NP-MRD: Showing NP-Card for rugosaflavonoid B (NP0043729)

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Record Information

Version

2.0

Created at

2021-06-21 01:03:26 UTC

Updated at

2021-06-30 00:19:35 UTC

NP-MRD ID

NP0043729

Secondary Accession Numbers

None

Natural Product Identification

Common Name

rugosaflavonoid B

Provided By

JEOL Database JEOL Logo

Description

Rugosaflavonoid B belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. rugosaflavonoid B is found in Rosa rugosa. rugosaflavonoid B was first documented in 2013 (Hu, Q. -F., et al.). Based on a literature review very few articles have been published on Rugosaflavonoid B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212103033D          

 42 44  0  0  0  0            999 V2000
   -2.3249    2.7708    3.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234    2.5658    2.2685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    1.6090    1.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    0.8819    2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567   -0.0894    2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -0.8467    3.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177   -0.6777    4.6578 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -1.8160    2.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870   -2.0067    1.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3456   -2.9454    0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -4.1457    1.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -5.0225    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340   -4.7057   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0067   -5.5629   -0.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7543   -3.5322   -0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -3.2827   -2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663   -2.6523   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -1.3334    0.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -0.3579    1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111    0.3682    0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2266    0.0985   -1.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -0.2190   -2.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661    0.1361   -1.7287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8813    1.3668    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    2.0722   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010    3.3587   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4529    3.1536    4.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122    3.5285    3.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    1.8550    4.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4723    1.0474    3.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419   -2.3213    3.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3319   -4.4256    2.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251   -5.9467    1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2156   -5.1351   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8863   -2.4545   -2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758   -1.7354   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    0.6393   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -1.0877   -2.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424   -0.4718   -1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5080    3.8195   -1.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1416    4.0104    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640    3.2756   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0  0  0  0
 19 18  1  0  0  0  0
 10 17  2  0  0  0  0
  5 19  1  0  0  0  0
  5  6  1  0  0  0  0
 19 20  2  0  0  0  0
 17 15  1  0  0  0  0
 20 24  1  0  0  0  0
  6  8  1  0  0  0  0
 24  3  2  0  0  0  0
 15 13  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  8  9  2  0  0  0  0
 24 25  1  0  0  0  0
 13 12  1  0  0  0  0
 15 16  1  0  0  0  0
  9 18  1  0  0  0  0
 20 21  1  0  0  0  0
 12 11  2  0  0  0  0
 21 22  1  0  0  0  0
 11 10  1  0  0  0  0
 21 23  2  0  0  0  0
 25 26  1  0  0  0  0
 13 14  1  0  0  0  0
  3  2  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
  8 31  1  0  0  0  0
 17 36  1  0  0  0  0
 12 33  1  0  0  0  0
 11 32  1  0  0  0  0
 14 34  1  0  0  0  0
  4 30  1  0  0  0  0
 16 35  1  0  0  0  0
 22 37  1  0  0  0  0
 22 38  1  0  0  0  0
 22 39  1  0  0  0  0
 26 40  1  0  0  0  0
 26 41  1  0  0  0  0
 26 42  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.3249    2.7708    3.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234    2.5658    2.2685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    1.6090    1.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    0.8819    2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567   -0.0894    2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -0.8467    3.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177   -0.6777    4.6578 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -1.8160    2.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870   -2.0067    1.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3456   -2.9454    0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -4.1457    1.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -5.0225    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340   -4.7057   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0067   -5.5629   -0.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7543   -3.5322   -0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -3.2827   -2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663   -2.6523   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -1.3334    0.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -0.3579    1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111    0.3682    0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2266    0.0985   -1.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -0.2190   -2.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661    0.1361   -1.7287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8813    1.3668    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    2.0722   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010    3.3587   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4529    3.1536    4.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122    3.5285    3.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    1.8550    4.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4723    1.0474    3.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419   -2.3213    3.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3319   -4.4256    2.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251   -5.9467    1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2156   -5.1351   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8863   -2.4545   -2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758   -1.7354   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    0.6393   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -1.0877   -2.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424   -0.4718   -1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5080    3.8195   -1.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1416    4.0104    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640    3.2756   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
 19 18  1  0
 10 17  2  0
  5 19  1  0
  5  6  1  0
 19 20  2  0
 17 15  1  0
 20 24  1  0
  6  8  1  0
 24  3  2  0
 15 13  2  0
  3  4  1  0
  4  5  2  0
  8  9  2  0
 24 25  1  0
 13 12  1  0
 15 16  1  0
  9 18  1  0
 20 21  1  0
 12 11  2  0
 21 22  1  0
 11 10  1  0
 21 23  2  0
 25 26  1  0
 13 14  1  0
  3  2  1  0
  9 10  1  0
  2  1  1  0
  8 31  1  0
 17 36  1  0
 12 33  1  0
 11 32  1  0
 14 34  1  0
  4 30  1  0
 16 35  1  0
 22 37  1  0
 22 38  1  0
 22 39  1  0
 26 40  1  0
 26 41  1  0
 26 42  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652306212103033D          

