NP-MRD: Showing NP-Card for (1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene (NP0186272)

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Record Information

Version

2.0

Created at

2022-09-04 02:03:49 UTC

Updated at

2022-09-04 02:03:50 UTC

NP-MRD ID

NP0186272

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

Description

Isogermacrene D belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. (1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene is found in Abies pinsapo, Acanthospermum hispidum, Achillea abrotanoides, Achillea millefolium, Achillea ptarmica, Clinopodium alpinum, Acrisione denticulata, Aframomum melegueta, Afrocarpus mannii, Agastache foeniculum, Agastache rugosa, Ageratum conyzoides, Ajuga chamaepitys, Alisma plantago-aquatica, Aloysia triphylla, Alpinia chinensis, Ananas comosus, Anethum graveolens, Angelica archangelica, Annona atemoya, Annona reticulata, Annona squamosa, Aristolochia cymbifera, Aristolochia elegans, Artemisia alba, Artemisia annua, Artemisia arborescens, Artemisia dubia, Artemisia frigida, Artemisia gmelinii, Artemisia judaica, Artemisia lagocephala, Artemisia molinieri, Artemisia palustris, Artemisia schmidtiana, Arum maculatum, Aspilia mossambicensis, Aspilia pluriseta, Aster scaber, Austrobaileya scandens, Baccharis boliviensis, Baccharis dracunculifolia, Baccharis halimifolia, Baccharis linearifolia, Baccharis patagonica, Baccharis tricuneata, Bazzania praerupta, Bejaranoa balansae, Betonica macrantha, Bidens pilosa, Blepharispermum zanguebaricum, Brickellia laciniata, Brickellia lemmonii, Bupleurum gibraltaricum, Callicarpa japonica, Calypogeia muelleriana, Cananga odorata, Catharanthus roseus, Centaurea solstitialis, Centella asiatica, Centratherum punctatum, Carapichea ipecacuanha, Glebionis coronaria, Chrysocoma coma-aurea, Cinnamomum parthenoxylon, Cinnamomum verum, Cistus creticus, Cistus incanus, Citrus limon, Cleistopholis patens, Cleonia lusitanica, Clinopodium acinos, Clinopodium brownei, Clinopodium carolinianum, Clinopodium serpyllifolium, Clinopodium troodi, Commiphora africana, Commiphora kataf, Conyza aegyptiaca, Coreopsis grandiflora, Critonia hebebotrya, Cryptomeria japonica, Cunila microcephala, Curcuma aromatica, Curcuma longa, Cyclotrichium niveum, Cymbopogon martinii, Cymbopogon nardus, Daniellia oliveri, Daphne odora, Daucus carota, Dendropanax trifidus, Dictyopteris divaricata, Diplostephium ericoides, Disynaphia multicrenulata, Echinacea pallida, Echinacea purpurea, Ekimia bornmuelleri, Encelia canescens, Entandrophragma cylindricum, Eremanthus mollis, Erigeron canadensis, Erigeron philadelphicus, Eucalyptus apodophylla, Eupatorium altissimum, Eupatorium cannabinum, Ferulago thirkeana, Ferulago trachycarpa, Ficus carica, Grindelia hirsutula, Guarea guidonia, Gutierrezia sarothrae, Halocarpus bidwillii, Halocarpus biformis, Hamamelis virginiana, Hebeclinium macrophyllum, Hedyosmum costaricense, Helichrysum splendidum, Helietta apiculata, Heliopsis helianthoides, Heracleum antasiaticum, Heracleum dissectum, Hertia pallens, Heterotheca subaxillaris, Hexalobus crispiflorus, Hilliardiella aristata, Hoslundia opposita, Humulus lupulus, Hymenocrater incanus, Hymenopappus scabiosaeus, Hymenothrix wislizeni, Hypericum androsaemum, Hypericum rumeliacum, Hypericum tomentosum, Hypericum triquetrifolium, Hyssopus officinalis, Iris tectorum, Juniperus communis, Juniperus jaliscana, Juniperus monticola, Juniperus standleyi, Juniperus taxifolia, Laggera alata, Lallemantia peltata, Lantana xenica, Larix gmelinii, Larix occidentalis, Lasianthaea fruticosa, Lasiolaena morii, Lavandula angustifolia, Lavandula latifolia, Lepechinia chamaedryoides, Lepechinia floribunda, Levisticum officinale, Lippia alba, Liquidambar styraciflua, Loxothysanus sinuatus, Magnolia balansae, Marrubium parviflorum, Marsypianthes chamaedrys, Matricaria discoidea, Melissa officinalis, Mentha asiatica, Mentha longifolia, Mentha piperita, Mentha suaveolens, Mentha spicata, Mentha verticillata, Microglossa pyrifolia, Micromeria cremnophila, Micromeria cristata, Micromeria myrtifolia, Mikania hookeriana, Milleria quinqueflora, Minthostachys andina, Monarda fistulosa, Montanoa hibiscifolia, Morina persica, Mosla cavaleriei, Mutisia retrorsa, Myrrhis odorata, Myrtus communis, Nassauvia aculeata, Nassauvia darwinii, Neomirandea angularis, Nepeta nuda, Nepeta racemosa, Nidorella ivifolia, Ocimum basilicum, Ocimum gratissimum, Olearia phlogopappa, Origanum acutidens, Origanum adanense, Origanum laevigatum, Origanum majoricum, Origanum vulgare, Oyedaea verbesinoides, Pelargonium citronellum, Pelargonium endlicherianum, Pelargonium quercifolium, Pelargonium vitifolium, Perilla frutescens, Persea americana, Perymeniopsis ovalifolia, Peucedanum zenkeri, Pimenta racemosa, Pinus nigra, Pinus sibirica, Pinus sylvestris, Piper auritum, Piper cernuum, Piper