NP-MRD: Showing NP-Card for (4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate (NP0210213)

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Record Information

Version

2.0

Created at

2022-09-05 07:55:21 UTC

Updated at

2022-09-05 07:55:21 UTC

NP-MRD ID

NP0210213

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate

Description

Neotussilagolactone belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Neotussilagolactone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Neotussilagolactone has been detected, but not quantified in, tea. (4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate is found in Tussilago farfara. This could make neotussilagolactone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061305432D          

 25 26  0  0  0  0            999 V2000
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    0.7145   -1.2375    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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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    0.8250    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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  2  0  0  0  0
 14  6  2  0  0  0  0
 15  8  2  0  0  0  0
 16 10  2  0  0  0  0
 16 12  1  0  0  0  0
 17 11  1  0  0  0  0
 17 14  1  0  0  0  0
 18 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19  9  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  2  0  0  0  0
 23 21  2  0  0  0  0
 24 11  1  0  0  0  0
 24 21  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
M  END

     RDKit          3D

 53 54  0  0  0  0  0  0  0  0999 V2000
    0.6835   -2.4881    0.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865   -1.4832    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4910   -0.1136   -0.0217 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7395   -0.1387   -0.6863 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9188    0.2889   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129    0.7046    1.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2030    0.2550   -0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3382    0.6551   -0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3561    1.1626    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6304    0.5981   -1.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6464   -0.2725   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492    0.8176   -0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    0.7140   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6232    1.6767   -1.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5712    0.9973   -2.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4481    2.5909   -0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1768   -0.3668    0.4049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5730   -0.5956    0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2797    0.1387    1.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7252   -0.1157    1.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2380   -1.7279    0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4600   -1.6424   -0.2363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4880   -2.8710   -0.3443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1724   -2.8782    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5133   -1.6304   -0.2079 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7332   -2.3020    0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3427   -3.5176    0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6705    0.2920    0.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2657   -0.1080   -1.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4053    1.3903    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0063    0.3741    1.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7075    2.0580    1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4521    0.2289   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0383    1.6268   -1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0309   -1.0559   -1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1521   -0.8213    0.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5099    0.3147    0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0283    1.5664   -1.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955    2.3378   -1.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9061    1.7613   -2.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4851    0.6306   -1.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0487    0.2127   -2.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4405    3.6140   -0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5262    2.3287   -0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0138    2.7458    0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5992   -0.2056    1.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7739    0.9467    2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7882   -1.2059    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3753    0.1638    0.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0018    0.4286    2.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5930   -3.7342   -0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3089   -2.8366    1.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6603   -1.5095   -1.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  8  1  0
  8  9  1  0
  8  7  2  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  3  1  0
  3 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 13 17  1  0
 17 25  1  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  2  0
 21 18  1  0
 18 19  2  0
 19 20  1  0
 25  2  1  0
  2  1  2  3
  2  3  1  0
 18 17  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 10 33  1  0
 10 34  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
  7 29  1  0
  3 28  1  1
 12 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  1
 25 53  1  6
 24 51  1  0
 24 52  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv0541 05061305432D          

 25 26  0  0  0  0            999 V2000
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    0.7145   -1.2375    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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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    0.8250    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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  2  0  0  0  0
 14  6  2  0  0  0  0
 15  8  2  0  0  0  0
 16 10  2  0  0  0  0
 16 12  1  0  0  0  0
 17 11  1  0  0  0  0
 17 14  1  0  0  0  0
 18 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19  9  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  2  0  0  0  0
 23 21  2  0  0  0  0
 24 11  1  0  0  0  0
 24 21  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0210213

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C(C)=C\C(=O)OC1C=C(C(C)C)C2C(COC(=O)\C2=C/C)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O4/c1-7-13(5)9-19(22)25-18-10-16(12(3)4)20-15(8-2)21(23)24-11-17(20)14(18)6/h8-10,12,17-18,20H,6-7,11H2,1-5H3/b13-9+,15-8-

> <INCHI_KEY>
DGIQURYKMOLFSK-VERMXVBFSA-N

> <FORMULA>
C21H28O4

> <MOLECULAR_WEIGHT>
344.4446

> <EXACT_MASS>
344.198759384

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
38.47638628847487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4Z)-4-ethylidene-8-methylidene-3-oxo-5-(propan-2-yl)-3,4,4a,7,8,8a-hexahydro-1H-2-benzopyran-7-yl (2E)-3-methylpent-2-enoate

> <ALOGPS_LOGP>
5.17

> <JCHEM_LOGP>
4.725613034666667

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.549489895387102

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
99.972

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4Z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2E)-3-methylpent-2-enoate

> <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      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3   12                                                            
CONECT    4   12                                                            
CONECT    5   13                                                            
CONECT    6   14                                                            
CONECT    7    1   13                                                       
CONECT    8    2   15                                                       
CONECT    9   13   19                                                       
CONECT   10   16   18                                                       
CONECT   11   17   24                                                       
CONECT   12    3    4   16                                                  
CONECT   13    5    7    9                                                  
CONECT   14    6   17   18                                                  
CONECT   15    8   20   21                                                  
CONECT   16   10   12   20                                                  
CONECT   17   11   14   20                                                  
CONECT   18   10   14   25                                                  
CONECT   19    9   22   25                                                  
CONECT   20   15   16   17                                                  
CONECT   21   15   23   24                                                  
CONECT   22   19                                                            
CONECT   23   21                                                            
CONECT   24   11   21                                                       
CONECT   25   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Value	Source
4-Ethylidene-8-methylidene-3-oxo-5-(propan-2-yl)-3,4,4a,7,8,8a-hexahydro-1H-2-benzopyran-7-yl (2E)-3-methylpent-2-enoic acid	Generator

Chemical Formula

C₂₁H₂₈O₄

Average Mass

344.4446 Da

Monoisotopic Mass

344.19876 Da

IUPAC Name

(4Z)-4-ethylidene-8-methylidene-3-oxo-5-(propan-2-yl)-3,4,4a,7,8,8a-hexahydro-1H-2-benzopyran-7-yl (2E)-3-methylpent-2-enoate

Traditional Name

(4Z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2E)-3-methylpent-2-enoate

CAS Registry Number

Not Available

SMILES

CC\C(C)=C\C(=O)OC1C=C(C(C)C)C2C(COC(=O)\C2=C/C)C1=C

InChI Identifier

InChI=1S/C21H28O4/c1-7-13(5)9-19(22)25-18-10-16(12(3)4)20-15(8-2)21(23)24-11-17(20)14(18)6/h8-10,12,17-18,20H,6-7,11H2,1-5H3/b13-9+,15-8-

InChI Key

DGIQURYKMOLFSK-VERMXVBFSA-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
Tussilago farfara	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Benzopyran
Bicyclic monoterpenoid
P-menthane monoterpenoid
Monoterpenoid
Delta valerolactone
Fatty acid ester
Delta_valerolactone
Fatty acyl
Dicarboxylic acid or derivatives
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	5.17	ALOGPS
logP	4.73	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	99.97 m³·mol⁻¹	ChemAxon
Polarizability	38.48 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0031096

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB003101

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

131751132

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate (NP0210213)

MOL for NP0210213 ((4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate)

3D MOL for NP0210213 ((4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate)

3D SDF for NP0210213 ((4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate)

3D-SDF for NP0210213 ((4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate)

PDB for NP0210213 ((4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate)

3D PDB for NP0210213 ((4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate)

SMILES for NP0210213 ((4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate)

INCHI for NP0210213 ((4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate)

Structure for NP0210213 ((4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate)

3D Structure for NP0210213 ((4z)-4-ethylidene-5-isopropyl-8-methylidene-3-oxo-1,4a,7,8a-tetrahydro-2-benzopyran-7-yl (2e)-3-methylpent-2-enoate)