NP-MRD: Showing NP-Card for anemarcoumarin A (NP0034883)

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Record Information

Version

2.0

Created at

2021-06-20 18:29:05 UTC

Updated at

2021-06-30 00:05:33 UTC

NP-MRD ID

NP0034883

Secondary Accession Numbers

None

Natural Product Identification

Common Name

anemarcoumarin A

Provided By

JEOL Database JEOL Logo

Description

7-Hydroxy-3-[(4-hydroxyphenyl)methyl]-2H-chromen-2-one belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. anemarcoumarin A is found in Anemarrhena asphodeloides. anemarcoumarin A was first documented in 2009 (Youn, U. J., et al.). Based on a literature review very few articles have been published on 7-hydroxy-3-[(4-hydroxyphenyl)methyl]-2H-chromen-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120293D          

 32 34  0  0  0  0            999 V2000
    2.3935   -0.1782    1.7595 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    0.4752    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1044    1.2786    0.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461    2.0845   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253    2.8674   -1.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9972    3.6765   -2.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4962    4.4680   -3.4948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3778    3.7055   -2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420    2.9127   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1245    2.0937   -0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6577    1.2449    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556    0.4609    1.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542   -0.4313    2.3800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6096   -1.8497    1.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -2.8198    2.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736   -4.1250    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663   -4.4606    1.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -5.7222    0.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0784   -3.5141    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8512   -2.2095    1.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975    2.8337   -1.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588    4.3432   -3.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100    4.3443   -2.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    2.9440   -1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7301    1.2511    0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2881   -0.0241    2.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3362   -0.4338    3.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762   -2.5611    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723   -4.8558    1.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5345   -6.2643    0.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0409   -3.7910    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6509   -1.4779    1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4 10  2  0  0  0  0
  6  7  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  2  0  0  0  0
 13 14  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  2  0  0  0  0
  6  8  1  0  0  0  0
 15 16  1  0  0  0  0
  4  5  1  0  0  0  0
 16 17  2  0  0  0  0
  5  6  2  0  0  0  0
 17 19  1  0  0  0  0
  4  3  1  0  0  0  0
 19 20  2  0  0  0  0
 20 14  1  0  0  0  0
 10 11  1  0  0  0  0
 17 18  1  0  0  0  0
 11 12  2  0  0  0  0
  2  1  2  0  0  0  0
  8 23  1  0  0  0  0
  9 24  1  0  0  0  0
  5 21  1  0  0  0  0
 11 25  1  0  0  0  0
  7 22  1  0  0  0  0
 13 26  1  0  0  0  0
 13 27  1  0  0  0  0
 15 28  1  0  0  0  0
 16 29  1  0  0  0  0
 19 31  1  0  0  0  0
 20 32  1  0  0  0  0
 18 30  1  0  0  0  0
M  END

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    2.3935   -0.1782    1.7595 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    0.4752    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1044    1.2786    0.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461    2.0845   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253    2.8674   -1.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9972    3.6765   -2.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4962    4.4680   -3.4948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3778    3.7055   -2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420    2.9127   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1245    2.0937   -0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6577    1.2449    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556    0.4609    1.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542   -0.4313    2.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096   -1.8497    1.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -2.8198    2.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736   -4.1250    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663   -4.4606    1.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -5.7222    0.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0784   -3.5141    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8512   -2.2095    1.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975    2.8337   -1.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588    4.3432   -3.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100    4.3443   -2.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    2.9440   -1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7301    1.2511    0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2881   -0.0241    2.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3362   -0.4338    3.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762   -2.5611    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723   -4.8558    1.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5345   -6.2643    0.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0409   -3.7910    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6509   -1.4779    1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  2  1  0
  2  3  1  0
  4 10  2  0
  6  7  1  0
 12 13  1  0
  8  9  2  0
 13 14  1  0
  9 10  1  0
 14 15  2  0
  6  8  1  0
 15 16  1  0
  4  5  1  0
 16 17  2  0
  5  6  2  0
 17 19  1  0
  4  3  1  0
 19 20  2  0
 20 14  1  0
 10 11  1  0
 17 18  1  0
 11 12  2  0
  2  1  2  0
  8 23  1  0
  9 24  1  0
  5 21  1  0
 11 25  1  0
  7 22  1  0
 13 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 19 31  1  0
 20 32  1  0
 18 30  1  0
M  END


  Mrv1652306202120293D          

 32 34  0  0  0  0            999 V2000
    2.3935   -0.1782    1.7595 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    0.4752    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1044    1.2786    0.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461    2.0845   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253    2.8674   -1.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9972    3.6765   -2.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4962    4.4680   -3.4948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3778    3.7055   -2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420    2.9127   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1245    2.0937   -0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6577    1.2449    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556    0.4609    1.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542   -0.4313    2.3800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6096   -1.8497    1.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -2.8198    2.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736   -4.1250    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663   -4.4606    1.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -5.7222    0.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0784   -3.5141    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8512   -2.2095    1.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975    2.8337   -1.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588    4.3432   -3.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100    4.3443   -2.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    2.9440   -1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7301    1.2511    0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2881   -0.0241    2.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3362   -0.4338    3.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762   -2.5611    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723   -4.8558    1.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5345   -6.2643    0.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0409   -3.7910    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6509   -1.4779    1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4 10  2  0  0  0  0
  6  7  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  2  0  0  0  0
 13 14  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  2  0  0  0  0
  6  8  1  0  0  0  0
 15 16  1  0  0  0  0
  4  5  1  0  0  0  0
 16 17  2  0  0  0  0
  5  6  2  0  0  0  0
 17 19  1  0  0  0  0
  4  3  1  0  0  0  0
 19 20  2  0  0  0  0
 20 14  1  0  0  0  0
 10 11  1  0  0  0  0
 17 18  1  0  0  0  0
 11 12  2  0  0  0  0
  2  1  2  0  0  0  0
  8 23  1  0  0  0  0
  9 24  1  0  0  0  0
  5 21  1  0  0  0  0
 11 25  1  0  0  0  0
  7 22  1  0  0  0  0
 13 26  1  0  0  0  0
 13 27  1  0  0  0  0
 15 28  1  0  0  0  0
 16 29  1  0  0  0  0
 19 31  1  0  0  0  0
 20 32  1  0  0  0  0
 18 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034883

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O4/c17-13-4-1-10(2-5-13)7-12-8-11-3-6-14(18)9-15(11)20-16(12)19/h1-6,8-9,17-18H,7H2

> <INCHI_KEY>
LFZKQNNCOZCLAK-UHFFFAOYSA-N

> <FORMULA>
C16H12O4

> <MOLECULAR_WEIGHT>
268.268

> <EXACT_MASS>
268.073558866

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.45644115920982

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-3-[(4-hydroxyphenyl)methyl]-2H-chromen-2-one

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
3.1501520989999996

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.509501443709027

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.798046840572349

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958442078267574

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
74.56350000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
anemarcoumarin A

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    2.3935   -0.1782    1.7595 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    0.4752    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1044    1.2786    0.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461    2.0845   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253    2.8674   -1.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9972    3.6765   -2.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4962    4.4680   -3.4948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3778    3.7055   -2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420    2.9127   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1245    2.0937   -0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6577    1.2449    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556    0.4609    1.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542   -0.4313    2.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096   -1.8497    1.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -2.8198    2.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736   -4.1250    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663   -4.4606    1.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -5.7222    0.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0784   -3.5141    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8512   -2.2095    1.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975    2.8337   -1.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588    4.3432   -3.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100    4.3443   -2.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    2.9440   -1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7301    1.2511    0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2881   -0.0241    2.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3362   -0.4338    3.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762   -2.5611    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723   -4.8558    1.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5345   -6.2643    0.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0409   -3.7910    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6509   -1.4779    1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  2  1  0
  2  3  1  0
  4 10  2  0
  6  7  1  0
 12 13  1  0
  8  9  2  0
 13 14  1  0
  9 10  1  0
 14 15  2  0
  6  8  1  0
 15 16  1  0
  4  5  1  0
 16 17  2  0
  5  6  2  0
 17 19  1  0
  4  3  1  0
 19 20  2  0
 20 14  1  0
 10 11  1  0
 17 18  1  0
 11 12  2  0
  2  1  2  0
  8 23  1  0
  9 24  1  0
  5 21  1  0
 11 25  1  0
  7 22  1  0
 13 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 19 31  1  0
 20 32  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0       2.393  -0.178   1.760  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.626   0.475   1.061  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.104   1.279   0.031  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.246   2.084  -0.739  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.825   2.867  -1.735  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.997   3.676  -2.503  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.496   4.468  -3.495  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.378   3.705  -2.284  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.942   2.913  -1.279  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.125   2.094  -0.498  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.658   1.245   0.554  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.156   0.461   1.280  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.354  -0.431   2.380  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.610  -1.850   1.921  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.401  -2.820   2.006  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.174  -4.125   1.564  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.066  -4.461   1.032  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.331  -5.722   0.587  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.078  -3.514   0.934  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.851  -2.209   1.375  0.00  0.00           C+0
HETATM   21  H   UNK     0       2.898   2.834  -1.893  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.459   4.343  -3.542  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.010   4.344  -2.895  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.017   2.944  -1.121  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.730   1.251   0.720  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.288  -0.024   2.792  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.336  -0.434   3.233  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.376  -2.561   2.416  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.972  -4.856   1.641  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.535  -6.264   0.712  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.041  -3.791   0.514  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.651  -1.478   1.290  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   12    3    1                                                  
CONECT    3    2    4                                                       
CONECT    4   10    5    3                                                  
CONECT    5    4    6   21                                                  
CONECT    6    7    8    5                                                  
CONECT    7    6   22                                                       
CONECT    8    9    6   23                                                  
CONECT    9    8   10   24                                                  
CONECT   10    4    9   11                                                  
CONECT   11   10   12   25                                                  
CONECT   12    2   13   11                                                  
CONECT   13   12   14   26   27                                             
CONECT   14   13   15   20                                                  
CONECT   15   14   16   28                                                  
CONECT   16   15   17   29                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17   30                                                       
CONECT   19   17   20   31                                                  
CONECT   20   19   14   32                                                  
CONECT   21    5                                                            
CONECT   22    7                                                            
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25   11                                                            
CONECT   26   13                                                            
CONECT   27   13                                                            
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   18                                                            
CONECT   31   19                                                            
CONECT   32   20                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

