NP-MRD: Showing NP-Card for bisabolene (NP0031008)

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Record Information

Version

2.0

Created at

2021-06-19 22:12:50 UTC

Updated at

2021-06-29 23:59:20 UTC

NP-MRD ID

NP0031008

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bisabolene

Provided By

JEOL Database JEOL Logo

Description

(4E)-1-methyl-4-(6-methylhept-6-en-2-ylidene)cyclohex-1-ene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. bisabolene is found in Aframomum melegueta , Andrographis paniculata, Artemisia herba-alba, Ayapana amygdalina, Citrus medica, Curcuma amanda Roxb, Daucus carota, Dumortiera hirsuta, Erigeron philadelphicus, Falcaria vulgaris, Ferula iliensis, Geigeria burkei, Geigeria rigida, Grindelia camporum, Helichrysum mimetes, Cupressus macrocarpa, Juniperus rigida, Larix gmelinii, Laurencia nipponica, Molopospermum peloponnesiacum, Picea rubens, Pimpinella major, Pinus sibirica, Polygonum minus, Rugelia nudicaulis, Stevia ovata and Symphyopappus reticulatus. bisabolene was first documented in 2005 (Cool, L. G.). Based on a literature review very few articles have been published on (4E)-1-methyl-4-(6-methylhept-6-en-2-ylidene)cyclohex-1-ene.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100123D          

 39 39  0  0  0  0            999 V2000
   -0.0452   -0.4638   -4.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635   -1.0574   -3.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489   -2.4530   -2.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -0.3689   -2.4909 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6320   -0.0269   -1.0104 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5013    0.9825   -0.7825 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3640    1.3643    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041    2.5623    1.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388    0.7053    1.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6643    1.1347    2.9990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0889    0.9526    3.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443    0.3162    2.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4617    0.2097    3.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7324   -0.3295    1.4306 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2304   -0.5430    1.2120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8808   -0.9635   -4.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1882    0.5397   -4.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -2.4526   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -2.9071   -3.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -3.0936   -2.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0935    0.5514   -3.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169   -1.0205   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -0.9423   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5730    0.3854   -0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924    1.8887   -1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494    0.5983   -1.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    3.4804    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    2.4844    0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3628    2.6595    2.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064    0.5519    3.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    2.1928    3.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3300    1.3952    4.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123    0.7182    4.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408   -0.8406    3.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1418    0.6624    2.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2294   -1.3052    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424    0.2960    0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -0.8946    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794   -1.3580    1.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 11 10  1  0  0  0  0
  9  7  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  1  0  0  0  0
 15  9  1  0  0  0  0
  7  8  1  0  0  0  0
  4  2  1  0  0  0  0
  9 10  1  0  0  0  0
  2  3  1  0  0  0  0
 15 14  1  0  0  0  0
  2  1  2  3  0  0  0
 14 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 11 32  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  5 23  1  0  0  0  0
  5 24  1  0  0  0  0
  4 21  1  0  0  0  0
  4 22  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  3 18  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
M  END

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
   -0.0452   -0.4638   -4.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635   -1.0574   -3.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489   -2.4530   -2.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -0.3689   -2.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6320   -0.0269   -1.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013    0.9825   -0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640    1.3643    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041    2.5623    1.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388    0.7053    1.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6643    1.1347    2.9990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0889    0.9526    3.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443    0.3162    2.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4617    0.2097    3.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7324   -0.3295    1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -0.5430    1.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8808   -0.9635   -4.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1882    0.5397   -4.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -2.4526   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -2.9071   -3.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -3.0936   -2.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0935    0.5514   -3.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169   -1.0205   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -0.9423   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5730    0.3854   -0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924    1.8887   -1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494    0.5983   -1.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    3.4804    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    2.4844    0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3628    2.6595    2.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064    0.5519    3.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    2.1928    3.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3300    1.3952    4.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123    0.7182    4.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408   -0.8406    3.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1418    0.6624    2.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2294   -1.3052    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424    0.2960    0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -0.8946    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794   -1.3580    1.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0
 11 10  1  0
  9  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
 15  9  1  0
  7  8  1  0
  4  2  1  0
  9 10  1  0
  2  3  1  0
 15 14  1  0
  2  1  2  3
 14 12  1  0
 12 13  1  0
 14 36  1  0
 14 37  1  0
 11 32  1  0
 10 30  1  0
 10 31  1  0
 15 38  1  0
 15 39  1  0
  6 25  1  0
  6 26  1  0
  5 23  1  0
  5 24  1  0
  4 21  1  0
  4 22  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  1 16  1  0
  1 17  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
M  END


