NP-MRD: Showing NP-Card for 2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid (NP0212093)

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Record Information

Version

2.0

Created at

2022-09-05 10:38:41 UTC

Updated at

2022-09-05 10:38:41 UTC

NP-MRD ID

NP0212093

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid

Description

Piperochromanoic acid belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Piperochromanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Piperochromanoic acid has been detected, but not quantified in, herbs and spices. 2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid is found in Piper auritum. This could make piperochromanoic acid a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312002D          

 26 27  0  0  0  0            999 V2000
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  7  2  0  0  0  0
 15  3  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16  4  2  0  0  0  0
 16 11  1  0  0  0  0
 17 11  1  0  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 18 13  2  0  0  0  0
 19 13  1  0  0  0  0
 20 10  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 21 19  2  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 22  2  0  0  0  0
 25 22  1  0  0  0  0
 26 20  1  0  0  0  0
 26 21  1  0  0  0  0
M  END

     RDKit          3D

 54 55  0  0  0  0  0  0  0  0999 V2000
    3.1294   -2.3054    2.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8913   -1.3549    1.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -0.0888    1.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9986    0.2943    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8932    1.3440    0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2457    1.7334   -1.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1832    2.8333   -1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6678    3.4235   -0.2368 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5491    3.2388   -2.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7124    1.0834   -2.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8291    0.0479   -1.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3076   -0.5878   -3.0455 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4593   -0.3621   -0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -1.4163   -0.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8732   -1.5407    0.6780 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8302   -0.4754    0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126   -0.5275   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9790   -1.7509   -0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754   -1.8171   -0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9982   -3.1408   -0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1970   -0.6501    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1552   -0.6147   -1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1713    0.4046   -1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4291    1.4370   -0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6937    1.8827    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6196    2.3482   -0.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697   -2.2203    3.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5575   -3.2389    2.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5982   -0.2064    2.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0876    0.7171    2.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3271    1.8715    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9644    4.1353   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9949    1.3962   -3.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6597   -1.3500   -3.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -2.5589    0.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408   -0.5095    1.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3301    0.5126    0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2827   -0.3795   -1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8395    0.3654   -0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4772   -2.7214   -0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878   -3.3694   -1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708   -3.9055    0.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8519   -3.1731    0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058    0.2778    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8024   -0.9325    0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5398   -0.6341   -2.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7041   -1.6206   -1.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9179    0.2933   -2.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.1312    1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2789    2.6930    1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7086    2.3315    0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2884    3.4038   -0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9131    2.1251   -1.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4639    2.1280   -0.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 26  1  0
 24 23  2  3
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  0
 19 18  2  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  2  0
 11 12  1  0
 11 10  1  0
 10  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  6  7  1  0
  7  9  1  0
  7  8  2  0
  2 15  1  0
  4 13  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 23 48  1  0
 22 46  1  0
 22 47  1  0
 21 44  1  0
 21 45  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 18 40  1  0
 17 38  1  0
 17 39  1  0
 16 36  1  0
 16 37  1  0
 15 35  1  1
 12 34  1  0
 10 33  1  0
  5 31  1  0
  3 29  1  0
  3 30  1  0
  1 27  1  0
  1 28  1  0
  9 32  1  0
M  END


  Mrv0541 05061312002D          

 26 27  0  0  0  0            999 V2000
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  7  2  0  0  0  0
 15  3  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16  4  2  0  0  0  0
 16 11  1  0  0  0  0
 17 11  1  0  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 18 13  2  0  0  0  0
 19 13  1  0  0  0  0
 20 10  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 21 19  2  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 22  2  0  0  0  0
 25 22  1  0  0  0  0
 26 20  1  0  0  0  0
 26 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0212093

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C/CCC1OC2=C(O)C=C(C=C2CC1=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O4/c1-14(2)7-5-8-15(3)9-6-10-20-16(4)11-17-12-18(22(24)25)13-19(23)21(17)26-20/h7,9,12-13,20,23H,4-6,8,10-11H2,1-3H3,(H,24,25)/b15-9-

> <INCHI_KEY>
XBOKPWYVDNVFMX-DHDCSXOGSA-N

> <FORMULA>
C22H28O4

> <MOLECULAR_WEIGHT>
356.4553

> <EXACT_MASS>
356.198759384

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.84481463600904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3Z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid

> <ALOGPS_LOGP>
4.85

> <JCHEM_LOGP>
5.563287358000001

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.836934526043931

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.101747884543857

> <JCHEM_PKA_STRONGEST_BASIC>
-4.974097153392699

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
105.78799999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3Z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5    7    8                                                       
CONECT    6    9   10                                                       
CONECT    7    5   14                                                       
CONECT    8    5   15                                                       
CONECT    9    6   15                                                       
CONECT   10    6   20                                                       
CONECT   11   16   17                                                       
CONECT   12   17   18                                                       
CONECT   13   18   19                                                       
CONECT   14    1    2    7                                                  
CONECT   15    3    8    9                                                  
CONECT   16    4   11   20                                                  
CONECT   17   11   12   21                                                  
CONECT   18   12   13   22                                                  
CONECT   19   13   21   23                                                  
CONECT   20   10   16   26                                                  
CONECT   21   17   19   26                                                  
CONECT   22   18   24   25                                                  
CONECT   23   19                                                            
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
2-(4,8-Dimethyl-3,7-nonadienyl)-3,4-dihydro-8-hydroxy-3-methylene-2H-1-benzopyran-6-carboxylic acid, 9ci	HMDB
2-(4,8-Dimethylnona-3,7-dien-1-yl)-8-hydroxy-3-methylidene-3,4-dihydro-2H-1-benzopyran-6-carboxylate	Generator

Chemical Formula

C₂₂H₂₈O₄

Average Mass

356.4553 Da

Monoisotopic Mass

356.19876 Da

IUPAC Name

2-[(3Z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid

Traditional Name

2-[(3Z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C/CCC1OC2=C(O)C=C(C=C2CC1=C)C(O)=O

InChI Identifier

InChI=1S/C22H28O4/c1-14(2)7-5-8-15(3)9-6-10-20-16(4)11-17-12-18(22(24)25)13-19(23)21(17)26-20/h7,9,12-13,20,23H,4-6,8,10-11H2,1-3H3,(H,24,25)/b15-9-

InChI Key

XBOKPWYVDNVFMX-DHDCSXOGSA-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
Piper auritum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Chromane
Benzopyran
Bicyclic monoterpenoid
1-benzopyran
Hydroxybenzoic acid
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.85	ALOGPS
logP	5.56	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.79 m³·mol⁻¹	ChemAxon
Polarizability	40.84 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0040634

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020425

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13845940

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid (NP0212093)

MOL for NP0212093 (2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid)

3D MOL for NP0212093 (2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid)

3D SDF for NP0212093 (2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid)

3D-SDF for NP0212093 (2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid)

PDB for NP0212093 (2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid)

3D PDB for NP0212093 (2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid)

SMILES for NP0212093 (2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid)

INCHI for NP0212093 (2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid)

Structure for NP0212093 (2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid)

3D Structure for NP0212093 (2-[(3z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid)