NP-MRD: Showing NP-Card for Dipteryxic acid (NP0072263)

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Record Information

Version

2.0

Created at

2022-04-28 17:37:29 UTC

Updated at

2022-04-28 17:37:29 UTC

NP-MRD ID

NP0072263

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dipteryxic acid

Description

Dipteryxic acid, also known as dipteryxate, belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Dipteryxic acid is found in Caesalpinia crista L. and Dipteryx odorata . Dipteryxic acid was first documented in 2003 (PMID: 12762787). Based on a literature review very few articles have been published on dipteryxic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219372D          

 25 28  0  0  1  0            999 V2000
    3.6826    0.6076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927    0.9312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2751   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -1.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6209   -1.5783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7761   -1.2778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5830   -0.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0584    0.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114   -1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850    1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  1 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
  8 14  1  6  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 15 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 15 22  1  1  0  0  0
 11 23  1  1  0  0  0
  7 24  1  6  0  0  0
  1 25  1  6  0  0  0
M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -2.6607   -2.0331   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941   -0.5869   -1.3755 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4215    0.2653   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4664    0.9891   -0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9445    1.6138    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9312    2.3699    0.4481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0940    1.2051    1.3630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600    0.2878    0.8874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3325   -0.9842    1.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565    0.7960    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7738   -0.1239    0.3689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1087   -0.0620   -1.0691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1198   -0.7195   -1.9750 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2014    0.0264   -1.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546   -0.2991   -0.2839 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0037   -0.0691   -0.0569 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5638    1.0594   -0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387   -1.2987   -0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4378   -1.9410    0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744   -1.7755   -1.7891 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3380    0.1911    1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3472   -0.4385    2.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9365   -0.0560    2.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6215    0.3654    0.6854 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6101    1.8556    0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8448   -2.4313   -0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6460   -2.6947   -1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6496   -2.2226   -0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6346   -0.4780   -2.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9326    1.1285   -1.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9178   -0.8690    2.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5449    0.8243    2.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7136    1.8091    0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8865   -1.1100    0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1348    1.0267   -1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0694   -1.7758   -1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4448   -0.5808   -3.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9198    1.1143   -1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9894   -0.2816   -2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3620   -1.4082   -0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8037    1.7068   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2541    1.6830   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1985    0.6948   -1.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3508   -2.7204   -1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    1.2668    1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337   -0.2951    1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5110   -1.5530    2.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6188   -0.1274    3.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2868   -0.9266    2.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280    0.7657    2.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5957    2.3370    0.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0888    2.2578   -0.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0707    2.2220    1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 24  1  0
 24 25  1  1
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 16  1  0
 16 17  1  6
 16 18  1  0
 18 20  1  0
 18 19  2  0
 24 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  1  1
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
 11 12  1  0
  3  8  1  0
 16 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  6
 12 35  1  6
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  6
 25 51  1  0
 25 52  1  0
 25 53  1  0
 23 49  1  0
 23 50  1  0
 22 47  1  0
 22 48  1  0
 21 45  1  0
 21 46  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 20 44  1  0
 11 34  1  1
 10 32  1  0
 10 33  1  0
  9 31  1  0
  4 30  1  0
M  END


  Mrv1652304282219372D          

 25 28  0  0  1  0            999 V2000
    3.6826    0.6076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927    0.9312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2751   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -1.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6209   -1.5783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7761   -1.2778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5830   -0.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0584    0.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114   -1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850    1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  1 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
  8 14  1  6  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 15 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 15 22  1  1  0  0  0
 11 23  1  1  0  0  0
  7 24  1  6  0  0  0
  1 25  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0072263

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@@H]2CC[C@@H]3[C@](C)(CCC[C@@]3(C)C(O)=O)[C@H]2C[C@@]2(O)OC(=O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O5/c1-11-12-5-6-15-18(2,7-4-8-19(15,3)17(22)23)14(12)10-20(24)13(11)9-16(21)25-20/h9,11-12,14-15,24H,4-8,10H2,1-3H3,(H,22,23)/t11-,12+,14+,15-,18-,19-,20-/m1/s1