  Mrv1652306202100123D          

 39 39  0  0  0  0            999 V2000
   -0.0452   -0.4638   -4.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635   -1.0574   -3.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489   -2.4530   -2.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -0.3689   -2.4909 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6320   -0.0269   -1.0104 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5013    0.9825   -0.7825 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3640    1.3643    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041    2.5623    1.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388    0.7053    1.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6643    1.1347    2.9990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0889    0.9526    3.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443    0.3162    2.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4617    0.2097    3.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7324   -0.3295    1.4306 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2304   -0.5430    1.2120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8808   -0.9635   -4.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1882    0.5397   -4.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -2.4526   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -2.9071   -3.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -3.0936   -2.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0935    0.5514   -3.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169   -1.0205   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -0.9423   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5730    0.3854   -0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924    1.8887   -1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494    0.5983   -1.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    3.4804    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    2.4844    0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3628    2.6595    2.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064    0.5519    3.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    2.1928    3.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3300    1.3952    4.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123    0.7182    4.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408   -0.8406    3.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1418    0.6624    2.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2294   -1.3052    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424    0.2960    0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -0.8946    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794   -1.3580    1.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 11 10  1  0  0  0  0
  9  7  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  1  0  0  0  0
 15  9  1  0  0  0  0
  7  8  1  0  0  0  0
  4  2  1  0  0  0  0
  9 10  1  0  0  0  0
  2  3  1  0  0  0  0
 15 14  1  0  0  0  0
  2  1  2  3  0  0  0
 14 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 11 32  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  5 23  1  0  0  0  0
  5 24  1  0  0  0  0
  4 21  1  0  0  0  0
  4 22  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  3 18  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031008

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C(=C1\C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])C1([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h8H,1,5-7,9-11H2,2-4H3/b15-14-

> <INCHI_KEY>
AAQGKZZPNFGAFB-PFONDFGASA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.686542649025128

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4E)-1-methyl-4-(6-methylhept-6-en-2-ylidene)cyclohex-1-ene

> <ALOGPS_LOGP>
5.59

> <JCHEM_LOGP>
4.835869102

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
70.0163

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E)-1-methyl-4-(6-methylhept-6-en-2-ylidene)cyclohex-1-ene

