NP-MRD: Showing NP-Card for 2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+ (NP0039884)

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Record Information

Version

2.0

Created at

2021-06-20 22:11:37 UTC

Updated at

2021-06-30 00:13:27 UTC

NP-MRD ID

NP0039884

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+

Provided By

JEOL Database JEOL Logo

Description

2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+ is found in Plumbago zeylanica. 2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+ was first documented in 2010 (Kishore, N., et al.). Based on a literature review very few articles have been published on 16-methoxy-5-(prop-1-en-2-yl)-4,14-dioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]Hexadeca-1(9),3(7),5,10,12,15-hexaene-2,8-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100113D          

 35 38  0  0  0  0            999 V2000
   -5.2966    1.8210    2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0655    2.3588    2.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8526    3.5668    3.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157    1.7380    1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6696    2.0939    1.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335    1.1844    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041    0.3150    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    0.6309    0.9924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -0.7863   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743   -1.4765   -0.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4250   -0.9971   -0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5925   -0.0898   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.2396   -0.9889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412   -1.3177   -1.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -1.7985   -2.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -2.9346   -3.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -3.1859   -2.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305   -2.1991   -2.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1063   -2.0766   -1.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -3.0408   -2.1061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229   -2.9422   -3.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3194    1.0618    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    1.8405    0.7049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5083    0.9517    1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1391    2.2339    3.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    3.3424    4.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4837    4.4090    2.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7738    3.8897    3.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2030    2.9231    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.4589   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173   -1.3747   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -3.6434   -3.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046   -3.5746   -3.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966   -1.9152   -3.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -3.3111   -4.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
 18 14  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  9  7  1  0  0  0  0
 18 19  1  0  0  0  0
 19 11  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  6  7  2  0  0  0  0
 22 23  2  0  0  0  0
  6 22  1  0  0  0  0
  9 10  2  0  0  0  0
 19 20  1  0  0  0  0
 12 22  1  0  0  0  0
 20 21  1  0  0  0  0
 11 12  1  0  0  0  0
  4  2  1  0  0  0  0
 11  9  1  0  0  0  0
  2  1  2  3  0  0  0
  7  8  1  0  0  0  0
  2  3  1  0  0  0  0
 13 30  1  0  0  0  0
  5 29  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
 21 33  1  0  0  0  0
 21 34  1  0  0  0  0
 21 35  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
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
M  END

     RDKit          3D

 35 38  0  0  0  0  0  0  0  0999 V2000
   -5.2966    1.8210    2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0655    2.3588    2.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8526    3.5668    3.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157    1.7380    1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6696    2.0939    1.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335    1.1844    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041    0.3150    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    0.6309    0.9924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -0.7863   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743   -1.4765   -0.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4250   -0.9971   -0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5925   -0.0898   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.2396   -0.9889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412   -1.3177   -1.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -1.7985   -2.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -2.9346   -3.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -3.1859   -2.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305   -2.1991   -2.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1063   -2.0766   -1.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -3.0408   -2.1061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229   -2.9422   -3.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3194    1.0618    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    1.8405    0.7049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5083    0.9517    1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1391    2.2339    3.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    3.3424    4.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4837    4.4090    2.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7738    3.8897    3.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2030    2.9231    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.4589   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173   -1.3747   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -3.6434   -3.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046   -3.5746   -3.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966   -1.9152   -3.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -3.3111   -4.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
 18 14  2  0
 12 13  2  0
 13 14  1  0
  9  7  1  0
 18 19  1  0
 19 11  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
  6  7  2  0
 22 23  2  0
  6 22  1  0
  9 10  2  0
 19 20  1  0
 12 22  1  0
 20 21  1  0
 11 12  1  0
  4  2  1  0
 11  9  1  0
  2  1  2  3
  7  8  1  0
  2  3  1  0
 13 30  1  0
  5 29  1  0
 15 31  1  0
 16 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
M  END


  Mrv1652306212100113D          

 35 38  0  0  0  0            999 V2000
   -5.2966    1.8210    2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0655    2.3588    2.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8526    3.5668    3.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157    1.7380    1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6696    2.0939    1.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335    1.1844    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041    0.3150    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    0.6309    0.9924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -0.7863   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743   -1.4765   -0.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4250   -0.9971   -0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5925   -0.0898   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.2396   -0.9889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412   -1.3177   -1.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -1.7985   -2.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -2.9346   -3.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -3.1859   -2.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305   -2.1991   -2.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1063   -2.0766   -1.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -3.0408   -2.1061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229   -2.9422   -3.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3194    1.0618    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    1.8405    0.7049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5083    0.9517    1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1391    2.2339    3.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    3.3424    4.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4837    4.4090    2.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7738    3.8897    3.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2030    2.9231    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.4589   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173   -1.3747   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -3.6434   -3.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046   -3.5746   -3.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966   -1.9152   -3.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -3.3111   -4.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
 18 14  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  9  7  1  0  0  0  0
 18 19  1  0  0  0  0
 19 11  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  6  7  2  0  0  0  0
 22 23  2  0  0  0  0
  6 22  1  0  0  0  0
  9 10  2  0  0  0  0
 19 20  1  0  0  0  0
 12 22  1  0  0  0  0
 20 21  1  0  0  0  0
 11 12  1  0  0  0  0
  4  2  1  0  0  0  0
 11  9  1  0  0  0  0
  2  1  2  3  0  0  0
  7  8  1  0  0  0  0
  2  3  1  0  0  0  0
 13 30  1  0  0  0  0
  5 29  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
 21 33  1  0  0  0  0
 21 34  1  0  0  0  0
 21 35  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
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039884

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C(C1=C([H])C2=C(O1)C(=O)C1=C(OC([H])([H])[H])C3=C(C([H])=C([H])O3)C([H])=C1C2=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O5/c1-8(2)12-7-11-14(19)10-6-9-4-5-22-16(9)18(21-3)13(10)15(20)17(11)23-12/h4-7H,1H2,2-3H3

> <INCHI_KEY>
NBMULISIGBEJFJ-UHFFFAOYSA-N

> <FORMULA>
C18H12O5

> <MOLECULAR_WEIGHT>
308.289

> <EXACT_MASS>
308.068473486

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
32.23299517397531

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
16-methoxy-5-(prop-1-en-2-yl)-4,14-dioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(16),3(7),5,9,11(15),12-hexaene-2,8-dione

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
2.936502650333333

> <ALOGPS_LOGS>
-4.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.775065771633726

> <JCHEM_POLAR_SURFACE_AREA>
69.65

> <JCHEM_REFRACTIVITY>
82.692

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-methoxy-5-(prop-1-en-2-yl)-4,14-dioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(16),3(7),5,9,11(15),12-hexaene-2,8-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 38  0  0  0  0  0  0  0  0999 V2000
   -5.2966    1.8210    2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0655    2.3588    2.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8526    3.5668    3.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157    1.7380    1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6696    2.0939    1.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335    1.1844    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041    0.3150    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    0.6309    0.9924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -0.7863   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743   -1.4765   -0.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4250   -0.9971   -0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5925   -0.0898   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.2396   -0.9889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412   -1.3177   -1.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -1.7985   -2.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -2.9346   -3.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -3.1859   -2.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305   -2.1991   -2.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1063   -2.0766   -1.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -3.0408   -2.1061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229   -2.9422   -3.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3194    1.0618    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    1.8405    0.7049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5083    0.9517    1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1391    2.2339    3.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    3.3424    4.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4837    4.4090    2.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7738    3.8897    3.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2030    2.9231    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.4589   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173   -1.3747   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -3.6434   -3.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046   -3.5746   -3.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966   -1.9152   -3.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -3.3111   -4.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
 18 14  2  0
 12 13  2  0
 13 14  1  0
  9  7  1  0
 18 19  1  0
 19 11  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
  6  7  2  0
 22 23  2  0
  6 22  1  0
  9 10  2  0
 19 20  1  0
 12 22  1  0
 20 21  1  0
 11 12  1  0
  4  2  1  0
 11  9  1  0
  2  1  2  3
  7  8  1  0
  2  3  1  0
 13 30  1  0
  5 29  1  0
 15 31  1  0
 16 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  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  C   UNK     0      -5.297   1.821   2.478  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.066   2.359   2.567  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.853   3.567   3.448  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.016   1.738   1.805  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.670   2.094   1.721  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.034   1.184   0.846  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.004   0.315   0.434  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.197   0.631   0.992  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.846  -0.786  -0.476  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.774  -1.476  -0.874  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.425  -0.997  -0.941  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.593  -0.090  -0.543  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.923  -0.240  -0.989  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.241  -1.318  -1.829  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.424  -1.799  -2.450  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.067  -2.935  -3.137  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.742  -3.186  -2.984  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.230  -2.199  -2.192  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.106  -2.077  -1.788  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.029  -3.041  -2.106  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.423  -2.942  -3.474  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.319   1.062   0.378  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.205   1.841   0.705  0.00  0.00           O+0
HETATM   24  H   UNK     0      -5.508   0.952   1.861  0.00  0.00           H+0
HETATM   25  H   UNK     0      -6.139   2.234   3.024  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.116   3.342   4.227  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.484   4.409   2.853  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.774   3.890   3.945  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.203   2.923   2.237  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.699   0.459  -0.681  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.417  -1.375  -2.396  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.609  -3.643  -3.748  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.305  -3.575  -3.614  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.697  -1.915  -3.742  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.634  -3.311  -4.137  0.00  0.00           H+0
CONECT    1    2   24   25                                                  
CONECT    2    4    1    3                                                  
CONECT    3    2   26   27   28                                             
CONECT    4    8    5    2                                                  
CONECT    5    4    6   29                                                  
CONECT    6    5    7   22                                                  
CONECT    7    9    6    8                                                  
CONECT    8    4    7                                                       
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11   19   12    9                                                  
CONECT   12   13   22   11                                                  
CONECT   13   12   14   30                                                  
CONECT   14   18   13   15                                                  
CONECT   15   14   16   31                                                  
CONECT   16   15   17   32                                                  
CONECT   17   16   18                                                       
CONECT   18   14   19   17                                                  
CONECT   19   18   11   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   33   34   35                                             
CONECT   22   23    6   12                                                  
CONECT   23   22                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    5                                                            
CONECT   30   13                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   21                                                            
CONECT   34   21                                                            
CONECT   35   21                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

RDKit          3D

35 38  0  0  0  0  0  0  0  0999 V2000
   -5.2966    1.8210    2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0655    2.3588    2.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8526    3.5668    3.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157    1.7380    1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6696    2.0939    1.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335    1.1844    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041    0.3150    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    0.6309    0.9924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -0.7863   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743   -1.4765   -0.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4250   -0.9971   -0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5925   -0.0898   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.2396   -0.9889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412   -1.3177   -1.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -1.7985   -2.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -2.9346   -3.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -3.1859   -2.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305   -2.1991   -2.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1063   -2.0766   -1.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -3.0408   -2.1061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229   -2.9422   -3.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3194    1.0618    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    1.8405    0.7049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5083    0.9517    1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1391    2.2339    3.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    3.3424    4.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4837    4.4090    2.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7738    3.8897    3.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2030    2.9231    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.4589   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173   -1.3747   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -3.6434   -3.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3046   -3.5746   -3.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966   -1.9152   -3.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -3.3111   -4.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
 18 14  2  0
 12 13  2  0
 13 14  1  0
  9  7  1  0
 18 19  1  0
 19 11  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
  6  7  2  0
 22 23  2  0
  6 22  1  0
  9 10  2  0
 19 20  1  0
 12 22  1  0
 20 21  1  0
 11 12  1  0
  4  2  1  0
 11  9  1  0
  2  1  2  3
  7  8  1  0
  2  3  1  0
 13 30  1  0
  5 29  1  0
 15 31  1  0
 16 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₈H₁₂O₅

Average Mass

308.2890 Da

Monoisotopic Mass

308.06847 Da

IUPAC Name

16-methoxy-5-(prop-1-en-2-yl)-4,14-dioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(16),3(7),5,9,11(15),12-hexaene-2,8-dione

Traditional Name

16-methoxy-5-(prop-1-en-2-yl)-4,14-dioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(16),3(7),5,9,11(15),12-hexaene-2,8-dione

CAS Registry Number

Not Available

SMILES

[H]C([H])=C(C1=C([H])C2=C(O1)C(=O)C1=C(OC([H])([H])[H])C3=C(C([H])=C([H])O3)C([H])=C1C2=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C18H12O5/c1-8(2)12-7-11-14(19)10-6-9-4-5-22-16(9)18(21-3)13(10)15(20)17(11)23-12/h4-7H,1H2,2-3H3

InChI Key

NBMULISIGBEJFJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Plumbago zeylanica	JEOL database	Kishore, N., et al, Phytochem. Lett. 3, 62 (2010)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as naphthofurans. These are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Naphthalene
Benzofuran
Anisole
Aryl ketone
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Ketone
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	2.6	ALOGPS
logP	2.94	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.65 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	82.69 m³·mol⁻¹	ChemAxon
Polarizability	32.23 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kishore, N., et al. (2010). Kishore, N., et al, Phytochem. Lett. 3, 62 (2010). Phytochem..

Showing NP-Card for 2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+ (NP0039884)

MOL for NP0039884 (2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+)

3D MOL for NP0039884 (2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+)

3D SDF for NP0039884 (2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+)

3D-SDF for NP0039884 (2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+)

PDB for NP0039884 (2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+)

3D PDB for NP0039884 (2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+)

SMILES for NP0039884 (2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+)

INCHI for NP0039884 (2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+)

Structure for NP0039884 (2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+)

3D Structure for NP0039884 (2-isopropenyl-9-methoxy-1,8-di-oxa-dicyclopenta[b,g]naphthalene-4,10-dion+)