NP-MRD: Showing NP-Card for Coneuplectin (NP0003125)

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Record Information

Version

2.0

Created at

2020-12-09 00:12:36 UTC

Updated at

2021-07-15 16:45:35 UTC

NP-MRD ID

NP0003125

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Coneuplectin

Provided By

NPAtlas

Description

8,17-Dihydroxy-4-methyl-3-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]Heptadeca-1,4,7,9,11,16-hexaene-6,15-dione 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. Coneuplectin is found in Flavoparmelia euplecta. Coneuplectin was first documented in 2000 (PMID: 10650094). Based on a literature review very few articles have been published on 8,17-dihydroxy-4-methyl-3-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]Heptadeca-1,4,7,9,11,16-hexaene-6,15-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117453D          

 34 37  0  0  0  0            999 V2000
   -3.9569   -2.2164    0.8207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -1.0179    0.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624   -0.0192   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069    1.0773   -0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372    2.0071   -1.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202    1.1359   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3252    2.2251   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0376    3.2659   -1.8582 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499    2.3191   -1.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428    1.2767   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199    1.3571   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8531    0.3335   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1737   -0.7622    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.8309    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111   -1.9236    0.9397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549    0.1896   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    0.0992   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900   -0.9166    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1318   -1.7109    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0007   -2.9374    1.2557 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3488   -0.9010    1.2948 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2924    0.1088    0.1709 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9269   -1.9125    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218   -2.9604    0.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2760   -2.6399    1.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1356   -0.1396   -0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955    4.0706   -2.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781    3.1803   -1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315    2.2232   -1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6572   -2.6651    1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742   -1.5136    1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -0.4418    2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8485    1.0307    0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7106   -0.3912   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  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
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18  2  1  0  0  0  0
 17  6  1  0  0  0  0
 16 10  1  0  0  0  0
 22 12  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
 11 29  1  0  0  0  0
 15 30  1  0  0  0  0
 21 31  1  0  0  0  0
 21 32  1  0  0  0  0
 22 33  1  0  0  0  0
 22 34  1  0  0  0  0
M  END

     RDKit          3D

 34 37  0  0  0  0  0  0  0  0999 V2000
   -3.9569   -2.2164    0.8207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -1.0179    0.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624   -0.0192   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069    1.0773   -0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372    2.0071   -1.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202    1.1359   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3252    2.2251   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0376    3.2659   -1.8582 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499    2.3191   -1.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428    1.2767   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199    1.3571   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8531    0.3335   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1737   -0.7622    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.8309    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111   -1.9236    0.9397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549    0.1896   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    0.0992   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900   -0.9166    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1318   -1.7109    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0007   -2.9374    1.2557 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3488   -0.9010    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924    0.1088    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9269   -1.9125    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218   -2.9604    0.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2760   -2.6399    1.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1356   -0.1396   -0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955    4.0706   -2.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781    3.1803   -1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315    2.2232   -1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6572   -2.6651    1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742   -1.5136    1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -0.4418    2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8485    1.0307    0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7106   -0.3912   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  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
 13 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 18  2  1  0
 17  6  1  0
 16 10  1  0
 22 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 15 30  1  0
 21 31  1  0
 21 32  1  0
 22 33  1  0
 22 34  1  0
M  END


  Mrv1652306242117453D          

 34 37  0  0  0  0            999 V2000
   -3.9569   -2.2164    0.8207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -1.0179    0.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624   -0.0192   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069    1.0773   -0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372    2.0071   -1.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202    1.1359   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3252    2.2251   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0376    3.2659   -1.8582 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499    2.3191   -1.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428    1.2767   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199    1.3571   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8531    0.3335   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1737   -0.7622    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.8309    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111   -1.9236    0.9397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549    0.1896   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    0.0992   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900   -0.9166    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1318   -1.7109    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0007   -2.9374    1.2557 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3488   -0.9010    1.2948 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2924    0.1088    0.1709 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9269   -1.9125    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218   -2.9604    0.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2760   -2.6399    1.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1356   -0.1396   -0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955    4.0706   -2.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781    3.1803   -1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315    2.2232   -1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6572   -2.6651    1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742   -1.5136    1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -0.4418    2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8485    1.0307    0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7106   -0.3912   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  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
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18  2  1  0  0  0  0
 17  6  1  0  0  0  0
 16 10  1  0  0  0  0
 22 12  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
 11 29  1  0  0  0  0
 15 30  1  0  0  0  0
 21 31  1  0  0  0  0
 21 32  1  0  0  0  0
 22 33  1  0  0  0  0
 22 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003125

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C([H])=C(OC2=C2C(O[H])=C3C(=O)C([H])([H])C([H])([H])C3=C([H])C2=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O5/c1-7-4-11(19)15-12(20)6-9-5-8-2-3-10(18)13(8)16(21)14(9)17(15)22-7/h4-6,20-21H,2-3H2,1H3

> <INCHI_KEY>
JVWGDGINZGGYBH-UHFFFAOYSA-N

> <FORMULA>
C17H12O5

> <MOLECULAR_WEIGHT>
296.278

> <EXACT_MASS>
296.068473486

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
30.222595500460244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8,17-dihydroxy-4-methyl-3-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1,4,7,9,11,16-hexaene-6,15-dione

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
3.41720957

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.551561565281633

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.704453336342512

> <JCHEM_PKA_STRONGEST_BASIC>
-5.364769664124718

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
81.1869

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8,17-dihydroxy-4-methyl-3-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1,4,7,9,11,16-hexaene-6,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 37  0  0  0  0  0  0  0  0999 V2000
   -3.9569   -2.2164    0.8207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -1.0179    0.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624   -0.0192   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069    1.0773   -0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372    2.0071   -1.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202    1.1359   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3252    2.2251   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0376    3.2659   -1.8582 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499    2.3191   -1.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428    1.2767   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199    1.3571   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8531    0.3335   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1737   -0.7622    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.8309    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111   -1.9236    0.9397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549    0.1896   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    0.0992   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900   -0.9166    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1318   -1.7109    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0007   -2.9374    1.2557 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3488   -0.9010    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924    0.1088    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9269   -1.9125    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218   -2.9604    0.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2760   -2.6399    1.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1356   -0.1396   -0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955    4.0706   -2.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781    3.1803   -1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315    2.2232   -1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6572   -2.6651    1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742   -1.5136    1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -0.4418    2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8485    1.0307    0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7106   -0.3912   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  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
 13 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 18  2  1  0
 17  6  1  0
 16 10  1  0
 22 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 15 30  1  0
 21 31  1  0
 21 32  1  0
 22 33  1  0
 22 34  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      -3.957  -2.216   0.821  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.297  -1.018   0.251  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.062  -0.019  -0.311  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.407   1.077  -0.829  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.037   2.007  -1.346  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.020   1.136  -0.767  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.325   2.225  -1.278  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.038   3.266  -1.858  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.050   2.319  -1.236  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.743   1.277  -0.657  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.120   1.357  -0.607  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.853   0.334  -0.035  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.174  -0.762   0.482  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.786  -0.831   0.425  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.111  -1.924   0.940  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.055   0.190  -0.146  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.319   0.099  -0.190  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.990  -0.917   0.286  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.132  -1.711   1.034  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.001  -2.937   1.256  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.349  -0.901   1.295  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.292   0.109   0.171  0.00  0.00           C+0
HETATM   23  H   UNK     0      -4.927  -1.913   1.289  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.222  -2.960   0.041  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.276  -2.640   1.588  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.136  -0.140  -0.320  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.595   4.071  -2.241  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.578   3.180  -1.642  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.632   2.223  -1.016  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.657  -2.665   1.355  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.274  -1.514   1.257  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.242  -0.442   2.295  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.848   1.031   0.428  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.711  -0.391  -0.736  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    1    3   18                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   17                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7   27                                                       
CONECT    9    7   10   28                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   29                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   30                                                       
CONECT   16   14   17   10                                                  
CONECT   17   16   18    6                                                  
CONECT   18   17    2                                                       
CONECT   19   13   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   31   32                                             
CONECT   22   21   12   33   34                                             
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    8                                                            
CONECT   28    9                                                            
CONECT   29   11                                                            
CONECT   30   15                                                            
CONECT   31   21                                                            
CONECT   32   21                                                            
CONECT   33   22                                                            
CONECT   34   22                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

RDKit          3D

34 37  0  0  0  0  0  0  0  0999 V2000
   -3.9569   -2.2164    0.8207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -1.0179    0.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624   -0.0192   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069    1.0773   -0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372    2.0071   -1.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202    1.1359   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3252    2.2251   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0376    3.2659   -1.8582 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499    2.3191   -1.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428    1.2767   -0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199    1.3571   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8531    0.3335   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1737   -0.7622    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.8309    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111   -1.9236    0.9397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549    0.1896   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    0.0992   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9900   -0.9166    0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1318   -1.7109    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0007   -2.9374    1.2557 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3488   -0.9010    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924    0.1088    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9269   -1.9125    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218   -2.9604    0.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2760   -2.6399    1.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1356   -0.1396   -0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955    4.0706   -2.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781    3.1803   -1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315    2.2232   -1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6572   -2.6651    1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742   -1.5136    1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -0.4418    2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8485    1.0307    0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7106   -0.3912   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  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
 13 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 18  2  1  0
 17  6  1  0
 16 10  1  0
 22 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 15 30  1  0
 21 31  1  0
 21 32  1  0
 22 33  1  0
 22 34  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₇H₁₂O₅

Average Mass

296.2780 Da

Monoisotopic Mass

296.06847 Da

IUPAC Name

8,17-dihydroxy-4-methyl-3-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1,4,7,9,11,16-hexaene-6,15-dione

Traditional Name

8,17-dihydroxy-4-methyl-3-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1,4,7,9,11,16-hexaene-6,15-dione

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)C2=C(O1)C1=C(O)C3=C(CCC3=O)C=C1C=C2O

InChI Identifier

InChI=1S/C17H12O5/c1-7-4-11(19)15-12(20)6-9-5-8-2-3-10(18)13(8)16(21)14(9)17(15)22-7/h4-6,20-21H,2-3H2,1H3

InChI Key

JVWGDGINZGGYBH-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
Flavoparmelia euplecta	NPAtlas	10650094

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
Chromone
Indanone
2-naphthol
1-naphthol
Benzopyran
Naphthalene
1-benzopyran
Indane
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Ketone
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	2.92	ALOGPS
logP	3.42	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.7	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	81.19 m³·mol⁻¹	ChemAxon
Polarizability	30.22 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

NPAtlas ID

NPA017951

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00046685

Chemspider ID

10276159

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21668728

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ernst-Russell MA, Chai CL, Wardlaw JH, Elix JA: Euplectin and coneuplectin, new naphthopyrones from the lichen Flavoparmelia euplecta. J Nat Prod. 2000 Jan;63(1):129-31. doi: 10.1021/np9903245. [PubMed:10650094 ]

Showing NP-Card for Coneuplectin (NP0003125)

MOL for NP0003125 (Coneuplectin)

3D MOL for NP0003125 (Coneuplectin)

3D SDF for NP0003125 (Coneuplectin)

3D-SDF for NP0003125 (Coneuplectin)

PDB for NP0003125 (Coneuplectin)

3D PDB for NP0003125 (Coneuplectin)

SMILES for NP0003125 (Coneuplectin)

INCHI for NP0003125 (Coneuplectin)

Structure for NP0003125 (Coneuplectin)

3D Structure for NP0003125 (Coneuplectin)