corcovadense, Piper gaudichaudianum, Piper guineense, Piper obliquum, Piper ossanum, Piper regnellii, Platostoma africanum, Platycladus orientalis, Polemannia montana, Polyscias fruticosa, Porella canariensis, Prangos heyniae, Prangos uechtritzii, Prangos uloptera, Prumnopitys ferruginoides, Pseudotsuga japonica, Psiadia altissima, Pteronia camphorata, Pycnanthemum floridanum, Raulinoa echinata, Salmea scandens, Salvia absconditiflora, Salvia caespitosa, Salvia cuspidata, Salvia iodantha, Salvia reuteriana, Salvia sahendica, Salvia sclarea, Salvia syriaca, Santolina chamaecyparissus, Santolina rosmarinifolia, Satureja spicigera, Scandix australis, Schinus molle, Senecio brasiliensis, Senecio gallicus, Senecio glaucus, Senecio lydenburgensis, Senecio oerstedianus, Sequoia sempervirens, Seseli farrenyi, Sideritis athoa, Sideritis romana, Sideritis tragoriganum, Solanecio biafrae, Solanum stuckertii, Solanum tuberosum, Solidago canadensis, Solidago flexicaulis, Solidago gigantea, Solidago odora, Solidago spathulata, Stachys aegyptiaca, Stachys obliqua, Steganotaenia araliacea, Stevia eupatoria, Stevia rebaudiana, Synedrella nodiflora, Syzygium nervosum, Tagetes minuta, Tamaulipa azurea, Tanacetum parthenium, Tanacetum vulgare, Tasmannia lanceolata, Tessaria fastigiata, Teucrium melissoides, Teucrium polium, Teucrium sandrasicum, Thymus kotschyanus, Thymus longicaulis, Thymus praecox, Thymus zygioides, Tordylium apulum, Tripleurospermum maritimum, Uvaria chamae, Vernonia colorata, Virola surinamensis, Vitex agnus-castus, Vitex negundo, Xanthium strumarium, Zanthoxylum simulans, Zingiber mioga and Zinnia elegans. (1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene was first documented in 2000 (PMID: 11065290). Based on a literature review very few articles have been published on Isogermacrene D.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.9938    1.9780   -1.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1497    1.9886   -0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    2.4111   -0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2095    1.6598   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249    0.3850    0.4233 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7055   -0.0198    0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3825   -0.3608   -0.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7738   -1.2031    1.5701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502   -0.7662   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6467   -1.2717    0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770   -1.2663   -0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7991   -2.2242   -1.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7686   -0.4146   -0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7489    0.5361    0.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7653    1.6375    0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6782    2.2141   -2.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581    1.7524   -1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4093    3.4013   -1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    2.1217   -0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8614    0.4653    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    0.8226    1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391   -1.4061   -0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1152    0.3652   -1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4768   -0.2329   -0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626   -2.1661    1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6895   -1.1069    2.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086   -1.2214    2.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3032   -0.6140   -1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2599   -1.6166   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869   -0.7418    1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5194   -2.3571    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136   -1.7008   -2.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6000   -2.9814   -1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8187   -2.7190   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6307   -0.4317   -0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8186    0.9046    1.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6170   -0.0075    1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0429    1.6177    1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3930    2.5690    1.2368 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  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  6 21  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  5 20  1  1
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
M  END


