NP-MRD: Showing NP-Card for 6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran (NP0028751)

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Record Information

Version

2.0

Created at

2021-06-19 20:33:28 UTC

Updated at

2021-06-29 23:55:43 UTC

NP-MRD ID

NP0028751

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran

Provided By

JEOL Database JEOL Logo

Description

1-(5,7-Dimethoxy-2,2-dimethyl-2H-chromen-6-yl)-2-methylpropan-1-one 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. 6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran is found in Hypericum polyanthemum. 6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran was first documented in 2001 (Ferraz, A. B. F., et al.). Based on a literature review very few articles have been published on 1-(5,7-dimethoxy-2,2-dimethyl-2H-chromen-6-yl)-2-methylpropan-1-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122333D          

 43 44  0  0  0  0            999 V2000
    2.7234   -2.7987    2.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775   -1.4104    1.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -0.9708    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2616   -1.8017    1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9581   -1.2611    0.8032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1204    0.1195    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    0.9630    0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    2.3224    0.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589    2.9366    1.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    0.4156    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3190    1.3158    1.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    2.0132    2.6800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    1.3499    0.6487 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3188    2.6070   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7974    1.3080    1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845    0.6258    0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3863   -0.2378   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2681   -1.7142    0.2368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1396   -2.0719    1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345   -2.5093   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330   -2.1797    0.5233 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7404   -2.9605    2.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6027   -3.3927    1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286   -3.1243    2.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3302   -2.8817    1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2717    2.4757    2.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    3.9864    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7528    2.9025    2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3785    0.4731   -0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200    2.6579   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    2.6192   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642    3.5137    0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6184    1.2809    0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9408    2.1843    2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8753    0.4189    1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914    1.6810   -0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3395    0.1296   -0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1924   -1.8166    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951   -1.5482    2.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -3.1431    1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977   -2.2984   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586   -3.5878   -0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7710   -2.2788   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 13 11  1  0  0  0  0
  2  3  1  0  0  0  0
  6 16  1  0  0  0  0
  5 21  1  0  0  0  0
 21 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 16  2  0  0  0  0
 10  7  2  0  0  0  0
  7  8  1  0  0  0  0
  3  4  2  0  0  0  0
 18 19  1  0  0  0  0
  4  5  1  0  0  0  0
 18 20  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  6  5  2  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10  3  1  0  0  0  0
 13 15  1  0  0  0  0
 13 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
  4 25  1  0  0  0  0
 17 37  1  0  0  0  0
 16 36  1  0  0  0  0
 19 38  1  0  0  0  0
 19 39  1  0  0  0  0
 19 40  1  0  0  0  0
 20 41  1  0  0  0  0
 20 42  1  0  0  0  0
 20 43  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
M  END

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    2.7234   -2.7987    2.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775   -1.4104    1.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -0.9708    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2616   -1.8017    1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9581   -1.2611    0.8032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1204    0.1195    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    0.9630    0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    2.3224    0.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589    2.9366    1.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    0.4156    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3190    1.3158    1.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    2.0132    2.6800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    1.3499    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3188    2.6070   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7974    1.3080    1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845    0.6258    0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3863   -0.2378   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2681   -1.7142    0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396   -2.0719    1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345   -2.5093   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330   -2.1797    0.5233 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7404   -2.9605    2.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6027   -3.3927    1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286   -3.1243    2.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3302   -2.8817    1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2717    2.4757    2.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    3.9864    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7528    2.9025    2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3785    0.4731   -0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200    2.6579   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    2.6192   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642    3.5137    0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6184    1.2809    0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9408    2.1843    2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8753    0.4189    1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914    1.6810   -0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3395    0.1296   -0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1924   -1.8166    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951   -1.5482    2.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -3.1431    1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977   -2.2984   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586   -3.5878   -0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7710   -2.2788   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 13 11  1  0
  2  3  1  0
  6 16  1  0
  5 21  1  0
 21 18  1  0
 18 17  1  0
 17 16  2  0
 10  7  2  0
  7  8  1  0
  3  4  2  0
 18 19  1  0
  4  5  1  0
 18 20  1  0
  6  7  1  0
  8  9  1  0
  6  5  2  0
  2  1  1  0
 10 11  1  0
 11 12  2  0
 10  3  1  0
 13 15  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
  4 25  1  0
 17 37  1  0
 16 36  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END


  Mrv1652306192122333D          

 43 44  0  0  0  0            999 V2000
    2.7234   -2.7987    2.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775   -1.4104    1.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -0.9708    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2616   -1.8017    1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9581   -1.2611    0.8032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1204    0.1195    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    0.9630    0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    2.3224    0.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589    2.9366    1.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    0.4156    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3190    1.3158    1.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    2.0132    2.6800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    1.3499    0.6487 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3188    2.6070   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7974    1.3080    1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845    0.6258    0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3863   -0.2378   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2681   -1.7142    0.2368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1396   -2.0719    1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345   -2.5093   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330   -2.1797    0.5233 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7404   -2.9605    2.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6027   -3.3927    1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286   -3.1243    2.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3302   -2.8817    1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2717    2.4757    2.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    3.9864    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7528    2.9025    2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3785    0.4731   -0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200    2.6579   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    2.6192   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642    3.5137    0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6184    1.2809    0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9408    2.1843    2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8753    0.4189    1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914    1.6810   -0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3395    0.1296   -0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1924   -1.8166    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951   -1.5482    2.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -3.1431    1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977   -2.2984   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586   -3.5878   -0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7710   -2.2788   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 13 11  1  0  0  0  0
  2  3  1  0  0  0  0
  6 16  1  0  0  0  0
  5 21  1  0  0  0  0
 21 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 16  2  0  0  0  0
 10  7  2  0  0  0  0
  7  8  1  0  0  0  0
  3  4  2  0  0  0  0
 18 19  1  0  0  0  0
  4  5  1  0  0  0  0
 18 20  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  6  5  2  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10  3  1  0  0  0  0
 13 15  1  0  0  0  0
 13 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
  4 25  1  0  0  0  0
 17 37  1  0  0  0  0
 16 36  1  0  0  0  0
 19 38  1  0  0  0  0
 19 39  1  0  0  0  0
 19 40  1  0  0  0  0
 20 41  1  0  0  0  0
 20 42  1  0  0  0  0
 20 43  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028751

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C(OC2=C1C(OC([H])([H])[H])=C(C(=O)C([H])(C([H])([H])[H])C([H])([H])[H])C(OC([H])([H])[H])=C2[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O4/c1-10(2)15(18)14-13(19-5)9-12-11(16(14)20-6)7-8-17(3,4)21-12/h7-10H,1-6H3

> <INCHI_KEY>
TXAQIOZLMJJXGS-UHFFFAOYSA-N

> <FORMULA>
C17H22O4

> <MOLECULAR_WEIGHT>
290.359

> <EXACT_MASS>
290.151809188

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.33460436037723

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(5,7-dimethoxy-2,2-dimethyl-2H-chromen-6-yl)-2-methylpropan-1-one

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
3.359696330666666

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.444639786986627

> <JCHEM_PKA_STRONGEST_BASIC>
-4.434040428992287

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
82.982

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(5,7-dimethoxy-2,2-dimethylchromen-6-yl)-2-methylpropan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    2.7234   -2.7987    2.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775   -1.4104    1.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -0.9708    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2616   -1.8017    1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9581   -1.2611    0.8032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1204    0.1195    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    0.9630    0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    2.3224    0.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589    2.9366    1.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    0.4156    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3190    1.3158    1.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    2.0132    2.6800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    1.3499    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3188    2.6070   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7974    1.3080    1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845    0.6258    0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3863   -0.2378   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2681   -1.7142    0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396   -2.0719    1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345   -2.5093   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330   -2.1797    0.5233 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7404   -2.9605    2.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6027   -3.3927    1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286   -3.1243    2.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3302   -2.8817    1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2717    2.4757    2.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    3.9864    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7528    2.9025    2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3785    0.4731   -0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200    2.6579   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    2.6192   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642    3.5137    0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6184    1.2809    0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9408    2.1843    2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8753    0.4189    1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914    1.6810   -0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3395    0.1296   -0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1924   -1.8166    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951   -1.5482    2.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -3.1431    1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977   -2.2984   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586   -3.5878   -0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7710   -2.2788   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 13 11  1  0
  2  3  1  0
  6 16  1  0
  5 21  1  0
 21 18  1  0
 18 17  1  0
 17 16  2  0
 10  7  2  0
  7  8  1  0
  3  4  2  0
 18 19  1  0
  4  5  1  0
 18 20  1  0
  6  7  1  0
  8  9  1  0
  6  5  2  0
  2  1  1  0
 10 11  1  0
 11 12  2  0
 10  3  1  0
 13 15  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
  4 25  1  0
 17 37  1  0
 16 36  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       2.723  -2.799   2.198  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.578  -1.410   1.925  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.345  -0.971   1.520  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.262  -1.802   1.230  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.958  -1.261   0.803  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.120   0.120   0.653  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.046   0.963   0.977  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.161   2.322   0.806  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.659   2.937   2.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.182   0.416   1.383  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.319   1.316   1.669  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.295   2.013   2.680  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.449   1.350   0.649  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.319   2.607  -0.205  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.797   1.308   1.361  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.385   0.626   0.131  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.386  -0.238  -0.055  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.268  -1.714   0.237  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.140  -2.072   1.446  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.735  -2.509  -0.989  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.933  -2.180   0.523  0.00  0.00           O+0
HETATM   22  H   UNK     0       3.740  -2.961   2.568  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.603  -3.393   1.287  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.029  -3.124   2.980  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.330  -2.882   1.313  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.272   2.476   2.915  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.351   3.986   1.988  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.753   2.902   2.007  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.378   0.473  -0.006  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.120   2.658  -0.949  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.362   2.619  -0.738  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.364   3.514   0.409  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.618   1.281   0.637  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.941   2.184   2.003  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.875   0.419   1.996  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.491   1.681  -0.093  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.340   0.130  -0.427  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.192  -1.817   1.283  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.795  -1.548   2.346  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.075  -3.143   1.670  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.098  -2.298  -1.856  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.659  -3.588  -0.807  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.771  -2.279  -1.259  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5   25                                                  
CONECT    5   21    4    6                                                  
CONECT    6   16    7    5                                                  
CONECT    7   10    8    6                                                  
CONECT    8    7    9                                                       
CONECT    9    8   26   27   28                                             
CONECT   10    7   11    3                                                  
CONECT   11   13   10   12                                                  
CONECT   12   11                                                            
CONECT   13   14   11   15   29                                             
CONECT   14   13   30   31   32                                             
CONECT   15   13   33   34   35                                             
CONECT   16    6   17   36                                                  
CONECT   17   18   16   37                                                  
CONECT   18   21   17   19   20                                             
CONECT   19   18   38   39   40                                             
CONECT   20   18   41   42   43                                             
CONECT   21    5   18                                                       
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    4                                                            
CONECT   26    9                                                            
CONECT   27    9                                                            
CONECT   28    9                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   14                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   19                                                            
CONECT   39   19                                                            
CONECT   40   19                                                            
CONECT   41   20                                                            
CONECT   42   20                                                            
CONECT   43   20                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

