NP-MRD: Showing NP-Card for (+)-(S)-ar-turmerone (NP0035781)

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Record Information

Version

1.0

Created at

2021-06-20 19:07:54 UTC

Updated at

2021-08-20 00:00:31 UTC

NP-MRD ID

NP0035781

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-(S)-ar-turmerone

Provided By

JEOL Database JEOL Logo

Description

Ar-Turmerone belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (+)-(S)-ar-turmerone is found in Akebia trifoliata, Aspergillus niger, Curcuma picta, Curcuma xanthorrhiza, Hamamelis virginiana and Solidago canadensis. It was first documented in 2011 (PMID: 21189039). Based on a literature review a significant number of articles have been published on ar-Turmerone (PMID: 34063571) (PMID: 33998991) (PMID: 33869876) (PMID: 33659752).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121073D          

 36 36  0  0  0  0            999 V2000
    3.2196    0.6726    2.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192    1.3921    2.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632    2.1511    3.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.3196    1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3887    2.0242    1.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027    3.1162    2.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763    1.3431    0.9119 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0048    2.0830   -0.3630 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4068    1.6405   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9804    1.8990   -1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253    0.6800   -2.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486    0.5317   -3.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    1.5932   -3.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199    1.4445   -4.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    2.8138   -2.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    2.9632   -1.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2330    0.1505    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517    1.3843    2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3946   -0.0715    2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2774    1.5414    4.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8479    2.4133    3.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    3.0690    3.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0441    0.7161    0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462    0.2891    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3848    1.3478    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    3.1562   -0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1440    1.8994   -0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048    2.1369   -1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669    0.5589   -0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4593   -0.1712   -1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.4213   -3.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8896    2.0818   -4.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3809    0.4123   -4.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5831    1.7216   -5.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795    3.6598   -3.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    3.9216   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0  0  0  0
 10  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
 10 16  2  0  0  0  0
 13 14  1  0  0  0  0
  5  6  2  0  0  0  0
 13 15  2  0  0  0  0
  4  2  2  3  0  0  0
 15 16  1  0  0  0  0
  2  1  1  0  0  0  0
 12 13  1  0  0  0  0
  2  3  1  0  0  0  0
 10 11  1  0  0  0  0
  8  9  1  0  0  0  0
 12 31  1  0  0  0  0
 15 35  1  0  0  0  0
 11 30  1  0  0  0  0
 16 36  1  0  0  0  0
  4 23  1  0  0  0  0
  7 24  1  0  0  0  0
  7 25  1  0  0  0  0
  8 26  1  1  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
M  END

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
    3.2196    0.6726    2.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192    1.3921    2.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632    2.1511    3.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.3196    1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3887    2.0242    1.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027    3.1162    2.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763    1.3431    0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048    2.0830   -0.3630 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4068    1.6405   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9804    1.8990   -1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253    0.6800   -2.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486    0.5317   -3.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    1.5932   -3.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199    1.4445   -4.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    2.8138   -2.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    2.9632   -1.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2330    0.1505    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517    1.3843    2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3946   -0.0715    2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2774    1.5414    4.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8479    2.4133    3.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    3.0690    3.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0441    0.7161    0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462    0.2891    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3848    1.3478    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    3.1562   -0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1440    1.8994   -0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048    2.1369   -1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669    0.5589   -0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4593   -0.1712   -1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.4213   -3.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8896    2.0818   -4.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3809    0.4123   -4.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5831    1.7216   -5.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795    3.6598   -3.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    3.9216   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
 10  8  1  0
  4  5  1  0
  5  7  1  0
  7  8  1  0
 10 16  2  0
 13 14  1  0
  5  6  2  0
 13 15  2  0
  4  2  2  3
 15 16  1  0
  2  1  1  0
 12 13  1  0
  2  3  1  0
 10 11  1  0
  8  9  1  0
 12 31  1  0
 15 35  1  0
 11 30  1  0
 16 36  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  1
 14 32  1  0
 14 33  1  0
 14 34  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
M  END


