NP-MRD: Showing NP-Card for ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate (NP0326012)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 07:12:34 UTC

Updated at

2022-09-12 07:12:35 UTC

NP-MRD ID

NP0326012

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate

Description

Ethyl 4-[(2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-carboxylate belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate is found in Aspergillus flavipes. Based on a literature review very few articles have been published on ethyl 4-[(2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122209122D          

 32 35  0  0  0  0            999 V2000
   -6.2913   -0.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5377   -1.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8702   -0.8394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1166   -1.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0303   -1.9954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4491   -0.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0012   -0.0769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0366   -1.4045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2296   -1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6166   -1.7850    0.0000 O   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 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
    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 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 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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971   -0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0686    0.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8532    0.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0248    1.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4117    2.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    3.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6270    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4555    1.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  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
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 16 24  1  0  0  0  0
 11 25  2  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 26 32  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -5.9959    3.3930    1.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6831    1.9131    1.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3324    1.6727    1.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7631    2.0752    0.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4445    2.6983   -0.4825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459    1.7995    0.0520 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9817    2.2904   -1.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5581    2.4581    1.0070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7540    1.5579    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0743    1.8505    2.6039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763    0.2637    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4091   -1.0143    1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801   -0.8681    1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8950   -0.5250    2.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2721   -0.3901    2.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8631   -0.5930    0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0418   -0.9364   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -1.0703    0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.1719   -1.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0918   -1.1205   -1.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6758   -0.1549   -0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    1.2512   -0.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1817   -0.2314   -0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2440   -0.4510    0.8335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9960    0.3760    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5764   -0.7455   -0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0027   -1.9072   -0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5270   -2.9590   -0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6245   -2.8389   -2.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1500   -3.8997   -2.8979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1979   -1.6752   -2.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6795   -0.6415   -1.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0760    3.5254    1.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4379    3.9819    1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8233    3.7642    2.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8507    1.5098    2.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3643    1.4470    1.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7857    2.7475   -1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6907   -1.3338    2.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6608   -1.8527    0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4641   -0.3597    3.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198   -0.1165    3.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0067   -1.3400   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2108   -2.1564   -1.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1743   -0.3839   -2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3568   -0.7394   -2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335   -2.1387   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9925    1.3325   -1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372    1.4802   -0.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9747    1.9446   -0.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5483    0.6669   -1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5238   -1.1456   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5818   -0.2442    0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9652   -2.0521    1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8425   -3.8441   -0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2071   -3.7803   -3.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2781   -1.5918   -3.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446    0.2735   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 24  1  0
 24 21  1  0
 21 22  1  0
 21 23  1  0
 21 20  1  0
 20 19  1  0
 19 17  1  0
 17 18  2  0
 11 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 25  6  1  0
 32 26  1  0
 18 13  1  0
 17 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  7 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 20 46  1  0
 20 47  1  0
 19 44  1  0
 19 45  1  0
 18 43  1  0
 27 54  1  0
 28 55  1  0
 30 56  1  0
 31 57  1  0
 32 58  1  0
M  END


  Mrv1652309122209122D          

 32 35  0  0  0  0            999 V2000
   -6.2913   -0.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5377   -1.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8702   -0.8394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1166   -1.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0303   -1.9954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4491   -0.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0012   -0.0769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0366   -1.4045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2296   -1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6166   -1.7850    0.0000 O   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 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
    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 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 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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971   -0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0686    0.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8532    0.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0248    1.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4117    2.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    3.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6270    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4555    1.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  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
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 16 24  1  0  0  0  0
 11 25  2  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 26 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0326012

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)C1(O)OC(=O)C(CC2=CC=C3OC(C)(C)CCC3=C2)=C1C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O7/c1-4-30-23(28)25(29)21(16-6-8-18(26)9-7-16)19(22(27)32-25)14-15-5-10-20-17(13-15)11-12-24(2,3)31-20/h5-10,13,26,29H,4,11-12,14H2,1-3H3

> <INCHI_KEY>
RPTKQXGWCRHIGJ-UHFFFAOYSA-N

> <FORMULA>
C25H26O7

> <MOLECULAR_WEIGHT>
438.476

> <EXACT_MASS>
438.167853177

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
45.821195996579135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 4-[(2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-carboxylate

> <JCHEM_LOGP>
4.901956353000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.39990073495767

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.667372531292907

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8647047264964

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
116.97920000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0     -11.744  -1.846   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.337  -2.472   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -9.091  -1.567   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -7.684  -2.193   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -7.523  -3.725   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -6.438  -1.288   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.469  -0.144   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -5.668  -2.622   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.162  -2.302   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.018  -3.332   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -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       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.518  -2.043   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.528  -3.757   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.408  -0.144   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.728   1.363   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.193   1.839   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.513   3.345   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.368   4.375   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -6.689   5.882   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.904   3.900   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.584   2.393   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8   25                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   24                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21   16                                                       
CONECT   25   11    6   26                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   26                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Value	Source
Ethyl 4-[(2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-carboxylic acid	Generator

Chemical Formula

C₂₅H₂₆O₇

Average Mass

438.4760 Da

Monoisotopic Mass

438.16785 Da

IUPAC Name

ethyl 4-[(2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-carboxylate

Traditional Name

ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1(O)OC(=O)C(CC2=CC=C3OC(C)(C)CCC3=C2)=C1C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C25H26O7/c1-4-30-23(28)25(29)21(16-6-8-18(26)9-7-16)19(22(27)32-25)14-15-5-10-20-17(13-15)11-12-24(2,3)31-20/h5-10,13,26,29H,4,11-12,14H2,1-3H3

InChI Key

RPTKQXGWCRHIGJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus flavipes	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Dicarboxylic acid or derivatives
2-furanone
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Lactone
Hemiacetal
Carboxylic acid ester
Oxacycle
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.9	ChemAxon
pKa (Strongest Acidic)	8.67	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	116.98 m³·mol⁻¹	ChemAxon
Polarizability	45.82 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	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

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

162815986

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate (NP0326012)

MOL for NP0326012 (ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

3D MOL for NP0326012 (ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

3D SDF for NP0326012 (ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

3D-SDF for NP0326012 (ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

PDB for NP0326012 (ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

3D PDB for NP0326012 (ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

SMILES for NP0326012 (ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

INCHI for NP0326012 (ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

Structure for NP0326012 (ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)

3D Structure for NP0326012 (ethyl 4-[(2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)methyl]-2-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate)