NP-MRD: Showing NP-Card for Phebaclavin C (NP0001520)

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Record Information

Version

2.0

Created at

2020-08-24 23:34:53 UTC

Updated at

2021-08-10 02:54:56 UTC

NP-MRD ID

NP0001520

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phebaclavin C

Description

Methyl (2E)-4-(7-hydroxy-2-oxo-2H-chromen-3-yl)-2-methylbut-2-enoate 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. Based on a literature review very few articles have been published on methyl (2E)-4-(7-hydroxy-2-oxo-2H-chromen-3-yl)-2-methylbut-2-enoate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652308252001342D          

 34 35  0  0  0  0            999 V2000
   -2.1434   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3112   -0.6893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6815   -0.0480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743    0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    1.5395    0.0000 H   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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  6 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
M  END

NP0001520
     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    5.6619    1.3380   -1.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7285    0.8743   -0.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    0.0872   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4590   -0.2399   -1.9473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990   -0.3537    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9021    0.0323    1.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6463   -1.1066    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817   -1.5744    1.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -1.1102    0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0728   -0.3350   -0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116    0.0186   -0.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7863    0.8103   -1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1146    1.1693   -1.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0065    0.7289   -0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3515    1.0826   -0.7040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6531   -0.0526    0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242   -0.4176    0.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9198   -1.1673    1.5913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6738   -1.4949    1.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3577   -2.2229    2.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4621    2.3598   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507    0.6098   -2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6520    1.4139   -0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628    0.5562    2.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225   -0.8315    2.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6864    0.8145    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4861   -1.3953   -0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -2.6844    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9477   -1.2978    2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3308   -0.0258   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303    1.1077   -2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4298    1.7769   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7304    1.9302   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516   -0.4008    1.2147 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
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19  9  1  0
 17 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
M  END


  Mrv1652308252001342D          

 34 35  0  0  0  0            999 V2000
   -2.1434   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3112   -0.6893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6815   -0.0480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743    0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    1.5395    0.0000 H   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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  6 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001520

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C([H])=C1[H])C([H])=C(C(=O)O2)C([H])([H])C(\[H])=C(\C(=O)OC([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O5/c1-9(14(17)19-2)3-4-11-7-10-5-6-12(16)8-13(10)20-15(11)18/h3,5-8,16H,4H2,1-2H3/b9-3+

> <INCHI_KEY>
HGGHSLWURIOHDI-YCRREMRBSA-N

> <FORMULA>
C15H14O5

> <MOLECULAR_WEIGHT>
274.272

> <EXACT_MASS>
274.084123551

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.552125583365715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-4-(7-hydroxy-2-oxo-2H-chromen-3-yl)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
2.6614103813333325

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.807346627419431

> <JCHEM_PKA_STRONGEST_BASIC>
-6.615225774093795

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
73.57450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-4-(7-hydroxy-2-oxochromen-3-yl)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

NP0001520
     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    5.6619    1.3380   -1.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7285    0.8743   -0.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    0.0872   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4590   -0.2399   -1.9473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990   -0.3537    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9021    0.0323    1.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6463   -1.1066    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817   -1.5744    1.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -1.1102    0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0728   -0.3350   -0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116    0.0186   -0.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7863    0.8103   -1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1146    1.1693   -1.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0065    0.7289   -0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3515    1.0826   -0.7040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6531   -0.0526    0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242   -0.4176    0.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9198   -1.1673    1.5913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6738   -1.4949    1.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3577   -2.2229    2.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4621    2.3598   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507    0.6098   -2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6520    1.4139   -0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628    0.5562    2.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225   -0.8315    2.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6864    0.8145    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4861   -1.3953   -0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -2.6844    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9477   -1.2978    2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3308   -0.0258   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303    1.1077   -2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4298    1.7769   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7304    1.9302   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516   -0.4008    1.2147 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
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19  9  1  0
 17 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
M  END

HEADER    PROTEIN                                 25-AUG-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-AUG-20         0                                  
HETATM    1  H   UNK     0      -4.001  -2.310   0.000  0.00  0.00           H+0
HETATM    2  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0       0.000  -4.620   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       0.000   1.540   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      -2.667   0.000   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       2.667   1.540   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0       6.181  -1.287   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       6.872  -0.090   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       4.001   2.310   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0       9.542   6.160   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       8.002   7.700   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.462   6.160   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       7.232   0.206   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       9.336   0.770   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       8.772   2.874   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   17                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    3   11                                                  
CONECT   11   10                                                            
CONECT   12    7   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    6                                                       
CONECT   18   14   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   31                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
CONECT   31   23   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

