NP-MRD: Showing NP-Card for 6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one (NP0217725)

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Record Information

Version

2.0

Created at

2022-09-05 18:10:09 UTC

Updated at

2022-09-05 18:10:09 UTC

NP-MRD ID

NP0217725

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one

Description

AC1NCTEH belongs to the class of organic compounds known as flavonolignans. These are non-conventional lignans that derived from flavonoids. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to the B-ring of the 2-phenylchromene moiety. AC1NCTEH is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251514552D          

 33 37  0  0  0  0            999 V2000
   -1.2671    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -2.9684    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
    5.7794    2.5613    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3276    1.4040   -0.3374 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5554    0.2951   -0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983    0.2935   -0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4272   -0.8273   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0119   -0.8315   -0.0873 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7826   -0.2386    1.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4597   -0.2025    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1422   -0.1336    2.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795   -0.0958    3.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4015   -0.0273    4.8052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2072   -0.1312    2.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5341   -0.0995    2.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8781   -0.0354    4.1455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976   -0.1389    1.9381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415   -0.2083    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1404   -0.2519   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7139   -0.3211   -1.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6292   -0.3645   -2.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9809   -0.3386   -2.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4118   -0.2699   -1.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4851   -0.2270   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -0.2353    0.3269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8800   -0.2021    1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5665   -0.2373    0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410   -0.3071   -0.5932 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0926   -0.1852   -1.0672 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4751    1.2634   -1.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5705    1.7981   -2.2060 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0082   -1.9419   -1.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3573   -1.9155   -1.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1372   -0.8190   -1.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4766   -0.8588   -1.4815 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6157    3.2882    0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318    2.2889    1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9768    3.0223   -0.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327    1.2004    0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6714   -1.9062    0.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430   -0.1049    3.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1604    0.0081    5.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5353   -0.1126    2.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6650   -0.3409   -1.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2893   -0.4189   -3.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6589   -0.3742   -3.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4518   -0.2485   -1.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8448   -0.1729    0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1513   -0.7543   -2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4690    1.3733   -1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823    1.8298   -0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9953    2.5733   -2.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4794   -2.8591   -1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8185   -2.7947   -1.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8849   -1.6672   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 32  3  1  0
 27  6  1  0
 22 17  1  0
 25  8  1  0
 24 12  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
 30 51  1  0
 31 52  1  0
 33 53  1  0
  6 38  1  1
  9 39  1  0
 11 40  1  0
 15 41  1  0
 27 47  1  6
 28 48  1  0
 28 49  1  0
 29 50  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
M  END


  Mrv1533004251514552D          

 33 37  0  0  0  0            999 V2000
   -1.2671    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -2.9684    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217725

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)C1OC2=CC(O)=C3C(=O)C=C(OC3=C2OC1CO)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H20O8/c1-30-19-9-14(7-8-15(19)27)23-21(12-26)33-24-20(32-23)11-17(29)22-16(28)10-18(31-25(22)24)13-5-3-2-4-6-13/h2-11,21,23,26-27,29H,12H2,1H3

> <INCHI_KEY>
FECLWLKPCOCFKF-UHFFFAOYSA-N

> <FORMULA>
C25H20O8

> <MOLECULAR_WEIGHT>
448.427

> <EXACT_MASS>
448.115817604

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
45.87984538564663

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2H,3H,7H-[1,4]dioxino[2,3-h]chromen-7-one

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.5196209603333335

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.91172300110349

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.823997846118324

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9904937164647656

> <JCHEM_POLAR_SURFACE_AREA>
114.68000000000002

> <JCHEM_REFRACTIVITY>
118.5989

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2H,3H-[1,4]dioxino[2,3-h]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -2.365   1.127   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.825   1.127   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.055  -0.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.485  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.255  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.485  -2.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.055  -2.874   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.825  -1.540   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.365  -1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.565  -0.206   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.185   2.461   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.495   1.127   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.185  -2.874   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.105  -2.874   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.795  -4.207   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.255  -4.207   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      11.495  -4.207   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.035  -4.207   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.805  -5.541   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.035  -6.875   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.495  -6.875   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.725  -5.541   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   25                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   16   23                                                  
CONECT   23   22   12   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   10   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   20   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₀O₈

Average Mass

448.4270 Da

Monoisotopic Mass

448.11582 Da

IUPAC Name

6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2H,3H,7H-[1,4]dioxino[2,3-h]chromen-7-one

Traditional Name

6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2H,3H-[1,4]dioxino[2,3-h]chromen-7-one

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)C1OC2=CC(O)=C3C(=O)C=C(OC3=C2OC1CO)C1=CC=CC=C1

InChI Identifier

InChI=1S/C25H20O8/c1-30-19-9-14(7-8-15(19)27)23-21(12-26)33-24-20(32-23)11-17(29)22-16(28)10-18(31-25(22)24)13-5-3-2-4-6-13/h2-11,21,23,26-27,29H,12H2,1H3

InChI Key

FECLWLKPCOCFKF-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonolignans. These are non-conventional lignans that derived from flavonoids. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to the B-ring of the 2-phenylchromene moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Flavonolignans

Sub Class

Not Available

Direct Parent

Flavonolignans

Alternative Parents

Substituents

Flavonolignan
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
2-phenylbenzo-1,4-dioxane
Phenylbenzodioxane
Chromone
Benzo-1,4-dioxane
Benzodioxane
Benzopyran
1-benzopyran
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
Pyran
Benzenoid
Monocyclic benzene moiety
Para-dioxin
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.54	ALOGPS
logP	3.52	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.82	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.6 m³·mol⁻¹	ChemAxon
Polarizability	45.88 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4539166

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one (NP0217725)

MOL for NP0217725 (6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one)

3D MOL for NP0217725 (6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one)

3D SDF for NP0217725 (6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one)

3D-SDF for NP0217725 (6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one)

PDB for NP0217725 (6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one)

3D PDB for NP0217725 (6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one)

SMILES for NP0217725 (6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one)

INCHI for NP0217725 (6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one)

Structure for NP0217725 (6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one)

3D Structure for NP0217725 (6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-phenyl-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one)