RDKit          3D

32 34  0  0  0  0  0  0  0  0999 V2000
    2.3935   -0.1782    1.7595 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    0.4752    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1044    1.2786    0.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461    2.0845   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253    2.8674   -1.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9972    3.6765   -2.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4962    4.4680   -3.4948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3778    3.7055   -2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420    2.9127   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1245    2.0937   -0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6577    1.2449    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556    0.4609    1.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542   -0.4313    2.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096   -1.8497    1.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -2.8198    2.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736   -4.1250    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663   -4.4606    1.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -5.7222    0.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0784   -3.5141    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8512   -2.2095    1.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975    2.8337   -1.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588    4.3432   -3.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100    4.3443   -2.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170    2.9440   -1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7301    1.2511    0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2881   -0.0241    2.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3362   -0.4338    3.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762   -2.5611    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723   -4.8558    1.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5345   -6.2643    0.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0409   -3.7910    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6509   -1.4779    1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  2  1  0
  2  3  1  0
  4 10  2  0
  6  7  1  0
 12 13  1  0
  8  9  2  0
 13 14  1  0
  9 10  1  0
 14 15  2  0
  6  8  1  0
 15 16  1  0
  4  5  1  0
 16 17  2  0
  5  6  2  0
 17 19  1  0
  4  3  1  0
 19 20  2  0
 20 14  1  0
 10 11  1  0
 17 18  1  0
 11 12  2  0
  2  1  2  0
  8 23  1  0
  9 24  1  0
  5 21  1  0
 11 25  1  0
  7 22  1  0
 13 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 19 31  1  0
 20 32  1  0
 18 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₂O₄

Average Mass

268.2680 Da

Monoisotopic Mass

268.07356 Da

IUPAC Name

7-hydroxy-3-[(4-hydroxyphenyl)methyl]-2H-chromen-2-one

Traditional Name

anemarcoumarin A

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H12O4/c17-13-4-1-10(2-5-13)7-12-8-11-3-6-14(18)9-15(11)20-16(12)19/h1-6,8-9,17-18H,7H2

InChI Key

LFZKQNNCOZCLAK-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Anemarrhena asphodeloides	JEOL database	Youn, U. J., et al, J. Nat. Prod. 72, 1895 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

7-hydroxycoumarin
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	3.15	ALOGPS
logP	3.15	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	74.56 m³·mol⁻¹	ChemAxon
Polarizability	27.46 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

C00047720

Chemspider ID

24647423

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44557157

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Youn, U. J., et al. (2009). Youn, U. J., et al, J. Nat. Prod. 72, 1895 (2009). J. Nat. Prod..

Showing NP-Card for anemarcoumarin A (NP0034883)

MOL for NP0034883 (anemarcoumarin A)

3D MOL for NP0034883 (anemarcoumarin A)

3D SDF for NP0034883 (anemarcoumarin A)

3D-SDF for NP0034883 (anemarcoumarin A)

PDB for NP0034883 (anemarcoumarin A)

3D PDB for NP0034883 (anemarcoumarin A)

SMILES for NP0034883 (anemarcoumarin A)

INCHI for NP0034883 (anemarcoumarin A)

Structure for NP0034883 (anemarcoumarin A)

3D Structure for NP0034883 (anemarcoumarin A)