 42 44  0  0  0  0            999 V2000
   -2.3249    2.7708    3.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234    2.5658    2.2685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    1.6090    1.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    0.8819    2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567   -0.0894    2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -0.8467    3.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177   -0.6777    4.6578 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -1.8160    2.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870   -2.0067    1.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3456   -2.9454    0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -4.1457    1.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -5.0225    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340   -4.7057   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0067   -5.5629   -0.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7543   -3.5322   -0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -3.2827   -2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663   -2.6523   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -1.3334    0.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -0.3579    1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111    0.3682    0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2266    0.0985   -1.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -0.2190   -2.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661    0.1361   -1.7287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8813    1.3668    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    2.0722   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010    3.3587   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4529    3.1536    4.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122    3.5285    3.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    1.8550    4.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4723    1.0474    3.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419   -2.3213    3.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3319   -4.4256    2.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251   -5.9467    1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2156   -5.1351   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8863   -2.4545   -2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758   -1.7354   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    0.6393   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -1.0877   -2.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424   -0.4718   -1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5080    3.8195   -1.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1416    4.0104    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640    3.2756   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0  0  0  0
 19 18  1  0  0  0  0
 10 17  2  0  0  0  0
  5 19  1  0  0  0  0
  5  6  1  0  0  0  0
 19 20  2  0  0  0  0
 17 15  1  0  0  0  0
 20 24  1  0  0  0  0
  6  8  1  0  0  0  0
 24  3  2  0  0  0  0
 15 13  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  8  9  2  0  0  0  0
 24 25  1  0  0  0  0
 13 12  1  0  0  0  0
 15 16  1  0  0  0  0
  9 18  1  0  0  0  0
 20 21  1  0  0  0  0
 12 11  2  0  0  0  0
 21 22  1  0  0  0  0
 11 10  1  0  0  0  0
 21 23  2  0  0  0  0
 25 26  1  0  0  0  0
 13 14  1  0  0  0  0
  3  2  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
  8 31  1  0  0  0  0
 17 36  1  0  0  0  0
 12 33  1  0  0  0  0
 11 32  1  0  0  0  0
 14 34  1  0  0  0  0
  4 30  1  0  0  0  0
 16 35  1  0  0  0  0
 22 37  1  0  0  0  0
 22 38  1  0  0  0  0
 22 39  1  0  0  0  0
 26 40  1  0  0  0  0
 26 41  1  0  0  0  0
 26 42  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043729

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C(C([H])=C1[H])C1=C([H])C(=O)C2=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(C(=O)C([H])([H])[H])=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O7/c1-9(20)17-18-11(7-16(24-2)19(17)25-3)13(22)8-15(26-18)10-4-5-12(21)14(23)6-10/h4-8,21,23H,1-3H3

> <INCHI_KEY>
NZKPEOCLCJZICW-UHFFFAOYSA-N

> <FORMULA>
C19H16O7

> <MOLECULAR_WEIGHT>
356.33

> <EXACT_MASS>
356.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
36.067719282139954

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-acetyl-2-(3,4-dihydroxyphenyl)-6,7-dimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
1.602559442666666

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.068456457609981

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.392296598496332

> <JCHEM_PKA_STRONGEST_BASIC>
-4.560345416574774

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
94.2622

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-acetyl-2-(3,4-dihydroxyphenyl)-6,7-dimethoxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.3249    2.7708    3.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234    2.5658    2.2685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    1.6090    1.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    0.8819    2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567   -0.0894    2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -0.8467    3.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177   -0.6777    4.6578 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -1.8160    2.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870   -2.0067    1.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3456   -2.9454    0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -4.1457    1.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -5.0225    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340   -4.7057   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0067   -5.5629   -0.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7543   -3.5322   -0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -3.2827   -2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663   -2.6523   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -1.3334    0.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -0.3579    1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111    0.3682    0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2266    0.0985   -1.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -0.2190   -2.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661    0.1361   -1.7287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8813    1.3668    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    2.0722   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010    3.3587   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4529    3.1536    4.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122    3.5285    3.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    1.8550    4.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4723    1.0474    3.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419   -2.3213    3.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3319   -4.4256    2.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251   -5.9467    1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2156   -5.1351   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8863   -2.4545   -2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758   -1.7354   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    0.6393   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -1.0877   -2.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424   -0.4718   -1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5080    3.8195   -1.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1416    4.0104    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640    3.2756   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
 19 18  1  0
 10 17  2  0
  5 19  1  0
  5  6  1  0
 19 20  2  0
 17 15  1  0
 20 24  1  0
  6  8  1  0
 24  3  2  0
 15 13  2  0
  3  4  1  0
  4  5  2  0
  8  9  2  0
 24 25  1  0
 13 12  1  0
 15 16  1  0
  9 18  1  0
 20 21  1  0
 12 11  2  0
 21 22  1  0
 11 10  1  0
 21 23  2  0
 25 26  1  0
 13 14  1  0
  3  2  1  0
  9 10  1  0
  2  1  1  0
  8 31  1  0
 17 36  1  0
 12 33  1  0
 11 32  1  0
 14 34  1  0
  4 30  1  0
 16 35  1  0
 22 37  1  0
 22 38  1  0
 22 39  1  0
 26 40  1  0
 26 41  1  0
 26 42  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.325   2.771   3.644  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.023   2.566   2.268  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.093   1.609   1.958  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.359   0.882   2.897  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.557  -0.089   2.470  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.347  -0.847   3.453  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.218  -0.678   4.658  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.317  -1.816   2.920  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.387  -2.007   1.595  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.346  -2.945   0.969  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.732  -4.146   1.595  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.630  -5.022   0.976  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.134  -4.706  -0.275  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.007  -5.563  -0.880  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.754  -3.532  -0.916  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.279  -3.283  -2.155  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.866  -2.652  -0.306  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.596  -1.333   0.679  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.739  -0.358   1.117  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.011   0.368   0.170  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.227   0.099  -1.269  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.973  -0.219  -2.122  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.366   0.136  -1.729  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.881   1.367   0.588  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.589   2.072  -0.357  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.001   3.359  -0.568  0.00  0.00           C+0
HETATM   27  H   UNK     0      -1.453   3.154   4.184  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.112   3.529   3.703  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.708   1.855   4.106  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.472   1.047   3.965  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.942  -2.321   3.644  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.332  -4.426   2.566  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.925  -5.947   1.463  0.00  0.00           H+0
HETATM   34  H   UNK     0       6.216  -5.135  -1.735  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.886  -2.454  -2.486  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.576  -1.735  -0.815  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.209   0.639  -2.755  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.744  -1.088  -2.745  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.842  -0.472  -1.508  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.508   3.820  -1.421  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.142   4.010   0.300  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.064   3.276  -0.812  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1                                                       
CONECT    3   24    4    2                                                  
CONECT    4    3    5   30                                                  
CONECT    5   19    6    4                                                  
CONECT    6    7    5    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   31                                                  
CONECT    9    8   18   10                                                  
CONECT   10   17   11    9                                                  
CONECT   11   12   10   32                                                  
CONECT   12   13   11   33                                                  
CONECT   13   15   12   14                                                  
CONECT   14   13   34                                                       
CONECT   15   17   13   16                                                  
CONECT   16   15   35                                                       
CONECT   17   10   15   36                                                  
CONECT   18   19    9                                                       
CONECT   19   18    5   20                                                  
CONECT   20   19   24   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   37   38   39                                             
CONECT   23   21                                                            
CONECT   24   20    3   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   40   41   42                                             
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    4                                                            
CONECT   31    8                                                            
CONECT   32   11                                                            
CONECT   33   12                                                            
CONECT   34   14                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   22                                                            
CONECT   38   22                                                            
CONECT   39   22                                                            
CONECT   40   26                                                            
CONECT   41   26                                                            
CONECT   42   26                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