COMPND    NP0001520
HETATM    1  C1  UNL     1       5.662   1.338  -1.374  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.729   0.874  -0.452  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.632   0.087  -0.748  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.459  -0.240  -1.947  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.699  -0.354   0.301  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.902   0.032   1.721  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.646  -1.107   0.034  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.682  -1.574   1.050  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.699  -1.110   0.792  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.073  -0.335  -0.258  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.412   0.019  -0.362  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.786   0.810  -1.437  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.115   1.169  -1.553  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.006   0.729  -0.602  1.00  0.00           C  
HETATM   15  O3  UNL     1      -6.352   1.083  -0.704  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.653  -0.053   0.465  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.324  -0.418   0.589  1.00  0.00           C  
HETATM   18  O4  UNL     1      -2.920  -1.167   1.591  1.00  0.00           O  
HETATM   19  C15 UNL     1      -1.674  -1.495   1.686  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.358  -2.223   2.684  1.00  0.00           O  
HETATM   21  H1  UNL     1       5.462   2.360  -1.756  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.851   0.610  -2.206  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.652   1.414  -0.837  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.963   0.556   2.062  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.122  -0.832   2.376  1.00  0.00           H  
HETATM   26  H6  UNL     1       3.686   0.815   1.741  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.486  -1.395  -0.997  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.663  -2.684   1.003  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.948  -1.298   2.072  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.331  -0.026  -0.963  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.030   1.108  -2.129  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.430   1.777  -2.369  1.00  0.00           H  
HETATM   33  H13 UNL     1      -6.730   1.930  -0.275  1.00  0.00           H  
HETATM   34  H14 UNL     1      -5.352  -0.401   1.215  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    7    7
CONECT    6   24   25   26
CONECT    7    8   27
CONECT    8    9   28   29
CONECT    9   10   10   19
CONECT   10   11   30
CONECT   11   12   12   17
CONECT   12   13   31
CONECT   13   14   14   32
CONECT   14   15   16
CONECT   15   33
CONECT   16   17   17   34
CONECT   17   18
CONECT   18   19
CONECT   19   20   20
END

NP0001520
     RDKit          3D

34 35  0  0  0  0  0  0  0  0999 V2000
    5.6619    1.3380   -1.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7285    0.8743   -0.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    0.0872   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4590   -0.2399   -1.9473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990   -0.3537    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9021    0.0323    1.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6463   -1.1066    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817   -1.5744    1.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -1.1102    0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0728   -0.3350   -0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116    0.0186   -0.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7863    0.8103   -1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1146    1.1693   -1.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0065    0.7289   -0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3515    1.0826   -0.7040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6531   -0.0526    0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242   -0.4176    0.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9198   -1.1673    1.5913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6738   -1.4949    1.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3577   -2.2229    2.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4621    2.3598   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507    0.6098   -2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6520    1.4139   -0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628    0.5562    2.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225   -0.8315    2.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6864    0.8145    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4861   -1.3953   -0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -2.6844    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9477   -1.2978    2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3308   -0.0258   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303    1.1077   -2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4298    1.7769   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7304    1.9302   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516   -0.4008    1.2147 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
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19  9  1  0
 17 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 16 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
Methyl (2E)-4-(7-hydroxy-2-oxo-2H-chromen-3-yl)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₁₅H₁₄O₅

Average Mass

274.2720 Da

Monoisotopic Mass

274.08412 Da

IUPAC Name

methyl (2E)-4-(7-hydroxy-2-oxo-2H-chromen-3-yl)-2-methylbut-2-enoate

Traditional Name

methyl (2E)-4-(7-hydroxy-2-oxochromen-3-yl)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C([H])=C1[H])C([H])=C(C(=O)O2)C([H])([H])C(\[H])=C(\C(=O)OC([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H14O5/c1-9(14(17)19-2)3-4-11-7-10-5-6-12(16)8-13(10)20-15(11)18/h3,5-8,16H,4H2,1-2H3/b9-3+

InChI Key

HGGHSLWURIOHDI-YCRREMRBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 300Mz MHz, CDCL3, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 300Mz, CDCL3, simulated)	rgf8b@missouri.edu	Not Available	Not Available	2020-08-24	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Phebalium clavatum	KNApSAcK Database	22123792

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
Fatty acid ester
Pyranone
Fatty acyl
Benzenoid
Pyran
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
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	2.89	ALOGPS
logP	2.66	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.81	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.57 m³·mol⁻¹	ChemAxon
Polarizability	27.55 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

C00045364

Chemspider ID

9294405

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11119274

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Phebaclavin C (NP0001520)

MOL for NP0001520 (Phebaclavin C)

3D MOL for NP0001520 (Phebaclavin C)

3D SDF for NP0001520 (Phebaclavin C)

3D-SDF for NP0001520 (Phebaclavin C)

PDB for NP0001520 (Phebaclavin C)

3D PDB for NP0001520 (Phebaclavin C)

SMILES for NP0001520 (Phebaclavin C)

INCHI for NP0001520 (Phebaclavin C)

Structure for NP0001520 (Phebaclavin C)

3D Structure for NP0001520 (Phebaclavin C)