  Mrv1652306202121073D          

 36 36  0  0  0  0            999 V2000
    3.2196    0.6726    2.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192    1.3921    2.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632    2.1511    3.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.3196    1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3887    2.0242    1.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027    3.1162    2.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763    1.3431    0.9119 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0048    2.0830   -0.3630 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4068    1.6405   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9804    1.8990   -1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253    0.6800   -2.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486    0.5317   -3.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    1.5932   -3.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199    1.4445   -4.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    2.8138   -2.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    2.9632   -1.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2330    0.1505    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517    1.3843    2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3946   -0.0715    2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2774    1.5414    4.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8479    2.4133    3.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    3.0690    3.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0441    0.7161    0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462    0.2891    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3848    1.3478    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    3.1562   -0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1440    1.8994   -0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048    2.1369   -1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669    0.5589   -0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4593   -0.1712   -1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.4213   -3.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8896    2.0818   -4.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3809    0.4123   -4.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5831    1.7216   -5.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795    3.6598   -3.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    3.9216   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0  0  0  0
 10  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
 10 16  2  0  0  0  0
 13 14  1  0  0  0  0
  5  6  2  0  0  0  0
 13 15  2  0  0  0  0
  4  2  2  3  0  0  0
 15 16  1  0  0  0  0
  2  1  1  0  0  0  0
 12 13  1  0  0  0  0
  2  3  1  0  0  0  0
 10 11  1  0  0  0  0
  8  9  1  0  0  0  0
 12 31  1  0  0  0  0
 15 35  1  0  0  0  0
 11 30  1  0  0  0  0
 16 36  1  0  0  0  0
  4 23  1  0  0  0  0
  7 24  1  0  0  0  0
  7 25  1  0  0  0  0
  8 26  1  1  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035781

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C(C(=O)C([H])([H])[C@@]([H])(C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])[H])C([H])([H])[H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5-9,13H,10H2,1-4H3/t13-/m0/s1

> <INCHI_KEY>
NAAJVHHFAXWBOK-ZDUSSCGKSA-N

> <FORMULA>
C15H20O

> <MOLECULAR_WEIGHT>
216.3187

> <EXACT_MASS>
216.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
26.058253939412555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
4.571918052

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.367750283088466

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
69.7107

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
    3.2196    0.6726    2.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192    1.3921    2.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632    2.1511    3.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.3196    1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3887    2.0242    1.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027    3.1162    2.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763    1.3431    0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048    2.0830   -0.3630 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4068    1.6405   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9804    1.8990   -1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253    0.6800   -2.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486    0.5317   -3.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    1.5932   -3.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199    1.4445   -4.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    2.8138   -2.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    2.9632   -1.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2330    0.1505    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517    1.3843    2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3946   -0.0715    2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2774    1.5414    4.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8479    2.4133    3.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    3.0690    3.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0441    0.7161    0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462    0.2891    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3848    1.3478    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    3.1562   -0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1440    1.8994   -0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048    2.1369   -1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669    0.5589   -0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4593   -0.1712   -1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.4213   -3.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8896    2.0818   -4.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3809    0.4123   -4.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5831    1.7216   -5.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795    3.6598   -3.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    3.9216   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
 10  8  1  0
  4  5  1  0
  5  7  1  0
  7  8  1  0
 10 16  2  0
 13 14  1  0
  5  6  2  0
 13 15  2  0
  4  2  2  3
 15 16  1  0
  2  1  1  0
 12 13  1  0
  2  3  1  0
 10 11  1  0
  8  9  1  0
 12 31  1  0
 15 35  1  0
 11 30  1  0
 16 36  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  1
 14 32  1  0
 14 33  1  0
 14 34  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  9 27  1  0
  9 28  1  0
  9 29  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       3.220   0.673   2.135  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.919   1.392   2.377  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.863   2.151   3.675  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.925   1.320   1.472  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.389   2.024   1.563  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.503   3.116   2.115  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.576   1.343   0.912  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.005   2.083  -0.363  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.407   1.641  -0.797  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.980   1.899  -1.473  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.825   0.680  -2.148  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.149   0.532  -3.139  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.998   1.593  -3.466  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.020   1.444  -4.553  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.842   2.814  -2.803  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.133   2.963  -1.813  0.00  0.00           C+0
HETATM   17  H   UNK     0       3.233   0.151   1.172  0.00  0.00           H+0
HETATM   18  H   UNK     0       4.052   1.384   2.138  0.00  0.00           H+0
HETATM   19  H   UNK     0       3.395  -0.072   2.919  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.277   1.541   4.486  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.848   2.413   3.981  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.455   3.069   3.601  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.044   0.716   0.576  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.346   0.289   0.716  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.385   1.348   1.654  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.078   3.156  -0.139  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.144   1.899  -0.029  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.705   2.137  -1.727  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.467   0.559  -0.958  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.459  -0.171  -1.912  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.240  -0.421  -3.656  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.890   2.082  -4.362  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.381   0.412  -4.612  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.583   1.722  -5.518  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.480   3.660  -3.049  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.220   3.922  -1.303  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   20   21   22                                             
CONECT    4    5    2   23                                                  
CONECT    5    4    7    6                                                  
CONECT    6    5                                                            
CONECT    7    5    8   24   25                                             
CONECT    8   10    7    9   26                                             
CONECT    9    8   27   28   29                                             
CONECT   10    8   16   11                                                  
CONECT   11   12   10   30                                                  
CONECT   12   11   13   31                                                  
CONECT   13   14   15   12                                                  
CONECT   14   13   32   33   34                                             
CONECT   15   13   16   35                                                  
CONECT   16   10   15   36                                                  
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21    3                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    7                                                            
CONECT   25    7                                                            
CONECT   26    8                                                            
CONECT   27    9                                                            
CONECT   28    9                                                            
CONECT   29    9                                                            
CONECT   30   11                                                            
CONECT   31   12                                                            
CONECT   32   14                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   72    0
END

RDKit          3D

36 36  0  0  0  0  0  0  0  0999 V2000
    3.2196    0.6726    2.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192    1.3921    2.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632    2.1511    3.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.3196    1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3887    2.0242    1.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027    3.1162    2.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763    1.3431    0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048    2.0830   -0.3630 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4068    1.6405   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9804    1.8990   -1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253    0.6800   -2.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486    0.5317   -3.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    1.5932   -3.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199    1.4445   -4.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    2.8138   -2.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    2.9632   -1.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2330    0.1505    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517    1.3843    2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3946   -0.0715    2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2774    1.5414    4.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8479    2.4133    3.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    3.0690    3.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0441    0.7161    0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462    0.2891    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3848    1.3478    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    3.1562   -0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1440    1.8994   -0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048    2.1369   -1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669    0.5589   -0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4593   -0.1712   -1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.4213   -3.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8896    2.0818   -4.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3809    0.4123   -4.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5831    1.7216   -5.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795    3.6598   -3.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    3.9216   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
 10  8  1  0
  4  5  1  0
  5  7  1  0
  7  8  1  0
 10 16  2  0
 13 14  1  0
  5  6  2  0
 13 15  2  0
  4  2  2  3
 15 16  1  0
  2  1  1  0
 12 13  1  0
  2  3  1  0
 10 11  1  0
  8  9  1  0
 12 31  1  0
 15 35  1  0
 11 30  1  0
 16 36  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  1
 14 32  1  0
 14 33  1  0
 14 34  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
M  END

View in JSmol

Synonyms

Value	Source
Aromatic-turmerone	MeSH

Chemical Formula

C₁₅H₂₀O

Average Mass

216.3187 Da

Monoisotopic Mass

216.15142 Da

IUPAC Name

(6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one

Traditional Name

(6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one

CAS Registry Number

Not Available

SMILES

[H]C(C(=O)C([H])([H])[C@@]([H])(C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])[H])C([H])([H])[H])=C(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H20O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5-9,13H,10H2,1-4H3/t13-/m0/s1

