NP-MRD: Showing NP-Card for (2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid (NP0288090)

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Record Information

Version

2.0

Created at

2022-09-09 17:39:21 UTC

Updated at

2022-09-09 17:39:21 UTC

NP-MRD ID

NP0288090

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid

Description

Feroniellic acid A, also known as feroniellate a, belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. (2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid is found in Feroniella lucida. Based on a literature review very few articles have been published on Feroniellic acid A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092219392D          

 30 32  0  0  1  0            999 V2000
    0.0000    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   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
    2.1434    2.0625    0.0000 O   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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 O   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
    2.1434   -0.4125    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 O   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
   -0.7145   -0.4125    0.0000 O   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
    0.7145    1.2375    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    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    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  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  6  0  0  0
  7 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 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
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 14 27  1  0  0  0  0
 21 27  2  0  0  0  0
  2 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.3599   -0.2848    0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1867    0.5407   -0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9327    0.7849   -0.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7870    0.2459    0.0959 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8643    1.3326    0.0810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -0.8822   -0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119   -1.4854    0.1867 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3813   -2.6261   -0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5387   -2.1943    1.3043 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0333   -0.5873    0.7270 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4137    0.2510    1.7359 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929   -1.2791    1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135   -0.5122    1.3634 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0987    0.3281    0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8512    1.6742    0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9859    2.5333    1.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1929    3.8268    0.6946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1366    3.7419   -0.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5649    2.5011   -0.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5446    1.9469   -1.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8164    0.5992   -1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7562    0.0796   -1.9400 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0501   -1.1945   -1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9637   -1.6214   -2.7390 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3712   -2.0632   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905   -1.5529   -0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0928   -0.1968   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3264    1.0302   -1.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4786    0.7642   -0.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1416    1.7822   -2.2564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4558   -0.4846    0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0254    0.2553    1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8658   -1.2771    0.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7268    1.3707   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0457    0.0590    1.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8193    1.6868   -0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6376   -0.5092   -1.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8512   -1.6624   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -2.2483   -1.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2302   -3.0574   -1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0178   -3.4224    0.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7277   -1.4921    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793    0.1341   -0.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1436    0.2269    2.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802   -2.0897    0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1206   -1.8949    2.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2796    2.2579    1.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6361    4.6816    1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0903    2.6118   -1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6249   -3.1117   -1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8705   -2.2353    0.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4931    2.7183   -2.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  1
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 27  2  0
 27 26  1  0
 26 25  2  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
  2 28  1  0
 28 30  1  0
 28 29  2  0
 27 14  1  0
 19 15  1  0
 22 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  1
  5 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  6
 11 44  1  0
 12 45  1  0
 12 46  1  0
 16 47  1  0
 17 48  1  0
 20 49  1  0
 26 51  1  0
 25 50  1  0
 30 52  1  0
M  END


  Mrv1652309092219392D          

 30 32  0  0  1  0            999 V2000
    0.0000    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1270    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   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
    2.1434    2.0625    0.0000 O   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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 O   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
    2.1434   -0.4125    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 O   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
   -0.7145   -0.4125    0.0000 O   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
    0.7145    1.2375    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    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    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  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  6  0  0  0
  7 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 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
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 14 27  1  0  0  0  0
 21 27  2  0  0  0  0
  2 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0288090

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(=C/[C@H](O)C[C@](C)(O)[C@@H](O)COC1=C2C=COC2=CC2=C1C=CC(=O)O2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O9/c1-11(20(25)26)7-12(22)9-21(2,27)17(23)10-29-19-13-3-4-18(24)30-16(13)8-15-14(19)5-6-28-15/h3-8,12,17,22-23,27H,9-10H2,1-2H3,(H,25,26)/b11-7+/t12-,17-,21-/m0/s1

> <INCHI_KEY>
WYBYWLAOBATXAF-GRIUISKZSA-N

> <FORMULA>
C21H22O9

> <MOLECULAR_WEIGHT>
418.398

> <EXACT_MASS>
418.126382288

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
40.29907045300735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4R,6S,7S)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid

> <JCHEM_LOGP>
0.7872820203333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.129181009083887

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.184178203943424

> <JCHEM_PKA_STRONGEST_BASIC>
-2.832168129727967

> <JCHEM_POLAR_SURFACE_AREA>
146.66

> <JCHEM_REFRACTIVITY>
105.07939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4R,6S,7S)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000  12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.334  10.010   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.000   7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104   8.264   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.564   5.596   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.799   2.016   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.705   0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.799  -0.476   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.667  13.860   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -4.001  11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   27                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   14   21                                                  
CONECT   28    2   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Feroniellate a	Generator

Chemical Formula

C₂₁H₂₂O₉

Average Mass

418.3980 Da

Monoisotopic Mass

418.12638 Da

IUPAC Name

(2E,4R,6S,7S)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxo-7H-furo[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid

Traditional Name

(2E,4R,6S,7S)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid

CAS Registry Number

Not Available

SMILES

C\C(=C/[C@H](O)C[C@](C)(O)[C@@H](O)COC1=C2C=COC2=CC2=C1C=CC(=O)O2)C(O)=O

InChI Identifier

InChI=1S/C21H22O9/c1-11(20(25)26)7-12(22)9-21(2,27)17(23)10-29-19-13-3-4-18(24)30-16(13)8-15-14(19)5-6-28-15/h3-8,12,17,22-23,27H,9-10H2,1-2H3,(H,25,26)/b11-7+/t12-,17-,21-/m0/s1

InChI Key

WYBYWLAOBATXAF-GRIUISKZSA-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
Feroniella lucida	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
Furanocoumarin
Linear furanocoumarin
Psoralen
Coumarin
Aromatic monoterpenoid
Benzopyran
Monoterpenoid
1-benzopyran
Benzofuran
Medium-chain hydroxy acid
Phenol ether
Medium-chain fatty acid
Methyl-branched fatty acid
Pyranone
Branched fatty acid
Alkyl aryl ether
Hydroxy fatty acid
Heterocyclic fatty acid
Pyran
Benzenoid
Unsaturated fatty acid
Fatty acid
Fatty acyl
Tertiary alcohol
Heteroaromatic compound
Furan
Secondary alcohol
Lactone
Monocarboxylic acid or derivatives
Oxacycle
Ether
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	0.79	ChemAxon
pKa (Strongest Acidic)	4.18	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	146.66 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	105.08 m³·mol⁻¹	ChemAxon
Polarizability	40.3 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	Yes	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

28285234

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101852052

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid (NP0288090)

MOL for NP0288090 ((2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid)

3D MOL for NP0288090 ((2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid)

3D SDF for NP0288090 ((2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid)

3D-SDF for NP0288090 ((2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid)

PDB for NP0288090 ((2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid)

3D PDB for NP0288090 ((2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid)

SMILES for NP0288090 ((2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid)

INCHI for NP0288090 ((2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid)

Structure for NP0288090 ((2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid)

3D Structure for NP0288090 ((2e,4r,6s,7s)-4,6,7-trihydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-2-enoic acid)