
Frullania tamarisci	LOTUS Database	35616633
Garcinia mangostana	LOTUS Database	35616633
Grindelia pulchella	LOTUS Database	35616633
Hebeclinium macrophyllum	LOTUS Database	35616633
Hedychium spicatum	LOTUS Database	35616633
Helichrysum italicum	LOTUS Database	35616633
Helichrysum odoratissimum	LOTUS Database	35616633
Heracleum dissectum	LOTUS Database	35616633
Hexalobus crispiflorus	LOTUS Database	35616633
Homalomena occulta	LOTUS Database	35616633
Humulus lupulus	LOTUS Database	35616633
Hyptis glomerata	LOTUS Database	35616633
Iris tectorum	LOTUS Database	35616633
Juniperus comitana	LOTUS Database	35616633
Juniperus communis	LOTUS Database	35616633
Juniperus drupacea	LOTUS Database	35616633
Juniperus durangensis	LOTUS Database	35616633
Juniperus monticola	LOTUS Database	35616633
Juniperus oxycedrus	LOTUS Database	35616633
Lantana camara	LOTUS Database	35616633
Lantana xenica	LOTUS Database	35616633
Larix gmelini	LOTUS Database	35616633
Larix gmelinii var. olgensis	LOTUS Database	35616633
Larix sibirica	LOTUS Database	35616633
Lavandula angustifolia	LOTUS Database	35616633
Lavandula latifolia	LOTUS Database	35616633
Lavandula stoechas	LOTUS Database	35616633
Lepechinia chamaedryoides	LOTUS Database	35616633
Lepechinia floribunda	LOTUS Database	35616633
Lepechinia urbanii	LOTUS Database	35616633
Leptospermum scoparium	LOTUS Database	35616633
Liquidambar styraciflua	LOTUS Database	35616633
Matricaria chamomilla	LOTUS Database	35616633
Melaleuca quinquenervia	LOTUS Database	35616633
Mentha aquatica	LOTUS Database	35616633
Mentha piperita	LOTUS Database	35616633
Microglossa pyrifolia	LOTUS Database	35616633
Micromeria croatica	LOTUS Database	35616633
Micromeria maderensis	LOTUS Database	35616633
Mosla chinensis	LOTUS Database	35616633
Nicotiana tabacum	LOTUS Database	35616633
Ocimum gratissimum	LOTUS Database	35616633
Origanum acutidens	LOTUS Database	35616633
Origanum cordifolium	LOTUS Database	35616633
Origanum dictamnus	LOTUS Database	35616633
Origanum majorana	LOTUS Database	35616633
Origanum vulgare	LOTUS Database	35616633
Pelargonium endlicherianum	LOTUS Database	35616633
Pelargonium quercifolium	LOTUS Database	35616633
Pelargonium vitifolium	LOTUS Database	35616633
Persea americana	LOTUS Database	35616633
Petroselinum crispum	LOTUS Database	35616633
Phyla dulcis	LOTUS Database	35616633
Picea abies	LOTUS Database	35616633
Picea glehnii	LOTUS Database	35616633
Picea koraiensis	LOTUS Database	35616633
Pimenta racemosa	LOTUS Database	35616633
Pinus pumila	LOTUS Database	35616633
Pinus sibirica	LOTUS Database	35616633
Pinus sylvestris	LOTUS Database	35616633
Piper aduncum	LOTUS Database	35616633
Piper gaudichaudianum	LOTUS Database	35616633
Piper obliquum	LOTUS Database	35616633
Platostoma africanum	LOTUS Database	35616633
Polygala senega	LOTUS Database	35616633
Prumnopitys ferruginoides	LOTUS Database	35616633
Pseudobrickellia brasiliensis	LOTUS Database	35616633
Pseudotsuga menziesii	LOTUS Database	35616633
Psiadia altissima	LOTUS Database	35616633
Pycnanthemum floridanum	LOTUS Database	35616633
Salvia caespitosa	LOTUS Database	35616633
Salvia cuspidata	LOTUS Database	35616633
Salvia dorisiana	LOTUS Database	35616633
Salvia fruticosa	LOTUS Database	35616633
Salvia munzii	LOTUS Database	35616633
Salvia rosmarinus	LOTUS Database	35616633
Santolina chamaecyparissus	LOTUS Database	35616633
Sassafras albidum	LOTUS Database	35616633
Scapania undulata	LOTUS Database	35616633
Schistochila aligera	LOTUS Database	35616633
Scytosiphon lomentaria	LOTUS Database	35616633
Sequoiadendron giganteum	LOTUS Database	35616633
Shorea robusta	LOTUS Database	35616633
Solanum tuberosum	LOTUS Database	35616633
Solidago canadensis	LOTUS Database	35616633
Stevia rebaudiana	LOTUS Database	35616633
Syzygium aromaticum	LOTUS Database	35616633
Syzygium cumini	LOTUS Database	35616633
Syzygium nervosum	LOTUS Database	35616633
Tagetes lucida	LOTUS Database	35616633
Tamarindus indica	LOTUS Database	35616633
Tanacetum millefolium	LOTUS Database	35616633
Telanthophora grandifolia	LOTUS Database	35616633
Teucrium cyprium	LOTUS Database	35616633
Teucrium polium	LOTUS Database	35616633
Teucrium scorodonia	LOTUS Database	35616633
Thapsia villosa	LOTUS Database	35616633
Thymus marschallianus	LOTUS Database	35616633
Tithonia diversifolia	LOTUS Database	35616633
Trigonella foenum-graecum	LOTUS Database	35616633
Vitex agnus-castus	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633
Zanthoxylum bungeanum	LOTUS Database	35616633
Zanthoxylum zanthoxyloides	LOTUS Database	35616633
Zingiber officinale	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Cadinane sesquiterpenoid
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a sesquiterpenoid (CPD-8792 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.48	ALOGPS
logP	4.51	ChemAxon
logS	-4.5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.53 m³·mol⁻¹	ChemAxon
Polarizability	26.16 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0038206

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017448

KNApSAcK ID

C00020130

Chemspider ID

14366

KEGG Compound ID

Not Available

BioCyc ID

CPD-13862

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15094

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene (NP0217777)

MOL for NP0217777 (4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene)

3D MOL for NP0217777 (4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene)

3D SDF for NP0217777 (4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene)

3D-SDF for NP0217777 (4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene)

PDB for NP0217777 (4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene)

3D PDB for NP0217777 (4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene)

SMILES for NP0217777 (4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene)

INCHI for NP0217777 (4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene)

Structure for NP0217777 (4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene)

3D Structure for NP0217777 (4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene)