NP-MRD: Showing NP-Card for 2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride (NP0039892)

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Record Information

Version

2.0

Created at

2021-06-20 22:11:57 UTC

Updated at

2021-06-30 00:13:28 UTC

NP-MRD ID

NP0039892

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride

Provided By

JEOL Database JEOL Logo

Description

2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride is found in Musa acuminata and Sporobolomyces salmonicolor. 2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride was first documented in 2010 (Jitsaeng, K., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100113D          

 33 36  0  0  0  0            999 V2000
   -0.8888    1.4639   -5.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622    1.2437   -4.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2242    0.4610   -3.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4181    0.1890   -2.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661   -0.5138   -2.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.7595   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956    0.4993   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6351   -0.3574    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9221    0.1451    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991   -0.6596    1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5828   -1.9689    1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929   -2.8055    2.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096   -2.4713    1.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042   -3.7573    1.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369   -1.6823    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255    1.0883    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3474    1.9102    0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728    2.1648   -1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5020    2.9887   -1.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298    3.2399   -3.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7288    2.6667   -3.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966    1.8420   -3.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502    1.5813   -2.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739    1.1693    0.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8855   -0.2483    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.3398    2.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8368   -4.1125    2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461   -2.1042    0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523    0.9014    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0435    2.3434    0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2160    3.4417   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    3.8782   -3.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8326    2.8624   -5.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 11  2  0  0  0  0
 18 17  1  0  0  0  0
 11 10  1  0  0  0  0
 20 19  1  0  0  0  0
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  9  8  1  0  0  0  0
  7  8  1  0  0  0  0
 22 23  2  0  0  0  0
 17 16  2  0  0  0  0
 19 18  2  0  0  0  0
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  7  6  2  0  0  0  0
 22 21  1  0  0  0  0
 21 20  2  0  0  0  0
 22  2  1  0  0  0  0
 23  6  1  0  0  0  0
  6  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
  8 15  2  0  0  0  0
  2  1  2  0  0  0  0
 23 18  1  0  0  0  0
  4  5  2  0  0  0  0
 15 13  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 21 33  1  0  0  0  0
 20 32  1  0  0  0  0
 19 31  1  0  0  0  0
 17 30  1  0  0  0  0
 16 29  1  0  0  0  0
 15 28  1  0  0  0  0
 10 25  1  0  0  0  0
  9 24  1  0  0  0  0
 12 26  1  0  0  0  0
 14 27  1  0  0  0  0
M  END

     RDKit          3D

 33 36  0  0  0  0  0  0  0  0999 V2000
   -0.8888    1.4639   -5.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622    1.2437   -4.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2242    0.4610   -3.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4181    0.1890   -2.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661   -0.5138   -2.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.7595   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956    0.4993   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6351   -0.3574    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9221    0.1451    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991   -0.6596    1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5828   -1.9689    1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929   -2.8055    2.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096   -2.4713    1.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042   -3.7573    1.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369   -1.6823    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255    1.0883    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3474    1.9102    0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728    2.1648   -1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5020    2.9887   -1.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298    3.2399   -3.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7288    2.6667   -3.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966    1.8420   -3.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502    1.5813   -2.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739    1.1693    0.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8855   -0.2483    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.3398    2.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8368   -4.1125    2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461   -2.1042    0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523    0.9014    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0435    2.3434    0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2160    3.4417   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    3.8782   -3.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8326    2.8624   -5.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 11  2  0
 18 17  1  0
 11 10  1  0
 20 19  1  0
 10  9  2  0
  9  8  1  0
  7  8  1  0
 22 23  2  0
 17 16  2  0
 19 18  2  0
 16  7  1  0
  7  6  2  0
 22 21  1  0
 21 20  2  0
 22  2  1  0
 23  6  1  0
  6  4  1  0
  4  3  1  0
  3  2  1  0
  8 15  2  0
  2  1  2  0
 23 18  1  0
  4  5  2  0
 15 13  1  0
 11 12  1  0
 13 14  1  0
 21 33  1  0
 20 32  1  0
 19 31  1  0
 17 30  1  0
 16 29  1  0
 15 28  1  0
 10 25  1  0
  9 24  1  0
 12 26  1  0
 14 27  1  0
M  END


  Mrv1652306212100113D          

 33 36  0  0  0  0            999 V2000
   -0.8888    1.4639   -5.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622    1.2437   -4.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2242    0.4610   -3.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4181    0.1890   -2.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661   -0.5138   -2.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.7595   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956    0.4993   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6351   -0.3574    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9221    0.1451    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991   -0.6596    1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5828   -1.9689    1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929   -2.8055    2.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096   -2.4713    1.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042   -3.7573    1.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369   -1.6823    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255    1.0883    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3474    1.9102    0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728    2.1648   -1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5020    2.9887   -1.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298    3.2399   -3.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7288    2.6667   -3.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966    1.8420   -3.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502    1.5813   -2.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739    1.1693    0.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8855   -0.2483    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.3398    2.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8368   -4.1125    2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461   -2.1042    0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523    0.9014    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0435    2.3434    0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2160    3.4417   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    3.8782   -3.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8326    2.8624   -5.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 11  2  0  0  0  0
 18 17  1  0  0  0  0
 11 10  1  0  0  0  0
 20 19  1  0  0  0  0
 10  9  2  0  0  0  0
  9  8  1  0  0  0  0
  7  8  1  0  0  0  0
 22 23  2  0  0  0  0
 17 16  2  0  0  0  0
 19 18  2  0  0  0  0
 16  7  1  0  0  0  0
  7  6  2  0  0  0  0
 22 21  1  0  0  0  0
 21 20  2  0  0  0  0
 22  2  1  0  0  0  0
 23  6  1  0  0  0  0
  6  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
  8 15  2  0  0  0  0
  2  1  2  0  0  0  0
 23 18  1  0  0  0  0
  4  5  2  0  0  0  0
 15 13  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 21 33  1  0  0  0  0
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 17 30  1  0  0  0  0
 16 29  1  0  0  0  0
 15 28  1  0  0  0  0
 10 25  1  0  0  0  0
  9 24  1  0  0  0  0
 12 26  1  0  0  0  0
 14 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039892

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C(C([H])=C1[H])C1=C2C(=O)OC(=O)C3=C2C(C([H])=C1[H])=C([H])C([H])=C3[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H10O5/c19-13-7-5-10(8-14(13)20)11-6-4-9-2-1-3-12-15(9)16(11)18(22)23-17(12)21/h1-8,19-20H

> <INCHI_KEY>
TWQSBRXBYJHRSE-UHFFFAOYSA-N

> <FORMULA>
C18H10O5

> <MOLECULAR_WEIGHT>
306.273

> <EXACT_MASS>
306.052823422

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
30.346355738648317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(3,4-dihydroxyphenyl)-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene-2,4-dione

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
3.4521551176666665

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.483964112786584

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.056641562610228

> <JCHEM_PKA_STRONGEST_BASIC>
-6.302880691756465

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
82.9132

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.82e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(3,4-dihydroxyphenyl)-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 36  0  0  0  0  0  0  0  0999 V2000
   -0.8888    1.4639   -5.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622    1.2437   -4.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2242    0.4610   -3.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4181    0.1890   -2.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661   -0.5138   -2.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.7595   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956    0.4993   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6351   -0.3574    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9221    0.1451    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991   -0.6596    1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5828   -1.9689    1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929   -2.8055    2.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096   -2.4713    1.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042   -3.7573    1.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369   -1.6823    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255    1.0883    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3474    1.9102    0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728    2.1648   -1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5020    2.9887   -1.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298    3.2399   -3.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7288    2.6667   -3.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966    1.8420   -3.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502    1.5813   -2.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739    1.1693    0.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8855   -0.2483    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.3398    2.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8368   -4.1125    2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461   -2.1042    0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523    0.9014    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0435    2.3434    0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2160    3.4417   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    3.8782   -3.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8326    2.8624   -5.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 11  2  0
 18 17  1  0
 11 10  1  0
 20 19  1  0
 10  9  2  0
  9  8  1  0
  7  8  1  0
 22 23  2  0
 17 16  2  0
 19 18  2  0
 16  7  1  0
  7  6  2  0
 22 21  1  0
 21 20  2  0
 22  2  1  0
 23  6  1  0
  6  4  1  0
  4  3  1  0
  3  2  1  0
  8 15  2  0
  2  1  2  0
 23 18  1  0
  4  5  2  0
 15 13  1  0
 11 12  1  0
 13 14  1  0
 21 33  1  0
 20 32  1  0
 19 31  1  0
 17 30  1  0
 16 29  1  0
 15 28  1  0
 10 25  1  0
  9 24  1  0
 12 26  1  0
 14 27  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0      -0.889   1.464  -5.635  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.762   1.244  -4.436  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.224   0.461  -3.965  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.418   0.189  -2.655  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.366  -0.514  -2.331  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.518   0.760  -1.648  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.396   0.499  -0.260  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.635  -0.357   0.346  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.922   0.145   0.621  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.899  -0.660   1.218  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.583  -1.969   1.554  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.493  -2.805   2.139  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.310  -2.471   1.302  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.004  -3.757   1.648  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.337  -1.682   0.703  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.325   1.088   0.618  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.347   1.910   0.151  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.473   2.165  -1.215  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.502   2.989  -1.696  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.630   3.240  -3.059  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.729   2.667  -3.950  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.697   1.842  -3.476  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.550   1.581  -2.118  0.00  0.00           C+0
HETATM   24  H   UNK     0       2.174   1.169   0.353  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.886  -0.248   1.403  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.346  -2.340   2.176  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.837  -4.112   2.018  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.646  -2.104   0.514  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.252   0.901   1.690  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.043   2.343   0.867  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.216   3.442  -1.010  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.430   3.878  -3.427  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.833   2.862  -5.017  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   22    3    1                                                  
CONECT    3    4    2                                                       
CONECT    4    6    3    5                                                  
CONECT    5    4                                                            
CONECT    6    7   23    4                                                  
CONECT    7    8   16    6                                                  
CONECT    8    9    7   15                                                  
CONECT    9   10    8   24                                                  
CONECT   10   11    9   25                                                  
CONECT   11   13   10   12                                                  
CONECT   12   11   26                                                       
CONECT   13   11   15   14                                                  
CONECT   14   13   27                                                       
CONECT   15    8   13   28                                                  
CONECT   16   17    7   29                                                  
CONECT   17   18   16   30                                                  
CONECT   18   17   19   23                                                  
CONECT   19   20   18   31                                                  
CONECT   20   19   21   32                                                  
CONECT   21   22   20   33                                                  
CONECT   22   23   21    2                                                  
CONECT   23   22    6   18                                                  
CONECT   24    9                                                            
CONECT   25   10                                                            
CONECT   26   12                                                            
CONECT   27   14                                                            
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   17                                                            
CONECT   31   19                                                            
CONECT   32   20                                                            
CONECT   33   21                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

RDKit          3D

33 36  0  0  0  0  0  0  0  0999 V2000
   -0.8888    1.4639   -5.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622    1.2437   -4.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2242    0.4610   -3.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4181    0.1890   -2.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661   -0.5138   -2.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.7595   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956    0.4993   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6351   -0.3574    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9221    0.1451    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991   -0.6596    1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5828   -1.9689    1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929   -2.8055    2.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096   -2.4713    1.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042   -3.7573    1.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369   -1.6823    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255    1.0883    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3474    1.9102    0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728    2.1648   -1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5020    2.9887   -1.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298    3.2399   -3.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7288    2.6667   -3.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966    1.8420   -3.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502    1.5813   -2.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739    1.1693    0.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8855   -0.2483    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.3398    2.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8368   -4.1125    2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461   -2.1042    0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523    0.9014    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0435    2.3434    0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2160    3.4417   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    3.8782   -3.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8326    2.8624   -5.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 11  2  0
 18 17  1  0
 11 10  1  0
 20 19  1  0
 10  9  2  0
  9  8  1  0
  7  8  1  0
 22 23  2  0
 17 16  2  0
 19 18  2  0
 16  7  1  0
  7  6  2  0
 22 21  1  0
 21 20  2  0
 22  2  1  0
 23  6  1  0
  6  4  1  0
  4  3  1  0
  3  2  1  0
  8 15  2  0
  2  1  2  0
 23 18  1  0
  4  5  2  0
 15 13  1  0
 11 12  1  0
 13 14  1  0
 21 33  1  0
 20 32  1  0
 19 31  1  0
 17 30  1  0
 16 29  1  0
 15 28  1  0
 10 25  1  0
  9 24  1  0
 12 26  1  0
 14 27  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₀O₅

Average Mass

306.2730 Da

Monoisotopic Mass

306.05282 Da

IUPAC Name

6-(3,4-dihydroxyphenyl)-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene-2,4-dione

Traditional Name

6-(3,4-dihydroxyphenyl)-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene-2,4-dione

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C([H])=C(C([H])=C1[H])C1=C2C(=O)OC(=O)C3=C2C(C([H])=C1[H])=C([H])C([H])=C3[H]

InChI Identifier

InChI=1S/C18H10O5/c19-13-7-5-10(8-14(13)20)11-6-4-9-2-1-3-12-15(9)16(11)18(22)23-17(12)21/h1-8,19-20H

InChI Key

TWQSBRXBYJHRSE-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Musa acuminata	Plant	KNApSAcK
Sporidiobolus salmonicolor	JEOL database	Jitsaeng, K., et al, Phytochem. Lett. 3, 84 (2010)

Chemical Taxonomy

Classification

Not classified

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	2.95	ALOGPS
logP	3.45	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	9.06	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	82.91 m³·mol⁻¹	ChemAxon
Polarizability	30.35 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

Not Available

References

General References

Jitsaeng, K., et al. (2010). Jitsaeng, K., et al, Phytochem. Lett. 3, 84 (2010). Phytochem..

Showing NP-Card for 2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride (NP0039892)

MOL for NP0039892 (2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride)

3D MOL for NP0039892 (2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride)

3D SDF for NP0039892 (2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride)

3D-SDF for NP0039892 (2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride)

PDB for NP0039892 (2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride)

3D PDB for NP0039892 (2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride)

SMILES for NP0039892 (2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride)

INCHI for NP0039892 (2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride)

Structure for NP0039892 (2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride)

3D Structure for NP0039892 (2-(3',4'-dihydroxyphenyl)-1,8-naphthalic anhydride)