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
   -0.0452   -0.4638   -4.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635   -1.0574   -3.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489   -2.4530   -2.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -0.3689   -2.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6320   -0.0269   -1.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013    0.9825   -0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640    1.3643    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041    2.5623    1.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388    0.7053    1.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6643    1.1347    2.9990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0889    0.9526    3.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443    0.3162    2.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4617    0.2097    3.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7324   -0.3295    1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -0.5430    1.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8808   -0.9635   -4.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1882    0.5397   -4.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -2.4526   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -2.9071   -3.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -3.0936   -2.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0935    0.5514   -3.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169   -1.0205   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -0.9423   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5730    0.3854   -0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924    1.8887   -1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494    0.5983   -1.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    3.4804    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    2.4844    0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3628    2.6595    2.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064    0.5519    3.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    2.1928    3.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3300    1.3952    4.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123    0.7182    4.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408   -0.8406    3.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1418    0.6624    2.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2294   -1.3052    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424    0.2960    0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -0.8946    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794   -1.3580    1.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0
 11 10  1  0
  9  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
 15  9  1  0
  7  8  1  0
  4  2  1  0
  9 10  1  0
  2  3  1  0
 15 14  1  0
  2  1  2  3
 14 12  1  0
 12 13  1  0
 14 36  1  0
 14 37  1  0
 11 32  1  0
 10 30  1  0
 10 31  1  0
 15 38  1  0
 15 39  1  0
  6 25  1  0
  6 26  1  0
  5 23  1  0
  5 24  1  0
  4 21  1  0
  4 22  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  1 16  1  0
  1 17  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.045  -0.464  -4.123  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.664  -1.057  -3.149  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.349  -2.453  -2.688  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.839  -0.369  -2.491  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.632  -0.027  -1.010  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.501   0.983  -0.783  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.364   1.364   0.683  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.204   2.562   1.060  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.439   0.705   1.556  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.664   1.135   2.999  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.089   0.953   3.461  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.044   0.316   2.759  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.462   0.210   3.236  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.732  -0.330   1.431  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.230  -0.543   1.212  0.00  0.00           C+0
HETATM   16  H   UNK     0      -0.881  -0.964  -4.604  0.00  0.00           H+0
HETATM   17  H   UNK     0       0.188   0.540  -4.466  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.032  -2.453  -1.640  0.00  0.00           H+0
HETATM   19  H   UNK     0      -0.456  -2.907  -3.276  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.231  -3.094  -2.786  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.094   0.551  -3.032  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.717  -1.020  -2.584  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.442  -0.942  -0.437  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.573   0.385  -0.624  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.692   1.889  -1.373  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.449   0.598  -1.167  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.736   3.480   0.691  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.202   2.484   0.615  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.363   2.660   2.137  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.006   0.552   3.654  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.425   2.193   3.141  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.330   1.395   4.425  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.612   0.718   4.194  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.741  -0.841   3.368  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.142   0.662   2.508  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.229  -1.305   1.368  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.142   0.296   0.628  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.068  -0.895   0.190  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.879  -1.358   1.860  0.00  0.00           H+0
CONECT    1    2   16   17                                                  
CONECT    2    4    3    1                                                  
CONECT    3    2   18   19   20                                             
CONECT    4    5    2   21   22                                             
CONECT    5    6    4   23   24                                             
CONECT    6    7    5   25   26                                             
CONECT    7    9    6    8                                                  
CONECT    8    7   27   28   29                                             
CONECT    9    7   15   10                                                  
CONECT   10   11    9   30   31                                             
CONECT   11   12   10   32                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   33   34   35                                             
CONECT   14   15   12   36   37                                             
CONECT   15    9   14   38   39                                             
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    3                                                            
CONECT   19    3                                                            
CONECT   20    3                                                            
CONECT   21    4                                                            
CONECT   22    4                                                            
CONECT   23    5                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    6                                                            
CONECT   27    8                                                            
CONECT   28    8                                                            
CONECT   29    8                                                            
CONECT   30   10                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   13                                                            
CONECT   34   13                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   14                                                            
CONECT   38   15                                                            
CONECT   39   15                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   78    0
END

RDKit          3D

39 39  0  0  0  0  0  0  0  0999 V2000
   -0.0452   -0.4638   -4.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635   -1.0574   -3.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489   -2.4530   -2.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -0.3689   -2.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6320   -0.0269   -1.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013    0.9825   -0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640    1.3643    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041    2.5623    1.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388    0.7053    1.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6643    1.1347    2.9990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0889    0.9526    3.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443    0.3162    2.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4617    0.2097    3.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7324   -0.3295    1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -0.5430    1.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8808   -0.9635   -4.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1882    0.5397   -4.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323   -2.4526   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -2.9071   -3.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -3.0936   -2.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0935    0.5514   -3.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169   -1.0205   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -0.9423   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5730    0.3854   -0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924    1.8887   -1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494    0.5983   -1.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    3.4804    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    2.4844    0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3628    2.6595    2.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064    0.5519    3.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    2.1928    3.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3300    1.3952    4.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123    0.7182    4.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408   -0.8406    3.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1418    0.6624    2.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2294   -1.3052    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424    0.2960    0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -0.8946    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794   -1.3580    1.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0
 11 10  1  0
  9  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
 15  9  1  0
  7  8  1  0
  4  2  1  0
  9 10  1  0
  2  3  1  0
 15 14  1  0
  2  1  2  3
 14 12  1  0
 12 13  1  0
 14 36  1  0
 14 37  1  0
 11 32  1  0
 10 30  1  0
 10 31  1  0
 15 38  1  0
 15 39  1  0
  6 25  1  0
  6 26  1  0
  5 23  1  0
  5 24  1  0
  4 21  1  0
  4 22  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  1 16  1  0
  1 17  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄

Average Mass

204.3570 Da

Monoisotopic Mass

204.18780 Da

IUPAC Name

(4E)-1-methyl-4-(6-methylhept-6-en-2-ylidene)cyclohex-1-ene

Traditional Name

(4E)-1-methyl-4-(6-methylhept-6-en-2-ylidene)cyclohex-1-ene

CAS Registry Number

Not Available

SMILES

[H]C([H])=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C(=C1\C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])C1([H])[H])\C([H])([H])[H]

InChI Identifier

InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h8H,1,5-7,9-11H2,2-4H3/b15-14-

InChI Key

AAQGKZZPNFGAFB-PFONDFGASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aframomum melegueta	Plant	KNApSAcK
Andrographis paniculata	LOTUS Database	35616633
Artemisia herba-alba	LOTUS Database	35616633
Ayapana amygdalina	LOTUS Database	35616633
Citrus medica	LOTUS Database	35616633
Curcuma amanda Roxb	Plant	KNApSAcK
Daucus carota	LOTUS Database	35616633
Dumortiera hirsuta	LOTUS Database	35616633
Erigeron philadelphicus	LOTUS Database	35616633
Falcaria vulgaris	Plant	KNApSAcK
Ferula iliensis	Plant	KNApSAcK
Geigeria burkei	LOTUS Database	35616633
Geigeria rigida	LOTUS Database	35616633
Grindelia camporum	LOTUS Database	35616633
Helichrysum mimetes	LOTUS Database	35616633
Hesperocyparis macrocarpa	JEOL database	Cool, L. G., Phytochemistry 66, 249 (2005)
Juniperus rigida	LOTUS Database	35616633
Larix gmelini	LOTUS Database	35616633
Laurencia nipponica	LOTUS Database	35616633
Molopospermum peloponnesiacum	LOTUS Database	35616633
Picea rubens	LOTUS Database	35616633
Pimpinella major	LOTUS Database	35616633
Pinus sibirica	Plant	KNApSAcK
Polygonum minus	Plant	KNApSAcK
Rugelia nudicaulis	LOTUS Database	35616633
Stevia ovata	LOTUS Database	35616633
Symphyopappus reticulatus	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

Bisabolane sesquiterpenoid
Sesquiterpenoid
Branched unsaturated hydrocarbon
Cycloalkene
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	5.59	ALOGPS
logP	4.84	ChemAxon
logS	-3.7	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.02 m³·mol⁻¹	ChemAxon
Polarizability	26.69 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

Not Available

Chemspider ID

9633220

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11458379

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cool, L. G. (2005). Cool, L. G., Phytochemistry 66, 249 (2005) . Phytochem..

Showing NP-Card for bisabolene (NP0031008)

MOL for NP0031008 (bisabolene)

3D MOL for NP0031008 (bisabolene)

3D SDF for NP0031008 (bisabolene)

3D-SDF for NP0031008 (bisabolene)

PDB for NP0031008 (bisabolene)

3D PDB for NP0031008 (bisabolene)

SMILES for NP0031008 (bisabolene)

INCHI for NP0031008 (bisabolene)

Structure for NP0031008 (bisabolene)

3D Structure for NP0031008 (bisabolene)