  Mrv1652309042204032D          

 15 15  0  0  1  0            999 V2000
    0.8889    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091    0.2566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0492   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8593   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0787   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186272

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1CC\C(C)=C/CCC(=C)\C=C/1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h7-8,10,12,15H,3,5-6,9,11H2,1-2,4H3/b10-8-,14-7-/t15-/m0/s1

> <INCHI_KEY>
GAIBLDCXCZKKJE-ACWLMNNXSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
25.92215366640866

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1Z,6Z,8S)-1-methyl-5-methylidene-8-(propan-2-yl)cyclodeca-1,6-diene

> <JCHEM_LOGP>
4.923184751333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
70.5495

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1Z,6Z,8S)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       1.659   3.971   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   2.807   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.180   3.098   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.188   1.934   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.684   0.479   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.692  -0.685   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.204  -0.394   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.188  -2.140   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.171   0.188   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -1.267   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.155  -1.558   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.651  -3.013   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.147  -0.394   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.651   1.061   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.163   1.352   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    2                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Value	Source
Germacrene D	MeSH
Germacrene D, (S-(e,e))-isomer	MeSH

Chemical Formula

C₁₅H₂₄

Average Mass

204.3570 Da

Monoisotopic Mass

204.18780 Da

IUPAC Name

(1Z,6Z,8S)-1-methyl-5-methylidene-8-(propan-2-yl)cyclodeca-1,6-diene

Traditional Name

(1Z,6Z,8S)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H]1CC\C(C)=C/CCC(=C)\C=C/1

InChI Identifier

InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h7-8,10,12,15H,3,5-6,9,11H2,1-2,4H3/b10-8-,14-7-/t15-/m0/s1

