NP-MRD: Showing NP-Card for methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate (NP0311002)

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Record Information

Version

2.0

Created at

2022-09-11 06:42:17 UTC

Updated at

2022-09-11 06:42:17 UTC

NP-MRD ID

NP0311002

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate

Description

Methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1H,3H-naphtho[2,3-c]furan-6-carboxylate 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. Based on a literature review very few articles have been published on methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1H,3H-naphtho[2,3-c]furan-6-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112208422D          

 34 37  0  0  0  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119    0.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7949    0.7419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3403    0.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3691   -0.5848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400    0.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7684    0.2896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0112    1.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2828    1.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2540    2.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9536    3.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5831    1.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8547    1.8389    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 23 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
    7.6485    0.7584    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3120    1.0282    0.0847 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2588    0.4601    0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5321   -0.2814    1.7724 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8533    0.6544    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1602    1.7013    0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7847    2.5695    1.8736 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0012    3.6337    2.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390    1.8358    0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568    0.9322   -0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577    1.0982   -0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7518    0.2837   -1.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0338   -0.7516   -2.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3179   -0.9515   -1.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0310   -2.0010   -2.2636 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675   -0.1097   -0.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2750   -0.2505   -0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0585   -1.3628   -1.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9358   -1.4631   -2.8946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6200   -2.4935   -3.5765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1696   -0.8471   -2.8549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074    0.2514   -1.9883 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1827    0.2140   -0.9351 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1207    1.3047   -0.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5142    0.2859   -1.6376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1178    1.5397   -1.4618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4435   -0.7932   -1.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2559   -1.3586   -2.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4036   -1.2098    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2146   -1.3244    0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0984   -1.7199    2.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2249   -2.2476    2.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0227   -1.0202   -0.0865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9349   -0.9074    0.7870 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6419   -0.0320    1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2351    0.3847   -0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0985    1.6897    0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438    4.3076    3.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5027    4.2099    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    3.2572    3.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2826    2.6545    1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5953    1.9222   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946   -2.6406   -2.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2221   -1.2745   -2.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067   -1.2628   -0.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7208   -2.3709   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2605    1.1641   -2.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7567    1.1498    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3427    0.2169   -2.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0751    1.4475   -1.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3269   -1.4258    0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6154   -3.1581    2.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9838   -2.5307    3.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0194   -1.4823    2.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7984   -1.9049   -0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5713   -1.7793    1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  2  0
 19 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 17  5  1  0
 33 23  1  0
 16 10  1  0
 13 12  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
 11 42  1  0
 22 47  1  6
 15 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 24 48  1  0
 25 49  1  6
 26 50  1  0
 29 51  1  0
 32 52  1  0
 32 53  1  0
 32 54  1  0
 33 55  1  6
 34 56  1  0
M  END


  Mrv1652309112208422D          

 34 37  0  0  0  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119    0.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7949    0.7419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3403    0.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3691   -0.5848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400    0.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7684    0.2896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0112    1.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2828    1.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2540    2.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9536    3.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5831    1.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8547    1.8389    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 23 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0311002

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C(OC)C=C2C=C3C(OC(=O)C3=C(O)C2=C1C)C1(O)C(O)C(=O)C=C(OC)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O11/c1-8-14-9(6-12(31-2)15(8)21(28)33-4)5-10-16(17(14)25)22(29)34-20(10)23(30)18(26)11(24)7-13(32-3)19(23)27/h5-7,18-20,25-27,30H,1-4H3

> <INCHI_KEY>
SSGAWPSGWGGBIW-UHFFFAOYSA-N

> <FORMULA>
C23H22O11

> <MOLECULAR_WEIGHT>
474.418

> <EXACT_MASS>
474.116211528

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
46.00759884126425

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1H,3H-naphtho[2,3-c]furan-6-carboxylate

> <JCHEM_LOGP>
1.0981320143333315

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.034864147907975

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.113454036836721

> <JCHEM_PKA_STRONGEST_BASIC>
-3.865803505207091

> <JCHEM_POLAR_SURFACE_AREA>
169.05

> <JCHEM_REFRACTIVITY>
116.23489999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1H-naphtho[2,3-c]furan-6-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.133  -2.786   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.609  -4.251   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.038  -1.540   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.133  -0.294   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.609   1.171   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.084   1.385   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.969   0.448   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.022  -1.092   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      11.275   1.264   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.634   0.541   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      11.221   2.803   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.861   3.526   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.807   5.065   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      11.113   5.881   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.555   2.710   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       7.195   3.433   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   17                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17                                                  
CONECT   17   16    5   18                                                  
CONECT   18   17                                                            
CONECT   19   13   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   12   23                                                  
CONECT   23   22   24   25   33                                             
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   23   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Value	Source
Methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1H,3H-naphtho[2,3-c]furan-6-carboxylic acid	Generator

Chemical Formula

C₂₃H₂₂O₁₁

Average Mass

474.4180 Da

Monoisotopic Mass

474.11621 Da

IUPAC Name

methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1H,3H-naphtho[2,3-c]furan-6-carboxylate

Traditional Name

methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1H-naphtho[2,3-c]furan-6-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(OC)C=C2C=C3C(OC(=O)C3=C(O)C2=C1C)C1(O)C(O)C(=O)C=C(OC)C1O

InChI Identifier

InChI=1S/C23H22O11/c1-8-14-9(6-12(31-2)15(8)21(28)33-4)5-10-16(17(14)25)22(29)34-20(10)23(30)18(26)11(24)7-13(32-3)19(23)27/h5-7,18-20,25-27,30H,1-4H3

InChI Key

SSGAWPSGWGGBIW-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

Not Available

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-naphthalenecarboxylic acid or derivatives
2-naphthalenecarboxylic acid
O-methoxybenzoic acid or derivatives
1-naphthol
Isobenzofuranone
Phthalide
Naphthalene
Benzofuranone
Isocoumaran
Anisole
1-hydroxy-4-unsubstituted benzenoid
Cyclohexenone
Alkyl aryl ether
Benzenoid
Dicarboxylic acid or derivatives
Cyclitol or derivatives
Vinylogous ester
Vinylogous acid
Methyl ester
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Polyol
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	1.1	ChemAxon
pKa (Strongest Acidic)	9.11	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	169.05 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	116.23 m³·mol⁻¹	ChemAxon
Polarizability	46.01 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

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

163060938

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate (NP0311002)

MOL for NP0311002 (methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate)

3D MOL for NP0311002 (methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate)

3D SDF for NP0311002 (methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate)

3D-SDF for NP0311002 (methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate)

PDB for NP0311002 (methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate)

3D PDB for NP0311002 (methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate)

SMILES for NP0311002 (methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate)

INCHI for NP0311002 (methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate)

Structure for NP0311002 (methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate)

3D Structure for NP0311002 (methyl 4-hydroxy-7-methoxy-5-methyl-3-oxo-1-(1,2,6-trihydroxy-3-methoxy-5-oxocyclohex-3-en-1-yl)-1h-naphtho[2,3-c]furan-6-carboxylate)