NP-MRD: Showing NP-Card for alpha-Cubebene (NP0044884)

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Record Information

Version

2.0

Created at

2022-03-10 18:45:46 UTC

Updated at

2022-03-10 22:18:02 UTC

NP-MRD ID

NP0044884

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alpha-Cubebene

Description

Alpha-Cubebene, also known as cubebene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA; PMID:17467679 ), In the cytoplasm. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the cytosol (PMID: 23746261 ). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements..Alpha-Cubebene is one of the two Cubebene isomers, alpha- and beta-cubebene, both with the molecular formula C15H24, but differ only in the position of a double bond which is endocyclic (part of the five-membered ring) in alpha-cubebene and exocyclic in beta-cubebene. It was first isolated from Piper cubeba berries, known as cubebs, from which the name was derived. The volatile oil distilled from cubebs is a pale green or blue-yellow viscous liquid with a warm woody, slightly camphoraceous odor (consisting of both alpha- and beta-cubebene). In addition to cubeb berries, alpha-cubebene is also found in clove buds, fruit and seeds, cypress, lemon, lime, rosemary and tea tree oils and mandarins and oranges ( http://Www.Thegoodscentscompany.Com/data/rw1054531.Html#tooccur). Alpha-Cubebene is one of many terpenoids that are found in Cannabis plants (PMID: 6991645 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.7973   -2.3667   -1.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2560   -1.5710   -0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5031   -1.8326    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8155   -0.8533    1.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0157    0.0581    0.9107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3787   -0.3921   -0.4401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0034   -0.5395    0.0411 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0522    0.4176   -0.4312 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0739   -0.3618   -1.2112 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7490   -1.4341   -0.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1325    0.6060   -1.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5960    1.1276    0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5534    1.9706    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8399    1.4814    1.2857 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6709    2.4215    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9217   -2.2860   -1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3648   -2.0329   -2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5789   -3.4475   -1.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1106   -2.6304    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6214   -0.2193    2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1956   -1.3326    2.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368    0.2896   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -1.5722    0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5723    1.1643   -1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040   -0.8088   -2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8584   -1.3308   -0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5370   -2.4564   -0.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516   -1.4815    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917    1.3625   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8222    0.0408   -2.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024    1.0861   -0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788    1.7811    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9198    0.3617    1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210    2.9969    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    2.1520    2.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3082    1.6119    2.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    2.2286   -0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3621    3.4643    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7501    2.3270    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14  5  1  0
  5  4  1  1
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2  6  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  5  7  1  0
  6  5  1  0
  6  7  1  0
  7 23  1  1
  8 24  1  6
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  1
 15 37  1  0
 15 38  1  0
 15 39  1  0
  4 20  1  0
  4 21  1  0
  3 19  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  6 22  1  6
  9 25  1  6
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
M  END


  Mrv1652309272007402D          

 17 19  0  0  0  0            999 V2000
 9998.906510001.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.757510000.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7427 9999.5073    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9065 9998.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1924 9998.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6205 9998.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0312 9999.0919    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.906510001.0466    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.192010000.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1920 9999.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9065 9999.3966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6210 9999.8090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.330610000.2252    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.616210000.6377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.616210001.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.045110001.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.045110000.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  8  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
  8  1  1  1  0  0  0
 12  7  1  6  0  0  0
 11  4  1  6  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 15  1  6  0  0  0
 13  3  1  1  0  0  0
 17  2  1  0  0  0  0
  8 14  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044884

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12[C@@H](CC[C@@H](C)[C@]11CC=C(C)[C@]21[H])C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-9(2)12-6-5-11(4)15-8-7-10(3)13(15)14(12)15/h7,9,11-14H,5-6,8H2,1-4H3/t11-,12+,13-,14-,15+/m1/s1

> <INCHI_KEY>
XUEHVOLRMXNRKQ-KHMAMNHCSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.162179830268414

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,5S,6R,7S,10R)-4,10-dimethyl-7-(propan-2-yl)tricyclo[4.4.0.0^{1,5}]dec-3-ene

> <ALOGPS_LOGP>
3.88

> <JCHEM_LOGP>
4.0881301626666655

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
65.76790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5S,6R,7S,10R)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0^{1,5}]dec-3-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8664.6258670.171   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.9478667.087   0.000  0.00  0.00           C+0
HETATM    3  H   UNK     0    8668.0538665.747   0.000  0.00  0.00           H+0
HETATM    4  C   UNK     0    8664.6258663.990   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.2928663.219   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8665.9588663.219   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0    8666.7258664.972   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8664.6258668.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8663.2928667.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.2928666.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.6258665.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8665.9598666.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8667.2848667.087   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8665.9508667.857   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8665.9508669.397   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8668.6188669.397   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8668.6188667.857   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   17                                                            
CONECT    3   13                                                            
CONECT    4    5    6   11                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7   12                                                            
CONECT    8    9    1   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12    4                                                  
CONECT   12   11    7   14   13                                             
CONECT   13   14   17    3   12                                             
CONECT   14   13   15    8   12                                             
CONECT   15   16   14                                                       
CONECT   16   15   17                                                       
CONECT   17   13   16    2                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Value	Source
alpha-Cubebene	PhytoBank
(-)-alpha-Cubebene	PhytoBank
(-)-α-Cubebene	PhytoBank
alpha-Cubenene	PhytoBank
α-Cubenene	PhytoBank

