NP-MRD: Showing NP-Card for (1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one (NP0296754)

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Record Information

Version

2.0

Created at

2022-09-10 06:31:35 UTC

Updated at

2022-09-10 06:31:36 UTC

NP-MRD ID

NP0296754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one

Description

Lupinol C belongs to the class of organic compounds known as coumaronochromones. These are polycyclic aromatic compounds containing a 1-benzopyran-4-one and a benzofuran, where the furan ring and the pyran ring are fused together. (1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one is found in Lupinus luteus. Based on a literature review very few articles have been published on Lupinol C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102208312D          

 27 30  0  0  1  0            999 V2000
    7.9590   -0.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -0.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0146   -1.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5581   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1571   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3198    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1015    0.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7006    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7562    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3754   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -1.2051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119   -0.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553    0.4306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1091   -0.3568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1069    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9283    0.5669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990    1.6440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180    1.2394    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2997    1.5030    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  6  0  0  0
 16 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 27  1  0  0  0  0
M  END

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
   -6.7212    0.4012   -0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4735   -0.0683    0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3528   -1.4503    0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382    0.7698    0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1675    0.3346    1.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0144    0.3902    0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1549    0.6946   -1.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4176    0.9723   -1.7367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176    0.7204   -1.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2503    0.4498   -1.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3840    0.1452   -0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454    0.1183    0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5684   -0.1949    2.0364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189   -0.1383    0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9298    0.0624    1.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7290   -0.6517   -0.5346 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4176   -1.9707   -0.8477 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1086   -0.4336   -0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9670   -1.1048    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2802   -0.6785    0.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6982    0.4686    0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9777    0.9308    0.5129 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8450    1.1528   -0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5356    0.7112   -0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5103    1.2296   -1.5414 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658    0.1353   -1.8297 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3765    0.4795   -2.2211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5023   -0.3981   -0.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1798    1.2586    0.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5098    0.6544   -1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1087   -1.4276    1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5665   -1.9685    0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3135   -1.9821    0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5134    1.7988    0.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9317    0.9931    1.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2806   -0.7246    1.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4796    1.1880   -2.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1191    0.9565   -2.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3985   -0.2143    2.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0813   -2.3845   -0.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5873   -2.0151    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8923   -1.2563    1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6510    0.4671    1.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1995    2.0543   -1.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1691   -0.4754   -2.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 27  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  2  0
 23 21  1  0
 21 22  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 18 16  1  0
 16 17  1  6
 16 14  1  0
 14 15  2  0
 14 11  1  0
 11 12  2  0
 12 13  1  0
 12  6  1  0
 11 10  1  0
 16 26  1  0
 18 24  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 26 45  1  6
 23 44  1  0
 22 43  1  0
 20 42  1  0
 19 41  1  0
 17 40  1  0
 13 39  1  0
M  END


  Mrv1652309102208312D          

 27 30  0  0  1  0            999 V2000
    7.9590   -0.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -0.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0146   -1.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5581   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1571   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3198    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1015    0.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7006    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7562    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3754   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -1.2051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119   -0.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553    0.4306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1091   -0.3568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1069    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9283    0.5669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990    1.6440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180    1.2394    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2997    1.5030    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  6  0  0  0
 16 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C(O)C=C2O[C@H]3OC4=CC(O)=CC=C4[C@@]3(O)C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O7/c1-9(2)3-5-11-13(22)8-15-16(17(11)23)18(24)20(25)12-6-4-10(21)7-14(12)26-19(20)27-15/h3-4,6-8,19,21-23,25H,5H2,1-2H3/t19-,20-/m1/s1

> <INCHI_KEY>
BGGHUJKZYHZOPN-WOJBJXKFSA-N

> <FORMULA>
C20H18O7

> <MOLECULAR_WEIGHT>
370.357

> <EXACT_MASS>
370.10525292

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.386761507278834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,10S)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3,5,7,11,13,15-hexaen-9-one

> <JCHEM_LOGP>
3.861389311666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.922785770326636

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.499293545324156

> <JCHEM_PKA_STRONGEST_BASIC>
-4.756853783831649

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
96.39710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,10S)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3,5,7,11,13,15-hexaen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      14.857  -1.299   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.397  -1.791   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.094  -3.301   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.242  -0.774   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.782  -1.266   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.627  -0.248   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.930   1.262   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.390   1.754   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.774   2.280   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.315   1.788   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.012   0.278   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.167  -0.740   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.864  -2.250   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.552  -0.214   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.249  -1.724   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.397   0.804   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.937  -0.666   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.867   0.626   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.976  -0.630   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.442  -0.486   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.200   0.914   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.733   1.058   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.692   2.170   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.225   2.026   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.358   3.069   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.700   2.314   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.159   2.806   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   27                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11    6   13                                                  
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18   26                                             
CONECT   17   16                                                            
CONECT   18   16   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   16   27                                                  
CONECT   27   26   10                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₇

Average Mass

370.3570 Da

Monoisotopic Mass

370.10525 Da

IUPAC Name

(1R,10S)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3,5,7,11,13,15-hexaen-9-one

Traditional Name

(1R,10S)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3,5,7,11,13,15-hexaen-9-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(O)C=C2O[C@H]3OC4=CC(O)=CC=C4[C@@]3(O)C(=O)C2=C1O

InChI Identifier

InChI=1S/C20H18O7/c1-9(2)3-5-11-13(22)8-15-16(17(11)23)18(24)20(25)12-6-4-10(21)7-14(12)26-19(20)27-15/h3-4,6-8,19,21-23,25H,5H2,1-2H3/t19-,20-/m1/s1

InChI Key

BGGHUJKZYHZOPN-WOJBJXKFSA-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
Lupinus luteus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaronochromones. These are polycyclic aromatic compounds containing a 1-benzopyran-4-one and a benzofuran, where the furan ring and the pyran ring are fused together.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Coumaronochromones

Direct Parent

Coumaronochromones

Alternative Parents

Substituents

Coumaronochromone
Coumaronochromene
Isoflavanone
Isoflavan
Chromone
1-benzopyran
Benzopyran
Chromane
Coumaran
Furopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyran
Vinylogous acid
Tertiary alcohol
Furan
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	3.86	ChemAxon
pKa (Strongest Acidic)	7.5	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	96.4 m³·mol⁻¹	ChemAxon
Polarizability	37.39 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

C00019721

Chemspider ID

62765407

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91884941

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one (NP0296754)

MOL for NP0296754 ((1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one)

3D MOL for NP0296754 ((1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one)

3D SDF for NP0296754 ((1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one)

3D-SDF for NP0296754 ((1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one)

PDB for NP0296754 ((1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one)

3D PDB for NP0296754 ((1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one)

SMILES for NP0296754 ((1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one)

INCHI for NP0296754 ((1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one)

Structure for NP0296754 ((1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one)

3D Structure for NP0296754 ((1r,10s)-5,7,10,14-tetrahydroxy-6-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-3,5,7,11,13,15-hexaen-9-one)