RDKit          3D

43 44  0  0  0  0  0  0  0  0999 V2000
    2.7234   -2.7987    2.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775   -1.4104    1.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -0.9708    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2616   -1.8017    1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9581   -1.2611    0.8032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1204    0.1195    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    0.9630    0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    2.3224    0.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589    2.9366    1.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    0.4156    1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3190    1.3158    1.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    2.0132    2.6800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    1.3499    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3188    2.6070   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7974    1.3080    1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845    0.6258    0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3863   -0.2378   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2681   -1.7142    0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396   -2.0719    1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345   -2.5093   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330   -2.1797    0.5233 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7404   -2.9605    2.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6027   -3.3927    1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286   -3.1243    2.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3302   -2.8817    1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2717    2.4757    2.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    3.9864    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7528    2.9025    2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3785    0.4731   -0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200    2.6579   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    2.6192   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642    3.5137    0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6184    1.2809    0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9408    2.1843    2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8753    0.4189    1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914    1.6810   -0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3395    0.1296   -0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1924   -1.8166    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951   -1.5482    2.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -3.1431    1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977   -2.2984   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586   -3.5878   -0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7710   -2.2788   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 13 11  1  0
  2  3  1  0
  6 16  1  0
  5 21  1  0
 21 18  1  0
 18 17  1  0
 17 16  2  0
 10  7  2  0
  7  8  1  0
  3  4  2  0
 18 19  1  0
  4  5  1  0
 18 20  1  0
  6  7  1  0
  8  9  1  0
  6  5  2  0
  2  1  1  0
 10 11  1  0
 11 12  2  0
 10  3  1  0
 13 15  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
  4 25  1  0
 17 37  1  0
 16 36  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END

View in JSmol

Synonyms

Value	Source
HP1 CPD	MeSH

Chemical Formula

C₁₇H₂₂O₄

Average Mass

290.3590 Da

Monoisotopic Mass

290.15181 Da

IUPAC Name

1-(5,7-dimethoxy-2,2-dimethyl-2H-chromen-6-yl)-2-methylpropan-1-one

Traditional Name

1-(5,7-dimethoxy-2,2-dimethylchromen-6-yl)-2-methylpropan-1-one

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C(OC2=C1C(OC([H])([H])[H])=C(C(=O)C([H])(C([H])([H])[H])C([H])([H])[H])C(OC([H])([H])[H])=C2[H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C17H22O4/c1-10(2)15(18)14-13(19-5)9-12-11(16(14)20-6)7-8-17(3,4)21-12/h7-10H,1-6H3

InChI Key

TXAQIOZLMJJXGS-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hypericum polyanthemum	JEOL database	Ferraz, A. B. F., et al, Phytochemistry 57, 1227 (2001)

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
Aryl alkyl ketone
Aryl ketone
Anisole
Alkyl aryl ether
Benzenoid
Ketone
Oxacycle
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	3.61	ALOGPS
logP	3.36	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	16.44	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.98 m³·mol⁻¹	ChemAxon
Polarizability	32.33 Å³	ChemAxon
Number of Rings	2	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

C00050741

Chemspider ID

553026

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

637410

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ferraz, A. B. F., et al. (2001). Ferraz, A. B. F., et al, Phytochemistry 57, 1227 (2001). Phytochem..

Showing NP-Card for 6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran (NP0028751)

MOL for NP0028751 (6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran)

3D MOL for NP0028751 (6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran)

3D SDF for NP0028751 (6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran)

3D-SDF for NP0028751 (6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran)

PDB for NP0028751 (6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran)

3D PDB for NP0028751 (6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran)

SMILES for NP0028751 (6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran)

INCHI for NP0028751 (6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran)

Structure for NP0028751 (6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran)

3D Structure for NP0028751 (6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran)