NP-MRD: Showing NP-Card for {4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid (NP0278303)

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Record Information

Version

2.0

Created at

2022-09-09 03:16:36 UTC

Updated at

2022-09-09 03:16:36 UTC

NP-MRD ID

NP0278303

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid

Description

2-{4,9-Dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]Heptadeca-3(8),4,6,10-tetraen-12-yl}acetic acid belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. Based on a literature review very few articles have been published on 2-{4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]Heptadeca-3(8),4,6,10-tetraen-12-yl}acetic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092205162D          

 28 31  0  0  0  0            999 V2000
    0.0943   -1.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7050   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4907   -1.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6657   -1.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0550   -0.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2300    0.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6193    0.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1664    0.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414   -0.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7771    1.2143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0234    0.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264    0.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454    0.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7107    1.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5222    0.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9016    0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619    0.7767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8472   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4515   -0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -1.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399   -1.9021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8345   -0.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5202   -1.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4658   -1.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604   -0.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3148    0.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6291    0.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8890    0.2800    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 13 28  1  0  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
   -3.0633    3.3586    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4863    2.1296   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2504    1.5013   -0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2433    1.1371    0.2430 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7587    0.2301    1.1617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0704   -0.9811    0.5922 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6710   -1.9452    1.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9857   -3.2024    0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8023   -3.3526   -0.3663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5165   -4.3182    1.5361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8092   -1.5943    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651   -0.8193   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4408   -1.3951   -0.8262 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4547   -2.7741   -0.6951 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4853   -1.0097   -2.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4504    0.4742   -2.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588    1.0645   -2.9548 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3325    1.2227   -1.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0822    0.6740   -0.3107 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1976    1.1577    0.5465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0156    2.1657    1.3118 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4691    0.4723    0.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531    1.0610    1.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133    2.2884    1.7612 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7797    0.4408    1.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647   -0.7656    0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -1.3720   -0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5705   -0.7398   -0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0906    3.7721    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8162    4.1721    0.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8957    3.0627    1.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1495    2.4250   -0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9124    1.3484    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5275    0.6783   -1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8330    2.3453   -1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0409    2.0745    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7929   -0.9178   -0.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9922   -2.1433    2.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385   -1.5306    1.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2243   -5.2383    1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6560   -2.6722    0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1579   -3.1500   -1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744   -1.4112   -2.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339   -1.3694   -2.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718    2.2727   -1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5555    1.0957   -2.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1744    2.7451    2.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6268    0.9045    1.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8529   -1.2485    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9504   -2.3241   -0.6866 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  8  9  2  0
  6 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  1
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 19  4  1  0
 28 22  1  0
 19 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  1
  6 37  1  6
  7 38  1  0
  7 39  1  0
 10 40  1  0
 11 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  1  0
 18 46  1  0
 24 47  1  0
 25 48  1  0
 26 49  1  0
 27 50  1  0
M  END


  Mrv1652309092205162D          

 28 31  0  0  0  0            999 V2000
    0.0943   -1.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7050   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4907   -1.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6657   -1.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0550   -0.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2300    0.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6193    0.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1664    0.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414   -0.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7771    1.2143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0234    0.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264    0.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454    0.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7107    1.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5222    0.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9016    0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619    0.7767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8472   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4515   -0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -1.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399   -1.9021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8345   -0.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5202   -1.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4658   -1.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604   -0.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3148    0.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6291    0.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8890    0.2800    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 13 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0278303

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC1OC(CC(O)=O)C=C2C3(O)CC(=O)CC12C(=O)C1=C(O)C=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O7/c1-2-4-16-20-9-11(22)10-21(27,15(20)7-12(28-16)8-17(24)25)13-5-3-6-14(23)18(13)19(20)26/h3,5-7,12,16,23,27H,2,4,8-10H2,1H3,(H,24,25)

> <INCHI_KEY>
NUSPYTZPFANSTB-UHFFFAOYSA-N

> <FORMULA>
C21H22O7

> <MOLECULAR_WEIGHT>
386.4

> <EXACT_MASS>
386.136553048

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.05540693624642

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0^{1,10}.0^{3,8}]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid

> <JCHEM_LOGP>
2.052317953666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.523025770346083

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.788640234621802

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6358629476977136

> <JCHEM_POLAR_SURFACE_AREA>
121.13000000000001

> <JCHEM_REFRACTIVITY>
98.62889999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
{4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0^{1,10}.0^{3,8}]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       0.176  -2.814   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.316  -3.849   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.783  -3.380   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.109  -1.875   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.969  -0.839   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.296   0.666   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.156   1.701   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.311   1.231   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.637  -0.274   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.451   2.267   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.777   1.352   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.903   0.100   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.245   1.681   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.927   3.062   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.708   1.783   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.550   0.768   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.169   1.450   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.448  -0.769   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.576  -1.405   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.999  -2.029   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.235  -3.551   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.158  -1.014   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.438  -1.870   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.336  -3.407   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.819  -1.190   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.921   0.347   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.641   1.203   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.259   0.523   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   15   28                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   12    4   20                                             
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   28                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   22   13                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
2-{4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0,.0,]heptadeca-3(8),4,6,10-tetraen-12-yl}acetate	Generator

Chemical Formula

C₂₁H₂₂O₇

Average Mass

386.4000 Da

Monoisotopic Mass

386.13655 Da

IUPAC Name

2-{4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0^{1,10}.0^{3,8}]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid

Traditional Name

{4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0^{1,10}.0^{3,8}]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid

CAS Registry Number

Not Available

SMILES

CCCC1OC(CC(O)=O)C=C2C3(O)CC(=O)CC12C(=O)C1=C(O)C=CC=C31

InChI Identifier

InChI=1S/C21H22O7/c1-2-4-16-20-9-11(22)10-21(27,15(20)7-12(28-16)8-17(24)25)13-5-3-6-14(23)18(13)19(20)26/h3,5-7,12,16,23,27H,2,4,8-10H2,1H3,(H,24,25)

InChI Key

NUSPYTZPFANSTB-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 naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Substituents

Naphthopyranone
Tetralin
Naphthalene
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Vinylogous acid
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Ketone
Oxacycle
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	2.05	ChemAxon
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.63 m³·mol⁻¹	ChemAxon
Polarizability	39.06 Å³	ChemAxon
Number of Rings	4	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

163061487

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid (NP0278303)

MOL for NP0278303 ({4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid)

3D MOL for NP0278303 ({4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid)

3D SDF for NP0278303 ({4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid)

3D-SDF for NP0278303 ({4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid)

PDB for NP0278303 ({4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid)

3D PDB for NP0278303 ({4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid)

SMILES for NP0278303 ({4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid)

INCHI for NP0278303 ({4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid)

Structure for NP0278303 ({4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid)

3D Structure for NP0278303 ({4,9-dihydroxy-2,16-dioxo-14-propyl-13-oxatetracyclo[7.5.3.0¹,¹⁰.0³,⁸]heptadeca-3,5,7,10-tetraen-12-yl}acetic acid)