InChI Key

NAAJVHHFAXWBOK-ZDUSSCGKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Akebia trifoliata	LOTUS Database	35616633
Aspergillus niger	JEOL database	Fujiwara, M., et al, J. Nat. Prod. 74, 86 (2011)
Curcuma amada	KNApSAcK Database	22123792
Curcuma domestica	KNApSAcK Database	22123792
Curcuma longa	KNApSAcK Database	22123792
Curcuma picta	LOTUS Database	35616633
Curcuma xanthorrhiza	LOTUS Database	35616633
Curcuma zedoaria	KNApSAcK Database	22123792
Hamamelis virginiana	LOTUS Database	35616633
Solidago canadensis	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

Not Available

Substituents

Not Available

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	325.00 to 326.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	4.85 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.749 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	3.75	ALOGPS
logP	4.57	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	69.71 m³·mol⁻¹	ChemAxon
Polarizability	26.06 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

FDB014314

KNApSAcK ID

C00011625

Chemspider ID

141048

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

70159

Good Scents ID

rw1384401

References

General References

Fujiwara M, Marumoto S, Yagi N, Miyazawa M: Biotransformation of turmerones by Aspergillus niger. J Nat Prod. 2011 Jan 28;74(1):86-9. doi: 10.1021/np100416v. Epub 2010 Dec 28. [PubMed:21189039 ]
Hori Y, Tsutsumi R, Nasu K, Boateng A, Ashikari Y, Sugiura M, Nakajima M, Kurauchi Y, Hisatsune A, Katsuki H, Seki T: Aromatic-Turmerone Analogs Protect Dopaminergic Neurons in Midbrain Slice Cultures through Their Neuroprotective Activities. Cells. 2021 May 3;10(5). pii: cells10051090. doi: 10.3390/cells10051090. [PubMed:34063571 ]
Choo BKM, Shaikh MF: Mechanism of Curcuma longa and Its Neuroactive Components for the Management of Epileptic Seizures: A Systematic Review. Curr Neuropharmacol. 2021;19(9):1496-1518. doi: 10.2174/1570159X19666210517120413. [PubMed:33998991 ]
Zubair MS, Khairunisa SQ, Widodo A, Nasronudin, Pitopang R: Antiviral screening on Alpinia eremochlamys, Etlingera flexuosa, and Etlingera acanthoides extracts against HIV-infected MT-4 cells. Heliyon. 2021 Apr 8;7(4):e06710. doi: 10.1016/j.heliyon.2021.e06710. eCollection 2021 Apr. [PubMed:33869876 ]
Kebede BH, Forsido SF, Tola YB, Astatkie T: Free radical scavenging capacity, antibacterial activity and essential oil composition of turmeric (Curcuma domestica) varieties grown in Ethiopia. Heliyon. 2021 Feb 12;7(2):e06239. doi: 10.1016/j.heliyon.2021.e06239. eCollection 2021 Feb. [PubMed:33659752 ]
Fujiwara, M., et al. (2011). Fujiwara, M., et al, J. Nat. Prod. 74, 86 (2011). J. Nat. Prod..

Showing NP-Card for (+)-(S)-ar-turmerone (NP0035781)

MOL for NP0035781 ((+)-(S)-ar-turmerone)

3D MOL for NP0035781 ((+)-(S)-ar-turmerone)

3D SDF for NP0035781 ((+)-(S)-ar-turmerone)

3D-SDF for NP0035781 ((+)-(S)-ar-turmerone)

PDB for NP0035781 ((+)-(S)-ar-turmerone)

3D PDB for NP0035781 ((+)-(S)-ar-turmerone)

SMILES for NP0035781 ((+)-(S)-ar-turmerone)

INCHI for NP0035781 ((+)-(S)-ar-turmerone)

Structure for NP0035781 ((+)-(S)-ar-turmerone)

3D Structure for NP0035781 ((+)-(S)-ar-turmerone)