InChI Key

GAIBLDCXCZKKJE-ACWLMNNXSA-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
Acanthospermum hispidum	LOTUS Database	35616633
Achillea abrotanoides	LOTUS Database	35616633
Achillea millefolium	LOTUS Database	35616633
Achillea ptarmica	LOTUS Database	35616633
Acinos alpinus	LOTUS Database	35616633
Acrisione denticulata	LOTUS Database	35616633
Aframomum melegueta	LOTUS Database	35616633
Afrocarpus mannii	LOTUS Database	35616633
Agastache foeniculum	LOTUS Database	35616633
Agastache rugosa	LOTUS Database	35616633
Ageratum conyzoides	LOTUS Database	35616633
Ajuga chamaepitys	LOTUS Database	35616633
Alisma plantago-aquatica	LOTUS Database	35616633
Aloysia triphylla	LOTUS Database	35616633
Alpinia chinensis	LOTUS Database	35616633
Ananas comosus	LOTUS Database	35616633
Anethum graveolens	LOTUS Database	35616633
Angelica archangelica	LOTUS Database	35616633
Annona atemoya	LOTUS Database	35616633
Annona reticulata	LOTUS Database	35616633
Annona squamosa	LOTUS Database	35616633
Aristolochia cymbifera	LOTUS Database	35616633
Aristolochia elegans	LOTUS Database	35616633
Artemisia alba	LOTUS Database	35616633
Artemisia annua	LOTUS Database	35616633
Artemisia arborescens	LOTUS Database	35616633
Artemisia dubia	LOTUS Database	35616633
Artemisia frigida	LOTUS Database	35616633
Artemisia gmelinii	LOTUS Database	35616633
Artemisia judaica	LOTUS Database	35616633
Artemisia lagocephala	LOTUS Database	35616633
Artemisia molinieri	LOTUS Database	35616633
Artemisia palustris	LOTUS Database	35616633
Artemisia schmidtiana	LOTUS Database	35616633
Arum maculatum	LOTUS Database	35616633
Aspilia mossambicensis	LOTUS Database	35616633
Aspilia pluriseta	LOTUS Database	35616633
Aster scaber	LOTUS Database	35616633
Austrobaileya scandens	LOTUS Database	35616633
Baccharis boliviensis	LOTUS Database	35616633
Baccharis dracunculifolia	LOTUS Database	35616633
Baccharis halimifolia	LOTUS Database	35616633
Baccharis linearifolia	LOTUS Database	35616633
Baccharis patagonica	LOTUS Database	35616633
Baccharis tricuneata	LOTUS Database	35616633
Bazzania praerupta	LOTUS Database	35616633
Bejaranoa balansae	LOTUS Database	35616633
Betonica macrantha	LOTUS Database	35616633
Bidens pilosa	LOTUS Database	35616633
Blepharispermum zanguebaricum	LOTUS Database	35616633
Brickellia laciniata	LOTUS Database	35616633
Brickellia lemmonii	LOTUS Database	35616633
Bupleurum gibraltaricum	LOTUS Database	35616633
Callicarpa japonica	LOTUS Database	35616633
Calypogeia muelleriana	LOTUS Database	35616633
Cananga odorata	LOTUS Database	35616633
Catharanthus roseus	LOTUS Database	35616633
Centaurea solstitialis	LOTUS Database	35616633
Centella asiatica	LOTUS Database	35616633
Centratherum punctatum	LOTUS Database	35616633
Cephaelis ipecacuanha	LOTUS Database	35616633
Chrysanthemum coronarium	LOTUS Database	35616633
Chrysocoma coma-aurea	LOTUS Database	35616633
Cinnamomum parthenoxylon	LOTUS Database	35616633
Cinnamomum verum	LOTUS Database	35616633
Cistus creticus	LOTUS Database	35616633
Cistus incanus	LOTUS Database	35616633
Citrus limon	LOTUS Database	35616633
Cleistopholis patens	LOTUS Database	35616633
Cleonia lusitanica	LOTUS Database	35616633
Clinopodium acinos	LOTUS Database	35616633
Clinopodium brownei	LOTUS Database	35616633
Clinopodium carolinianum	LOTUS Database	35616633
Clinopodium serpyllifolium	LOTUS Database	35616633
Clinopodium troodi	LOTUS Database	35616633
Commiphora africana	LOTUS Database	35616633
Commiphora kataf	LOTUS Database	35616633
Conyza aegyptiaca	LOTUS Database	35616633
Coreopsis grandiflora	LOTUS Database	35616633
Critonia hebebotrya	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Cunila microcephala	LOTUS Database	35616633
