NP-MRD: Showing NP-Card for 2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid (NP0220675)

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Record Information

Version

1.0

Created at

2022-09-05 22:03:22 UTC

Updated at

2022-09-05 22:03:22 UTC

NP-MRD ID

NP0220675

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid

Description

2-(4,7A-dimethyl-3-oxo-octahydro-2-benzofuran-4-yl)-4-hydroxy-5-(propan-2-yl)benzoic acid belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid is found in Cladonia rangiferina. 2-(4,7A-dimethyl-3-oxo-octahydro-2-benzofuran-4-yl)-4-hydroxy-5-(propan-2-yl)benzoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241518222D          

 25 27  0  0  0  0            999 V2000
    5.1180    4.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4001    3.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2126    3.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8698    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1520    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9039    0.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3736    0.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7163    0.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5271    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0574    3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7752    4.0520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7486    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 14 25  1  0  0  0  0
 19 25  1  0  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
    5.2835    0.0974   -0.9582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2969   -1.0454   -1.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6506   -2.1489   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9128   -0.5771   -0.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7198    0.6458   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370    1.1075    0.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3991    2.4178    0.7507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4757    3.2043    0.7840 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887    2.9480    1.3354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3204    0.3090    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0431    0.7318    0.3877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9826    1.0599    1.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6168    1.8431   -0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9016    1.5762   -1.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9573    1.0254   -0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271   -0.2231    0.3828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0812   -1.3848   -0.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229   -0.5286    1.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9339   -1.5861    2.1254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -1.4274    1.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -2.0578    1.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592   -0.4864    0.2656 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5241   -0.9204   -0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8156   -1.3706   -0.8711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158   -2.6186   -1.4295 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9596    0.9593   -1.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2641   -0.3066   -1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4221    0.3404    0.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2243   -1.4881   -2.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4401   -2.8161   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9329   -1.7401    0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -2.7559    0.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6017    1.2610    0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849    3.1330    0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0492    1.0980    2.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658    2.0179    2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407    0.2119    2.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9718    2.6401    0.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    2.2108   -1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7742    0.8364   -1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333    2.4826   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2721    1.7860    0.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8548    0.8248   -0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6145   -2.3311   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0224   -1.1287   -1.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1324   -1.4116   -0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8828   -0.9174    1.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7908    0.3242    2.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7593   -0.9361   -0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2476   -1.6712   -0.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2323   -3.2145   -1.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  7  8  2  0
  6 10  2  0
 10 23  1  0
 23 24  2  0
 24 25  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 24  4  1  0
 22 11  1  0
 22 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  0
  9 34  1  0
 23 50  1  0
 25 51  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 22 49  1  6
M  END


  Mrv1533004241518222D          

 25 27  0  0  0  0            999 V2000
    5.1180    4.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4001    3.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2126    3.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8698    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1520    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9039    0.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3736    0.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7163    0.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5271    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0574    3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7752    4.0520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7486    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 14 25  1  0  0  0  0
 19 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220675

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=CC(C(O)=O)=C(C=C1O)C1(C)CCCC2(C)COC(=O)C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O5/c1-11(2)12-8-13(17(22)23)14(9-15(12)21)20(4)7-5-6-19(3)10-25-18(24)16(19)20/h8-9,11,16,21H,5-7,10H2,1-4H3,(H,22,23)

> <INCHI_KEY>
XEYFSNHIPLMFRB-UHFFFAOYSA-N

> <FORMULA>
C20H26O5

> <MOLECULAR_WEIGHT>
346.423

> <EXACT_MASS>
346.178023937

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
37.1923641741039

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4,7a-dimethyl-3-oxo-octahydro-2-benzofuran-4-yl)-4-hydroxy-5-(propan-2-yl)benzoic acid

> <ALOGPS_LOGP>
4.02

> <JCHEM_LOGP>
4.1808196136666655

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.083043204471462

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.161198703068336

> <JCHEM_PKA_STRONGEST_BASIC>
-5.824298506791888

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
93.69869999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4,7a-dimethyl-3-oxo-tetrahydro-1H-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       9.554   8.476   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.080   7.029   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.597   6.761   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.090   5.849   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.617   4.402   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.627   3.222   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.154   1.775   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.164   0.595   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      10.670   1.508   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.111   3.490   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.584   4.937   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.574   6.117   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.047   7.564   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.131   3.490   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.626  -1.532   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.417   0.770   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.846   3.481   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11    4   13                                                  
CONECT   13   12                                                            
CONECT   14   10   15   16   25                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   25                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   14   19                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
2-(4,7a-Dimethyl-3-oxo-octahydro-2-benzofuran-4-yl)-4-hydroxy-5-(propan-2-yl)benzoate	Generator

Chemical Formula

C₂₀H₂₆O₅

Average Mass

346.4230 Da

Monoisotopic Mass

346.17802 Da

IUPAC Name

2-(4,7a-dimethyl-3-oxo-octahydro-2-benzofuran-4-yl)-4-hydroxy-5-(propan-2-yl)benzoic acid

Traditional Name

2-(4,7a-dimethyl-3-oxo-tetrahydro-1H-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC(C(O)=O)=C(C=C1O)C1(C)CCCC2(C)COC(=O)C12

InChI Identifier

InChI=1S/C20H26O5/c1-11(2)12-8-13(17(22)23)14(9-15(12)21)20(4)7-5-6-19(3)10-25-18(24)16(19)20/h8-9,11,16,21H,5-7,10H2,1-4H3,(H,22,23)

InChI Key

XEYFSNHIPLMFRB-UHFFFAOYSA-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
Cladonia rangiferina	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
Cyclohexylphenol
P-cymene
Aromatic monoterpenoid
Hydroxybenzoic acid
Bicyclic monoterpenoid
Monoterpenoid
Isobenzofuran
Cumene
Benzoic acid or derivatives
Phenylpropane
Benzoic acid
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Gamma butyrolactone
Monocyclic benzene moiety
Benzenoid
Oxolane
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	4.02	ALOGPS
logP	4.18	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.16	ChemAxon
pKa (Strongest Basic)	-5.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.7 m³·mol⁻¹	ChemAxon
Polarizability	37.19 Å³	ChemAxon
Number of Rings	3	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid (NP0220675)

MOL for NP0220675 (2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid)

3D MOL for NP0220675 (2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid)

3D SDF for NP0220675 (2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid)

3D-SDF for NP0220675 (2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid)

PDB for NP0220675 (2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid)

3D PDB for NP0220675 (2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid)

SMILES for NP0220675 (2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid)

INCHI for NP0220675 (2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid)

Structure for NP0220675 (2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid)

3D Structure for NP0220675 (2-(4,7a-dimethyl-3-oxo-tetrahydro-1h-2-benzofuran-4-yl)-4-hydroxy-5-isopropylbenzoic acid)