> <INCHI_KEY>
YWQJKAJFLCNHPB-LXTJJRHQSA-N

> <FORMULA>
C20H28O5

> <MOLECULAR_WEIGHT>
348.439

> <EXACT_MASS>
348.193674002

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.619819913502766

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,6R,7R,10S,11R,16R)-16-hydroxy-2,6,11-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadec-12-ene-6-carboxylic acid

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
3.6462558063333343

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.261854402902742

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.39452180397156

> <JCHEM_PKA_STRONGEST_BASIC>
-4.433864229564205

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
91.60729999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,6R,7R,10S,11R,16R)-16-hydroxy-2,6,11-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadec-12-ene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.813   1.738   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       8.090   2.079   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.380  -2.127   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.896  -2.398   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.017  -1.913   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.159  -2.946   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.449  -2.385   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.088  -0.981   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.842   1.676   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.928  -2.940   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.505   2.629   0.000  0.00  0.00           O+0
CONECT    1    2    6   10   25                                             
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    1                                                       
CONECT    7    2    8   24                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    1                                                       
CONECT   11    9   12   18   23                                             
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    8                                                       
CONECT   15   12   16   19   22                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   11                                                       
CONECT   19   15   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   15                                                            
CONECT   23   11                                                            
CONECT   24    7                                                            
CONECT   25    1                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
Dipteryxate	Generator

Chemical Formula

C₂₀H₂₈O₅

Average Mass

348.4390 Da

Monoisotopic Mass

348.19367 Da

IUPAC Name

(1S,2R,6R,7R,10S,11R,16R)-16-hydroxy-2,6,11-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadec-12-ene-6-carboxylic acid

Traditional Name

(1S,2R,6R,7R,10S,11R,16R)-16-hydroxy-2,6,11-trimethyl-14-oxo-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadec-12-ene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@@H]2CC[C@@H]3[C@](C)(CCC[C@@]3(C)C(O)=O)[C@H]2C[C@@]2(O)OC(=O)C=C12

InChI Identifier

InChI=1S/C20H28O5/c1-11-12-5-6-15-18(2,7-4-8-19(15,3)17(22)23)14(12)10-20(24)13(11)9-16(21)25-20/h9,11-12,14-15,24H,4-8,10H2,1-3H3,(H,22,23)/t11-,12+,14+,15-,18-,19-,20-/m1/s1

InChI Key

YWQJKAJFLCNHPB-LXTJJRHQSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Caesalpinia crista L.	Plant	KNApSAcK
Dipteryx odorata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
2-furanone
Dicarboxylic acid or derivatives
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Hemiacetal
Lactone
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	2.87	ALOGPS
logP	3.65	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.39	ChemAxon
pKa (Strongest Basic)	-4.4	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	1	ChemAxon
Refractivity	91.61 m³·mol⁻¹	ChemAxon
Polarizability	37.62 Å³	ChemAxon
Number of Rings	4	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

C00032062

Chemspider ID

9068695

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10893432

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jang DS, Park EJ, Hawthorne ME, Vigo JS, Graham JG, Cabieses F, Santarsiero BD, Mesecar AD, Fong HH, Mehta RG, Pezzuto JM, Kinghorn AD: Potential cancer chemopreventive constituents of the seeds of Dipteryx odorata (tonka bean). J Nat Prod. 2003 May;66(5):583-7. doi: 10.1021/np020522n. [PubMed:12762787 ]

Showing NP-Card for Dipteryxic acid (NP0072263)

MOL for NP0072263 (Dipteryxic acid)

3D MOL for NP0072263 (Dipteryxic acid)

3D SDF for NP0072263 (Dipteryxic acid)

3D-SDF for NP0072263 (Dipteryxic acid)

PDB for NP0072263 (Dipteryxic acid)

3D PDB for NP0072263 (Dipteryxic acid)

SMILES for NP0072263 (Dipteryxic acid)

INCHI for NP0072263 (Dipteryxic acid)

Structure for NP0072263 (Dipteryxic acid)

3D Structure for NP0072263 (Dipteryxic acid)