Chemical Formula

C₁₅H₂₄

Average Mass

204.3570 Da

Monoisotopic Mass

204.18780 Da

IUPAC Name

(1R,5S,6R,7S,10R)-4,10-dimethyl-7-(propan-2-yl)tricyclo[4.4.0.0^{1,5}]dec-3-ene

Traditional Name

(1R,5S,6R,7S,10R)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0^{1,5}]dec-3-ene

CAS Registry Number

17699-14-8

SMILES

[H][C@]12[C@@H](CC[C@@H](C)[C@]11CC=C(C)[C@]21[H])C(C)C

InChI Identifier

InChI=1S/C15H24/c1-9(2)12-6-5-11(4)15-8-7-10(3)13(15)14(12)15/h7,9,11-14H,5-6,8H2,1-4H3/t11-,12+,13-,14-,15+/m1/s1

InChI Key

XUEHVOLRMXNRKQ-KHMAMNHCSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Achyrospermum africanum	LOTUS Database	35616633
Ageratina conyzoides	Plant	KNApSAcK
Ageratum conyzoides	LOTUS Database	35616633
Alpinia latilabris	LOTUS Database	35616633
Alpinia zerumbet	LOTUS Database	35616633
Ambrosia trifida	Plant	KNApSAcK
Anethum graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Angelica archangelica	LOTUS Database	35616633
Aristolochia debilis	LOTUS Database	35616633
Asarum asperum	LOTUS Database	35616633
Asarum megacalyx	LOTUS Database	35616633
Atalantia buxifolia	LOTUS Database	35616633
Austrobaileya scandens	LOTUS Database	35616633
Austromyrtus dulcis	LOTUS Database	35616633
Bellis perennis	LOTUS Database	35616633
Bidens bipinnata	LOTUS Database	35616633
Bouchardatia neurococca	LOTUS Database	35616633
Canella winterana	LOTUS Database	35616633
Cannabis sativa	NULL	Not Available
Cedrela fissilis	LOTUS Database	35616633
Cedrela odorata	LOTUS Database	35616633
Cedrus libani	Plant	KNApSAcK
Cephaelis ipecacuanha	LOTUS Database	35616633
Chamaemelum nobile	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cinnamomum illicioides	Plant	KNApSAcK
Cinnamomum parthenoxylon	LOTUS Database	35616633
Cistus creticus	Plant	KNApSAcK
Citrus aurantium	LOTUS Database	35616633
Citrus limon	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Citrus reticulata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Citrus sinensis	LOTUS Database	35616633
Citrus sinensis L.	Plant	KNApSAcK
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cleistopholis patens	LOTUS Database	35616633
Copaifera langsdorffii	LOTUS Database	35616633
Croton conduplicatus	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Cupressus sempervirens	LOTUS Database	35616633
Cyperus alopecuroides	Plant	KNApSAcK
Dacrydium nausoriense	LOTUS Database	35616633
Daniellia oliveri	LOTUS Database	35616633
Dictyopteris divaricata	LOTUS Database	35616633
Dumortiera hirsuta	LOTUS Database	35616633
Elsholtzia fruticosa	LOTUS Database	35616633
Eremanthus arboreus	LOTUS Database	35616633
Erigeron philadelphicus	LOTUS Database	35616633
Eucalyptus cloeziana	LOTUS Database	35616633
Eucalyptus incrassata	LOTUS Database	35616633
Eucalyptus sparsa	LOTUS Database	35616633
Eupatorium cannabinum	LOTUS Database	35616633
Feijoa sellowiana	Plant	KNApSAcK
Grindelia hirsutula	LOTUS Database	35616633
Guarea macrophylla ssp.tuberculata	Plant	KNApSAcK
Helichrysum italicum	LOTUS Database	35616633
Helichrysum odoratissimum	LOTUS Database	35616633
Humulus lupulus	LOTUS Database	35616633
Illicium difengpi	LOTUS Database	35616633
Illicium verum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juniperus communis	LOTUS Database	35616633
Juniperus excelsa	LOTUS Database	35616633
Juniperus oxycedrus	LOTUS Database	35616633
Kunzea salina	LOTUS Database	35616633
Lantana strigocamara	LOTUS Database	35616633
Laurus nobilis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lavandula stoechas	LOTUS Database	35616633
Leonotis leonurus	LOTUS Database	35616633
Lepechinia chamaedryoides	LOTUS Database	35616633
Leptospermum scoparium	Plant	KNApSAcK
Mangifera indica	Plant	KNApSAcK
Matricaria recutita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Melissa officinalis	LOTUS Database	35616633
Melissa officinalis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Micromeria maderensis	LOTUS Database	35616633
Micromeria sinaica	LOTUS Database	35616633
Mikania cordifolia	LOTUS Database	35616633
Murraya exotica	Plant	KNApSAcK
Murraya paniculata	Plant	KNApSAcK
Myristica fragrans	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ocimum basilicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum minutiflorum	LOTUS Database	35616633
Origanum onites	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum sipyleum	LOTUS Database	35616633
Osbornia octodonta	LOTUS Database	35616633
Persea americana	LOTUS Database	35616633
Petroselinum crispum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pimenta racemosa	LOTUS Database	35616633
Pinus halepensis	Plant	KNApSAcK
Pinus heldreichii	LOTUS Database	35616633
Pinus pinaster	LOTUS Database	35616633
Pinus sylvestris	Plant	KNApSAcK
Piper arboreum	Plant	KNApSAcK
Piper auritum	LOTUS Database	35616633
Piper cubeba	Plant	KNApSAcK
Piper fimbriulatum	Plant	KNApSAcK
Piper guineense	LOTUS Database	35616633
Piper nigrum L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Piper obliquum	Plant	KNApSAcK
Protium heptaphyllum	LOTUS Database	35616633
Prumnopitys ferruginoides	LOTUS Database	35616633
Psiadia altissima	LOTUS Database	35616633
Salvia cuspidata	LOTUS Database	35616633
Salvia dorisiana	LOTUS Database	35616633
Salvia rosmarinus	Plant	KNApSAcK
Santolina chamaecyparissus	LOTUS Database	35616633
Santolina insularis	LOTUS Database	35616633
Satureja cuneifolia	LOTUS Database	35616633
Satureja subspicata	Plant	KNApSAcK
Schinus molle	LOTUS Database	35616633
Scutellaria baicalensis	LOTUS Database	35616633
Scutellaria lateriflora	LOTUS Database	35616633
Senecio vulgaris	Plant	KNApSAcK
Shorea robusta	LOTUS Database	35616633
Sideritis tragoriganum	LOTUS Database	35616633
Solanum stuckertii	LOTUS Database	35616633
Solidago canadensis	Plant	KNApSAcK
Stevia rebaudiana	LOTUS Database	35616633
Syzygium aromaticum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tagetes lucida	LOTUS Database	35616633
Tambourissa leptophylla	LOTUS Database	35616633
Tasmannia lanceolata	LOTUS Database	35616633
Tessaria fastigiata	LOTUS Database	35616633
Teucrium salviastrum	LOTUS Database	35616633
Thulinella chrysantha	LOTUS Database	35616633
Thymus broussonetti	Plant	KNApSAcK
Thymus maroccanus	Plant	KNApSAcK
Thymus praecos	Plant	KNApSAcK
Uvaria chamae	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633
Xanthium strumarium	LOTUS Database	35616633
Xylopia aethiopica	Plant	KNApSAcK
Xylopia aromatica	LOTUS Database	35616633
Xylopia frutescens	Plant	KNApSAcK
Xylopia parviflora	Plant	KNApSAcK
Xylopia sericea	Plant	KNApSAcK
Zingiber officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

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

Cubebane sesquiterpenoid
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

sesquiterpenoid (CHEBI:10224 )
Cubebane and ivaxillarane sesquiterpenoids (C09647 )
Sesquiterpenoids (C15) (C09647 )

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	3.88	ALOGPS
logP	4.09	ChemAxon
logS	-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	65.77 m³·mol⁻¹	ChemAxon
Polarizability	26.16 Å³	ChemAxon
Number of Rings	3	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

C00003120

Chemspider ID

Not Available

KEGG Compound ID

C09647

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442359

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for alpha-Cubebene (NP0044884)

MOL for NP0044884 (alpha-Cubebene)

3D MOL for NP0044884 (alpha-Cubebene)

3D SDF for NP0044884 (alpha-Cubebene)

3D-SDF for NP0044884 (alpha-Cubebene)

PDB for NP0044884 (alpha-Cubebene)

3D PDB for NP0044884 (alpha-Cubebene)

SMILES for NP0044884 (alpha-Cubebene)

INCHI for NP0044884 (alpha-Cubebene)

Structure for NP0044884 (alpha-Cubebene)

3D Structure for NP0044884 (alpha-Cubebene)