NP-MRD: Showing NP-Card for Quadriseptin A (NP0007440)

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Record Information

Version

2.0

Created at

2020-12-09 04:19:28 UTC

Updated at

2021-07-15 16:57:35 UTC

NP-MRD ID

NP0007440

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Quadriseptin A

Provided By

NPAtlas

Description

Ethyl 2-(7-hydroxy-2-oxo-2H-chromen-5-yl)acetate 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. Quadriseptin A is found in Paraphaeosphaeria quadriseptata and Paraphaeosphaeria. Quadriseptin A was first documented in 2007 (PMID: 18052326). Based on a literature review very few articles have been published on ethyl 2-(7-hydroxy-2-oxo-2H-chromen-5-yl)acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118403D          

 30 31  0  0  0  0            999 V2000
    3.5126   -0.5341    1.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390    0.5867    0.3430 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6738    1.0747   -0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    0.2797   -0.9864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0074   -0.9394   -1.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995    0.8779   -1.6170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6197    0.7557   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9678    1.8523    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0330    1.8164    0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226    2.9474    1.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8155    0.7044    0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4954   -0.3922    0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -1.4524    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996   -2.5303   -0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7673   -3.5079   -0.2766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -2.5398   -1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.4562   -1.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -0.3455   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910   -0.6907    1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5767   -0.3327    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -1.4501    0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5594    0.2206   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666    1.4260    0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    0.3229   -2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258    1.9209   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3455    2.7321   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0993    2.9346    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    0.6406    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7438   -3.4190   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141   -1.5027   -2.1628 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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18  7  1  0  0  0  0
 18 12  2  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  2 23  1  0  0  0  0
  6 24  1  0  0  0  0
  6 25  1  0  0  0  0
  8 26  1  0  0  0  0
 10 27  1  0  0  0  0
 11 28  1  0  0  0  0
 16 29  1  0  0  0  0
 17 30  1  0  0  0  0
M  END

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
    3.5126   -0.5341    1.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390    0.5867    0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    1.0747   -0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    0.2797   -0.9864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0074   -0.9394   -1.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995    0.8779   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    0.7557   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9678    1.8523    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0330    1.8164    0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226    2.9474    1.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8155    0.7044    0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4954   -0.3922    0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -1.4524    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996   -2.5303   -0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7673   -3.5079   -0.2766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -2.5398   -1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.4562   -1.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -0.3455   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910   -0.6907    1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5767   -0.3327    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -1.4501    0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5594    0.2206   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666    1.4260    0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    0.3229   -2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258    1.9209   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3455    2.7321   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0993    2.9346    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    0.6406    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7438   -3.4190   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141   -1.5027   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18  7  1  0
 18 12  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 16 29  1  0
 17 30  1  0
M  END


  Mrv1652306242118403D          

 30 31  0  0  0  0            999 V2000
    3.5126   -0.5341    1.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390    0.5867    0.3430 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6738    1.0747   -0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    0.2797   -0.9864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0074   -0.9394   -1.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995    0.8779   -1.6170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6197    0.7557   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9678    1.8523    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0330    1.8164    0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226    2.9474    1.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8155    0.7044    0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4954   -0.3922    0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -1.4524    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996   -2.5303   -0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7673   -3.5079   -0.2766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -2.5398   -1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.4562   -1.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -0.3455   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910   -0.6907    1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5767   -0.3327    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -1.4501    0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5594    0.2206   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666    1.4260    0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    0.3229   -2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258    1.9209   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3455    2.7321   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0993    2.9346    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    0.6406    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7438   -3.4190   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141   -1.5027   -2.1628 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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18  7  1  0  0  0  0
 18 12  2  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  2 23  1  0  0  0  0
  6 24  1  0  0  0  0
  6 25  1  0  0  0  0
  8 26  1  0  0  0  0
 10 27  1  0  0  0  0
 11 28  1  0  0  0  0
 16 29  1  0  0  0  0
 17 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007440

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O5/c1-2-17-13(16)6-8-5-9(14)7-11-10(8)3-4-12(15)18-11/h3-5,7,14H,2,6H2,1H3

> <INCHI_KEY>
JKWXVCHYDSLZLH-UHFFFAOYSA-N

> <FORMULA>
C13H12O5

> <MOLECULAR_WEIGHT>
248.234

> <EXACT_MASS>
248.068473486

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.21675908732064

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-(7-hydroxy-2-oxo-2H-chromen-5-yl)acetate

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
1.620244593666666

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.761106374817893

> <JCHEM_PKA_STRONGEST_BASIC>
-6.706270007149557

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
64.35480000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (7-hydroxy-2-oxochromen-5-yl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
    3.5126   -0.5341    1.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390    0.5867    0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    1.0747   -0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    0.2797   -0.9864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0074   -0.9394   -1.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995    0.8779   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    0.7557   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9678    1.8523    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0330    1.8164    0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226    2.9474    1.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8155    0.7044    0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4954   -0.3922    0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -1.4524    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996   -2.5303   -0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7673   -3.5079   -0.2766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -2.5398   -1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.4562   -1.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -0.3455   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910   -0.6907    1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5767   -0.3327    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -1.4501    0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5594    0.2206   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666    1.4260    0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    0.3229   -2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258    1.9209   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3455    2.7321   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0993    2.9346    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    0.6406    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7438   -3.4190   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141   -1.5027   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18  7  1  0
 18 12  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 16 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.513  -0.534   1.318  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.839   0.587   0.343  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.674   1.075  -0.282  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.788   0.280  -0.986  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.007  -0.939  -1.075  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.600   0.878  -1.617  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.620   0.756  -0.781  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.968   1.852   0.032  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.033   1.816   0.884  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.323   2.947   1.669  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.816   0.704   0.988  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.495  -0.392   0.197  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.246  -1.452   0.297  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.000  -2.530  -0.432  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.767  -3.508  -0.277  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.939  -2.540  -1.309  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.114  -1.456  -1.456  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.403  -0.346  -0.674  0.00  0.00           C+0
HETATM   19  H   UNK     0       4.391  -0.691   1.992  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.577  -0.333   1.876  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.354  -1.450   0.713  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.559   0.221  -0.416  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.367   1.426   0.872  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.412   0.323  -2.586  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.826   1.921  -1.825  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.346   2.732  -0.059  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.099   2.935   2.288  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.680   0.641   1.656  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.744  -3.419  -1.902  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.314  -1.503  -2.163  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    1    3   22   23                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   24   25                                             
CONECT    7    6    8   18                                                  
CONECT    8    7    9   26                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   27                                                       
CONECT   11    9   12   28                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   29                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17    7   12                                                  
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    2                                                            
CONECT   23    2                                                            
CONECT   24    6                                                            
CONECT   25    6                                                            
CONECT   26    8                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   16                                                            
CONECT   30   17                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

RDKit          3D

30 31  0  0  0  0  0  0  0  0999 V2000
    3.5126   -0.5341    1.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390    0.5867    0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    1.0747   -0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    0.2797   -0.9864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0074   -0.9394   -1.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995    0.8779   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    0.7557   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9678    1.8523    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0330    1.8164    0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226    2.9474    1.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8155    0.7044    0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4954   -0.3922    0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -1.4524    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996   -2.5303   -0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7673   -3.5079   -0.2766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -2.5398   -1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.4562   -1.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -0.3455   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3910   -0.6907    1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5767   -0.3327    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -1.4501    0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5594    0.2206   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666    1.4260    0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    0.3229   -2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258    1.9209   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3455    2.7321   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0993    2.9346    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    0.6406    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7438   -3.4190   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141   -1.5027   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18  7  1  0
 18 12  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 16 29  1  0
 17 30  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Ethyl 2-(7-hydroxy-2-oxo-2H-chromen-5-yl)acetic acid	Generator

Chemical Formula

C₁₃H₁₂O₅

Average Mass

248.2340 Da

Monoisotopic Mass

248.06847 Da

IUPAC Name

ethyl 2-(7-hydroxy-2-oxo-2H-chromen-5-yl)acetate

Traditional Name

ethyl (7-hydroxy-2-oxochromen-5-yl)acetate

CAS Registry Number

Not Available

SMILES

CCOC(=O)CC1=CC(O)=CC2=C1C=CC(=O)O2

InChI Identifier

InChI=1S/C13H12O5/c1-2-17-13(16)6-8-5-9(14)7-11-10(8)3-4-12(15)18-11/h3-5,7,14H,2,6H2,1H3

InChI Key

JKWXVCHYDSLZLH-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Neophaeosphaeria quadriseptata	Fungi	KNApSAcK
Paraphaeosphaeria	NPAtlas	18052326

Species Where Detected

Species Name	Source	Reference
Paraphaeosphaeria quadriseptata	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
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	2.29	ALOGPS
logP	1.62	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	7.76	ChemAxon
pKa (Strongest Basic)	-6.7	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	64.35 m³·mol⁻¹	ChemAxon
Polarizability	24.22 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

NPAtlas ID

NPA002537

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00040130

Chemspider ID

78435929

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24762582

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Paranagama PA, Wijeratne EM, Gunatilaka AA: Uncovering biosynthetic potential of plant-associated fungi: effect of culture conditions on metabolite production by Paraphaeosphaeria quadriseptata and Chaetomium chiversii. J Nat Prod. 2007 Dec;70(12):1939-45. doi: 10.1021/np070504b. Epub 2007 Dec 6. [PubMed:18052326 ]

Showing NP-Card for Quadriseptin A (NP0007440)

MOL for NP0007440 (Quadriseptin A)

3D MOL for NP0007440 (Quadriseptin A)

3D SDF for NP0007440 (Quadriseptin A)

3D-SDF for NP0007440 (Quadriseptin A)

PDB for NP0007440 (Quadriseptin A)

3D PDB for NP0007440 (Quadriseptin A)

SMILES for NP0007440 (Quadriseptin A)

INCHI for NP0007440 (Quadriseptin A)

Structure for NP0007440 (Quadriseptin A)

3D Structure for NP0007440 (Quadriseptin A)