Curcuma aromatica	LOTUS Database	35616633
Curcuma longa	LOTUS Database	35616633
Cyclotrichium niveum	LOTUS Database	35616633
Cymbopogon martinii	LOTUS Database	35616633
Cymbopogon nardus	LOTUS Database	35616633
Daniellia oliveri	LOTUS Database	35616633
Daphne odora	LOTUS Database	35616633
Daucus carota	LOTUS Database	35616633
Dendropanax trifidus	LOTUS Database	35616633
Dictyopteris divaricata	LOTUS Database	35616633
Diplostephium ericoides	LOTUS Database	35616633
Disynaphia multicrenulata	LOTUS Database	35616633
Echinacea pallida	LOTUS Database	35616633
Echinacea purpurea	LOTUS Database	35616633
Ekimia bornmuelleri	LOTUS Database	35616633
Encelia canescens	LOTUS Database	35616633
Entandrophragma cylindricum	LOTUS Database	35616633
Eremanthus mollis	LOTUS Database	35616633
Erigeron canadensis	LOTUS Database	35616633
Erigeron philadelphicus	LOTUS Database	35616633
Eucalyptus apodophylla	LOTUS Database	35616633
Eupatorium altissimum	LOTUS Database	35616633
Eupatorium cannabinum	LOTUS Database	35616633
Ferulago thirkeana	LOTUS Database	35616633
Ferulago trachycarpa	LOTUS Database	35616633
Ficus carica	LOTUS Database	35616633
Grindelia hirsutula	LOTUS Database	35616633
Guarea guidonia	LOTUS Database	35616633
Gutierrezia sarothrae	LOTUS Database	35616633
Halocarpus bidwillii	LOTUS Database	35616633
Halocarpus biformis	LOTUS Database	35616633
Hamamelis virginiana	LOTUS Database	35616633
Hebeclinium macrophyllum	LOTUS Database	35616633
Hedyosmum costaricense	LOTUS Database	35616633
Helichrysum splendidum	LOTUS Database	35616633
Helietta apiculata	LOTUS Database	35616633
Heliopsis helianthoides	LOTUS Database	35616633
Heracleum antasiaticum	LOTUS Database	35616633
Heracleum dissectum	LOTUS Database	35616633
Hertia pallens	LOTUS Database	35616633
Heterotheca subaxillaris	LOTUS Database	35616633
Hexalobus crispiflorus	LOTUS Database	35616633
Hilliardiella aristata	LOTUS Database	35616633
Hoslundia opposita	LOTUS Database	35616633
Humulus lupulus	LOTUS Database	35616633
Hymenocrater incanus	LOTUS Database	35616633
Hymenopappus scabiosaeus	LOTUS Database	35616633
Hymenothrix wislizeni	LOTUS Database	35616633
Hypericum androsaemum	LOTUS Database	35616633
Hypericum rumeliacum	LOTUS Database	35616633
Hypericum tomentosum	LOTUS Database	35616633
Hypericum triquetrifolium	LOTUS Database	35616633
Hyssopus officinalis L.	LOTUS Database	35616633
Iris tectorum	LOTUS Database	35616633
Juniperus communis	LOTUS Database	35616633
Juniperus jaliscana	LOTUS Database	35616633
Juniperus monticola	LOTUS Database	35616633
Juniperus standleyi	LOTUS Database	35616633
Juniperus taxifolia	LOTUS Database	35616633
Laggera alata	LOTUS Database	35616633
Lallemantia peltata	LOTUS Database	35616633
Lantana xenica	LOTUS Database	35616633
Larix gmelini	LOTUS Database	35616633
Larix occidentalis	LOTUS Database	35616633
Lasianthaea fruticosa	LOTUS Database	35616633
Lasiolaena morii	LOTUS Database	35616633
Lavandula angustifolia	LOTUS Database	35616633
Lavandula latifolia	LOTUS Database	35616633
Lepechinia chamaedryoides	LOTUS Database	35616633
Lepechinia floribunda	LOTUS Database	35616633
Levisticum officinale	LOTUS Database	35616633
Lippia alba	LOTUS Database	35616633
Liquidambar styraciflua	LOTUS Database	35616633
Loxothysanus sinuatus	LOTUS Database	35616633
Magnolia balansae	LOTUS Database	35616633
Marrubium parviflorum	LOTUS Database	35616633
Marsypianthes chamaedrys	LOTUS Database	35616633
Matricaria discoidea	LOTUS Database	35616633
Melissa officinalis	LOTUS Database	35616633
Mentha asiatica	LOTUS Database	35616633
Mentha longifolia	LOTUS Database	35616633
Mentha piperita	LOTUS Database	35616633