RDKit          3D

42 44  0  0  0  0  0  0  0  0999 V2000
   -2.3249    2.7708    3.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234    2.5658    2.2685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    1.6090    1.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    0.8819    2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567   -0.0894    2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -0.8467    3.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177   -0.6777    4.6578 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -1.8160    2.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870   -2.0067    1.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3456   -2.9454    0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -4.1457    1.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -5.0225    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340   -4.7057   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0067   -5.5629   -0.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7543   -3.5322   -0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -3.2827   -2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663   -2.6523   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -1.3334    0.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -0.3579    1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111    0.3682    0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2266    0.0985   -1.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -0.2190   -2.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661    0.1361   -1.7287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8813    1.3668    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    2.0722   -0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010    3.3587   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4529    3.1536    4.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122    3.5285    3.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    1.8550    4.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4723    1.0474    3.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419   -2.3213    3.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3319   -4.4256    2.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251   -5.9467    1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2156   -5.1351   -1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8863   -2.4545   -2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758   -1.7354   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    0.6393   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -1.0877   -2.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424   -0.4718   -1.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5080    3.8195   -1.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1416    4.0104    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640    3.2756   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
 19 18  1  0
 10 17  2  0
  5 19  1  0
  5  6  1  0
 19 20  2  0
 17 15  1  0
 20 24  1  0
  6  8  1  0
 24  3  2  0
 15 13  2  0
  3  4  1  0
  4  5  2  0
  8  9  2  0
 24 25  1  0
 13 12  1  0
 15 16  1  0
  9 18  1  0
 20 21  1  0
 12 11  2  0
 21 22  1  0
 11 10  1  0
 21 23  2  0
 25 26  1  0
 13 14  1  0
  3  2  1  0
  9 10  1  0
  2  1  1  0
  8 31  1  0
 17 36  1  0
 12 33  1  0
 11 32  1  0
 14 34  1  0
  4 30  1  0
 16 35  1  0
 22 37  1  0
 22 38  1  0
 22 39  1  0
 26 40  1  0
 26 41  1  0
 26 42  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₇

Average Mass

356.3300 Da

Monoisotopic Mass

356.08960 Da

IUPAC Name

8-acetyl-2-(3,4-dihydroxyphenyl)-6,7-dimethoxy-4H-chromen-4-one

Traditional Name

8-acetyl-2-(3,4-dihydroxyphenyl)-6,7-dimethoxychromen-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C([H])=C(C([H])=C1[H])C1=C([H])C(=O)C2=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(C(=O)C([H])([H])[H])=C2O1

InChI Identifier

InChI=1S/C19H16O7/c1-9(20)17-18-11(7-16(24-2)19(17)25-3)13(22)8-15(26-18)10-4-5-12(21)14(23)6-10/h4-8,21,23H,1-3H3

InChI Key

NZKPEOCLCJZICW-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, 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
Rosa rugosa	JEOL database	Hu, Q. -F., et al, J. Nat. Prod. 76, 1866 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

6-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
Flavone
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Acetophenone
Catechol
Phenol ether
Aryl alkyl ketone
Aryl ketone
Anisole
Phenol
Pyranone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Pyran
Heteroaromatic compound
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.09	ALOGPS
logP	1.6	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.39	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	94.26 m³·mol⁻¹	ChemAxon
Polarizability	36.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

30832059

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72701894

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hu, Q. -F., et al. (2013). Hu, Q. -F., et al, J. Nat. Prod. 76, 1866 (2013). J. Nat. Prod..

Showing NP-Card for rugosaflavonoid B (NP0043729)

MOL for NP0043729 (rugosaflavonoid B)

3D MOL for NP0043729 (rugosaflavonoid B)

3D SDF for NP0043729 (rugosaflavonoid B)

3D-SDF for NP0043729 (rugosaflavonoid B)

PDB for NP0043729 (rugosaflavonoid B)

3D PDB for NP0043729 (rugosaflavonoid B)

SMILES for NP0043729 (rugosaflavonoid B)

INCHI for NP0043729 (rugosaflavonoid B)

Structure for NP0043729 (rugosaflavonoid B)

3D Structure for NP0043729 (rugosaflavonoid B)