NP-MRD: Showing NP-Card for (12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione (NP0208508)

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Record Information

Version

2.0

Created at

2022-09-05 05:32:10 UTC

Updated at

2022-09-05 05:32:10 UTC

NP-MRD ID

NP0208508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione

Description

(12S)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]Hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione belongs to the class of organic compounds known as furanonaphthodioxoles. These are aromatic heterocyclic compounds containing a 1,3-dioxole ring linearly fused to the a naphthofuran. Based on a literature review very few articles have been published on (12S)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]Hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 37  0  0  0  0  0  0  0  0999 V2000
   -2.5380   -2.6770   -0.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -1.8980    0.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9145   -0.5761    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8827    0.4008    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5122    1.7119    0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495    2.0505    0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8685    3.3713   -0.0789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095    1.0457    0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5638   -0.2874    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554   -1.3250    0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1336   -2.5289    0.6340 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8760   -1.0170    0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106    0.2476    0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2194    1.3203    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5844    2.5124   -0.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977    0.2666    0.1868 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2204    0.0957   -1.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0312   -0.8450    0.9271 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1271   -1.8297    0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6700    2.4807    0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483    1.6578    0.4843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2741    0.3324    0.3944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8124   -2.4015   -1.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758   -2.4941   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4808   -3.7672   -0.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0845    3.9197   -0.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0437    1.2169    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3973    1.0735   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455   -0.3668   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5647   -0.5341   -1.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0775   -2.6076    1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4134   -2.2270   -0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1408    1.8818    1.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5571    1.7970   -0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4 22  1  0
 22 21  1  0
 21 20  1  0
 20  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 13 14  1  0
 14 15  2  0
  9  3  1  0
 19 12  1  0
  5  4  1  0
 14  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 21 33  1  0
 21 34  1  0
  7 26  1  0
 16 27  1  1
 17 28  1  0
 17 29  1  0
 17 30  1  0
 19 31  1  0
 19 32  1  0
M  END


  Mrv1652309052207322D          

 22 25  0  0  1  0            999 V2000
    4.7812   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5658    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0508    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5658    0.8555    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  4 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0208508

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2OCOC2=C(O)C2=C1C(=O)C1=C([C@H](C)OC1)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O7/c1-5-7-6(3-20-5)10(16)9-8(11(7)17)12(18)14-15(13(9)19-2)22-4-21-14/h5,18H,3-4H2,1-2H3/t5-/m0/s1

> <INCHI_KEY>
MBFRYCJJSFENKV-YFKPBYRVSA-N

> <FORMULA>
C15H12O7

> <MOLECULAR_WEIGHT>
304.254

> <EXACT_MASS>
304.058302726

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.911885333494382

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12S)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione

> <JCHEM_LOGP>
1.1141520933333324

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.15800036823162

> <JCHEM_PKA_STRONGEST_BASIC>
-4.057189866492776

> <JCHEM_POLAR_SURFACE_AREA>
91.29

> <JCHEM_REFRACTIVITY>
73.56650000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(12S)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       8.925  -1.007   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.591  -0.237   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.591   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.591   5.923   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.650   5.553   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.220   2.843   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.390   4.089   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.295   2.843   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.390   1.597   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   22                                                  
CONECT    5    4    6   20                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   14                                                  
CONECT    9    8    3   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   19                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    8   15                                                  
CONECT   15   14                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   12                                                       
CONECT   20    5   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    4                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂O₇

Average Mass

304.2540 Da

Monoisotopic Mass

304.05830 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=C2OCOC2=C(O)C2=C1C(=O)C1=C([C@H](C)OC1)C2=O

InChI Identifier

InChI=1S/C15H12O7/c1-5-7-6(3-20-5)10(16)9-8(11(7)17)12(18)14-15(13(9)19-2)22-4-21-14/h5,18H,3-4H2,1-2H3/t5-/m0/s1

InChI Key

MBFRYCJJSFENKV-YFKPBYRVSA-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 furanonaphthodioxoles. These are aromatic heterocyclic compounds containing a 1,3-dioxole ring linearly fused to the a naphthofuran.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Furanonaphthodioxoles

Direct Parent

Furanonaphthodioxoles

Alternative Parents

Substituents

Linear furanonaphthodioxole
Naphthoquinone
Naphthalene
Benzodioxole
Anisole
Aryl ketone
Quinone
Alkyl aryl ether
Benzenoid
Dihydrofuran
Vinylogous acid
Ketone
Oxacycle
Ether
Acetal
Dialkyl ether
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

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

163035680

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione (NP0208508)

MOL for NP0208508 ((12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione)

3D MOL for NP0208508 ((12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione)

3D SDF for NP0208508 ((12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione)

3D-SDF for NP0208508 ((12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione)

PDB for NP0208508 ((12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione)

3D PDB for NP0208508 ((12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione)

SMILES for NP0208508 ((12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione)

INCHI for NP0208508 ((12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione)

Structure for NP0208508 ((12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione)

3D Structure for NP0208508 ((12s)-8-hydroxy-2-methoxy-12-methyl-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1(9),2,7,11(15)-tetraene-10,16-dione)