Mentha rotundifolia	LOTUS Database	35616633
Mentha spicata	LOTUS Database	35616633
Mentha verticillata	LOTUS Database	35616633
Microglossa pyrifolia	LOTUS Database	35616633
Micromeria cremnophila	LOTUS Database	35616633
Micromeria cristata	LOTUS Database	35616633
Micromeria myrtifolia	LOTUS Database	35616633
Mikania hookeriana	LOTUS Database	35616633
Milleria quinqueflora	LOTUS Database	35616633
Minthostachys andina	LOTUS Database	35616633
Monarda fistulosa	LOTUS Database	35616633
Montanoa hibiscifolia	LOTUS Database	35616633
Morina persica	LOTUS Database	35616633
Mosla cavaleriei	LOTUS Database	35616633
Mutisia retrorsa	LOTUS Database	35616633
Myrrhis odorata	LOTUS Database	35616633
Myrtus communis	LOTUS Database	35616633
Nassauvia aculeata	LOTUS Database	35616633
Nassauvia darwinii	LOTUS Database	35616633
Neomirandea angularis	LOTUS Database	35616633
Nepeta nuda	LOTUS Database	35616633
Nepeta racemosa	LOTUS Database	35616633
Nidorella ivifolia	LOTUS Database	35616633
Ocimum basilicum	LOTUS Database	35616633
Ocimum gratissimum	LOTUS Database	35616633
Olearia phlogopappa	LOTUS Database	35616633
Origanum acutidens	LOTUS Database	35616633
Origanum adanense	LOTUS Database	35616633
Origanum laevigatum	LOTUS Database	35616633
Origanum majoricum	LOTUS Database	35616633
Origanum vulgare	LOTUS Database	35616633
Oyedaea verbesinoides	LOTUS Database	35616633
Pelargonium citronellum	LOTUS Database	35616633
Pelargonium endlicherianum	LOTUS Database	35616633
Pelargonium quercifolium	LOTUS Database	35616633
Pelargonium vitifolium	LOTUS Database	35616633
Perilla frutescens	LOTUS Database	35616633
Persea americana	LOTUS Database	35616633
Perymeniopsis ovalifolia	LOTUS Database	35616633
Peucedanum zenkeri	LOTUS Database	35616633
Pimenta racemosa	LOTUS Database	35616633
Pinus nigra	LOTUS Database	35616633
Pinus sibirica	LOTUS Database	35616633
Pinus sylvestris	LOTUS Database	35616633
Piper auritum	LOTUS Database	35616633
Piper cernuum	LOTUS Database	35616633
Piper corcovadense	LOTUS Database	35616633
Piper gaudichaudianum	LOTUS Database	35616633
Piper guineense	LOTUS Database	35616633
Piper obliquum	LOTUS Database	35616633
Piper ossanum	LOTUS Database	35616633
Piper regnellii	LOTUS Database	35616633
Platostoma africanum	LOTUS Database	35616633
Platycladus orientalis	LOTUS Database	35616633
Polemannia montana	LOTUS Database	35616633
Polyscias fruticosa	LOTUS Database	35616633
Porella canariensis	LOTUS Database	35616633
Prangos heyniae	LOTUS Database	35616633
Prangos uechtritzii	LOTUS Database	35616633
Prangos uloptera	LOTUS Database	35616633
Prumnopitys ferruginoides	LOTUS Database	35616633
Pseudotsuga japonica	LOTUS Database	35616633
Psiadia altissima	LOTUS Database	35616633
Pteronia camphorata	LOTUS Database	35616633
Pycnanthemum floridanum	LOTUS Database	35616633
Raulinoa echinata	LOTUS Database	35616633
Salmea scandens	LOTUS Database	35616633
Salvia absconditiflora	LOTUS Database	35616633
Salvia caespitosa	LOTUS Database	35616633
Salvia cuspidata	LOTUS Database	35616633
Salvia iodantha	LOTUS Database	35616633
Salvia reuterana	LOTUS Database	35616633
Salvia sahendica	LOTUS Database	35616633
Salvia sclarea	LOTUS Database	35616633
Salvia syriaca	LOTUS Database	35616633
Santolina chamaecyparissus	LOTUS Database	35616633
Santolina rosmarinifolia	LOTUS Database	35616633
Satureja spicigera	LOTUS Database	35616633
Scandix australis	LOTUS Database	35616633
Schinus molle	LOTUS Database	35616633
Senecio brasiliensis	LOTUS Database	35616633
Senecio gallicus	LOTUS Database	35616633
Senecio glaucus	LOTUS Database	35616633
Senecio lydenburgensis	LOTUS Database	35616633
Senecio oerstedianus	LOTUS Database	35616633
Sequoia sempervirens	LOTUS Database	35616633
Seseli farrenyi	LOTUS Database	35616633
Sideritis athoa	LOTUS Database	35616633
Sideritis romana	LOTUS Database	35616633
Sideritis tragoriganum	LOTUS Database	35616633
Solanecio biafrae	LOTUS Database	35616633
Solanum stuckertii	LOTUS Database	35616633
Solanum tuberosum	LOTUS Database	35616633
Solidago canadensis	LOTUS Database	35616633
Solidago flexicaulis	LOTUS Database	35616633
Solidago gigantea	LOTUS Database	35616633
Solidago odora	LOTUS Database	35616633
Solidago spathulata	LOTUS Database	35616633
Stachys aegyptiaca	LOTUS Database	35616633
Stachys obliqua	LOTUS Database	35616633
Steganotaenia araliacea	LOTUS Database	35616633
Stevia eupatoria	LOTUS Database	35616633
Stevia rebaudiana	LOTUS Database	35616633
Synedrella nodiflora	LOTUS Database	35616633
Syzygium nervosum	LOTUS Database	35616633
Tagetes minuta	LOTUS Database	35616633
Tamaulipa azurea	LOTUS Database	35616633
Tanacetum parthenium	LOTUS Database	35616633
Tanacetum vulgare	LOTUS Database	35616633
Tasmannia lanceolata	LOTUS Database	35616633
Tessaria fastigiata	LOTUS Database	35616633
Teucrium melissoides	LOTUS Database	35616633
Teucrium polium	LOTUS Database	35616633
Teucrium sandrasicum	LOTUS Database	35616633
Thymus kotschyanus	LOTUS Database	35616633
Thymus longicaulis	LOTUS Database	35616633
Thymus praecox	LOTUS Database	35616633
Thymus zygioides	LOTUS Database	35616633
Tordylium apulum	LOTUS Database	35616633
Tripleurospermum maritimum	LOTUS Database	35616633
Uvaria chamae	LOTUS Database	35616633
Vernonia colorata	LOTUS Database	35616633
Virola surinamensis	LOTUS Database	35616633
Vitex agnus-castus	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633
Xanthium strumarium	LOTUS Database	35616633
Zanthoxylum simulans	LOTUS Database	35616633
Zingiber mioga	LOTUS Database	35616633
Zinnia elegans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Germacrane sesquiterpenoids

Alternative Parents

Substituents

Germacrane sesquiterpenoid
Branched unsaturated hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

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	4.92	ChemAxon
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	70.55 m³·mol⁻¹	ChemAxon
Polarizability	25.92 Å³	ChemAxon
Number of Rings	1	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00048434

Chemspider ID

28288426

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91723653

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Bulow N, Konig WA: The role of germacrene D as a precursor in sesquiterpene biosynthesis: investigations of acid catalyzed, photochemically and thermally induced rearrangements. Phytochemistry. 2000 Sep;55(2):141-68. doi: 10.1016/s0031-9422(00)00266-1. [PubMed:11065290 ]
LOTUS database [Link]

Showing NP-Card for (1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene (NP0186272)

MOL for NP0186272 ((1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene)

3D MOL for NP0186272 ((1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene)

3D SDF for NP0186272 ((1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene)

3D-SDF for NP0186272 ((1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene)

PDB for NP0186272 ((1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene)

3D PDB for NP0186272 ((1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene)

SMILES for NP0186272 ((1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene)

INCHI for NP0186272 ((1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene)

Structure for NP0186272 ((1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene)

3D Structure for NP0186272 ((1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene)