NP-MRD: Showing NP-Card for Nocardione B (NP0003322)

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Record Information

Version

1.0

Created at

2020-12-09 00:33:06 UTC

Updated at

2021-07-15 16:46:07 UTC

NP-MRD ID

NP0003322

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nocardione B

Provided By

NPAtlas

Description

Nocardione B is found in Nocardia. It was first documented in 2000 (PMID: 10866214). Based on a literature review very few articles have been published on 6-methoxy-2-methyl-2H,3H,4H,5H-naphtho[1,2-b]furan-4,5-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117463D          

 30 32  0  0  0  0            999 V2000
   -4.7758    0.3401   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4028    0.5477   -0.4771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.3004   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -1.4390    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -2.2463    1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -1.8779    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -0.7510    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1024    0.0442   -0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8296    1.2426   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    1.9620   -1.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502    1.5566   -1.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094    2.5775   -2.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216    0.6814   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.3842   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4894   -1.0863   -0.0515 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5630   -0.1325   -0.0863 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5778    0.7298    1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    0.7041   -1.2645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1481   -0.3686   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2657    1.3377   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8783   -0.0500    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6777   -1.6912    0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135   -3.1429    1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4916   -2.4914    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342   -0.6261   -0.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5994    0.7149    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407    0.4192    1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3769    1.8003    0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059    1.7360   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350    0.1937   -2.2138 H   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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  8  3  1  0  0  0  0
 18 13  1  0  0  0  0
 14  7  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  6 24  1  0  0  0  0
 16 25  1  6  0  0  0
 17 26  1  0  0  0  0
 17 27  1  0  0  0  0
 17 28  1  0  0  0  0
 18 29  1  0  0  0  0
 18 30  1  0  0  0  0
M  END

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.7758    0.3401   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4028    0.5477   -0.4771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.3004   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -1.4390    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -2.2463    1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -1.8779    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -0.7510    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1024    0.0442   -0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8296    1.2426   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    1.9620   -1.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502    1.5566   -1.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094    2.5775   -2.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216    0.6814   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.3842   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4894   -1.0863   -0.0515 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5630   -0.1325   -0.0863 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5778    0.7298    1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    0.7041   -1.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1481   -0.3686   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2657    1.3377   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8783   -0.0500    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6777   -1.6912    0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135   -3.1429    1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4916   -2.4914    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342   -0.6261   -0.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5994    0.7149    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407    0.4192    1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3769    1.8003    0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059    1.7360   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350    0.1937   -2.2138 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  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  8  3  1  0
 18 13  1  0
 14  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
 16 25  1  6
 17 26  1  0
 17 27  1  0
 17 28  1  0
 18 29  1  0
 18 30  1  0
M  END


  Mrv1652306242117463D          

 30 32  0  0  0  0            999 V2000
   -4.7758    0.3401   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4028    0.5477   -0.4771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.3004   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -1.4390    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -2.2463    1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -1.8779    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -0.7510    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1024    0.0442   -0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8296    1.2426   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    1.9620   -1.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502    1.5566   -1.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094    2.5775   -2.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216    0.6814   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.3842   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4894   -1.0863   -0.0515 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5630   -0.1325   -0.0863 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5778    0.7298    1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    0.7041   -1.2645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1481   -0.3686   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2657    1.3377   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8783   -0.0500    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6777   -1.6912    0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135   -3.1429    1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4916   -2.4914    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342   -0.6261   -0.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5994    0.7149    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407    0.4192    1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3769    1.8003    0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059    1.7360   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350    0.1937   -2.2138 H   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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  8  3  1  0  0  0  0
 18 13  1  0  0  0  0
 14  7  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  6 24  1  0  0  0  0
 16 25  1  6  0  0  0
 17 26  1  0  0  0  0
 17 27  1  0  0  0  0
 17 28  1  0  0  0  0
 18 29  1  0  0  0  0
 18 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003322

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C(C(OC([H])([H])[H])=C1[H])C(=O)C(=O)C1=C2O[C@]([H])(C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O4/c1-7-6-9-12(15)13(16)11-8(14(9)18-7)4-3-5-10(11)17-2/h3-5,7H,6H2,1-2H3/t7-/m1/s1

> <INCHI_KEY>
VIEJGPLASHRUTP-UHFFFAOYSA-N

> <FORMULA>
C14H12O4

> <MOLECULAR_WEIGHT>
244.246

> <EXACT_MASS>
244.073558866

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
25.055510510308565

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-6-methoxy-2-methyl-2H,3H,4H,5H-naphtho[1,2-b]furan-4,5-dione

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
1.7465010163333337

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.578820397715653

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
66.31600000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-6-methoxy-2-methyl-2H,3H-naphtho[1,2-b]furan-4,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.7758    0.3401   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4028    0.5477   -0.4771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.3004   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -1.4390    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -2.2463    1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -1.8779    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -0.7510    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1024    0.0442   -0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8296    1.2426   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    1.9620   -1.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502    1.5566   -1.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094    2.5775   -2.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216    0.6814   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.3842   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4894   -1.0863   -0.0515 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5630   -0.1325   -0.0863 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5778    0.7298    1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    0.7041   -1.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1481   -0.3686   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2657    1.3377   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8783   -0.0500    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6777   -1.6912    0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135   -3.1429    1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4916   -2.4914    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342   -0.6261   -0.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5994    0.7149    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407    0.4192    1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3769    1.8003    0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059    1.7360   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350    0.1937   -2.2138 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  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  8  3  1  0
 18 13  1  0
 14  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
 16 25  1  6
 17 26  1  0
 17 27  1  0
 17 28  1  0
 18 29  1  0
 18 30  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      -4.776   0.340  -0.200  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.403   0.548  -0.477  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.405  -0.300  -0.040  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.646  -1.439   0.714  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.603  -2.246   1.120  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.330  -1.878   0.751  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.055  -0.751   0.001  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.102   0.044  -0.397  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.830   1.243  -1.192  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.789   1.962  -1.551  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.550   1.557  -1.538  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.809   2.578  -2.218  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.622   0.681  -1.091  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.310  -0.384  -0.377  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.489  -1.086  -0.052  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.563  -0.133  -0.086  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.578   0.730   1.144  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.116   0.704  -1.264  0.00  0.00           C+0
HETATM   19  H   UNK     0      -5.148  -0.369  -0.983  0.00  0.00           H+0
HETATM   20  H   UNK     0      -5.266   1.338  -0.322  0.00  0.00           H+0
HETATM   21  H   UNK     0      -4.878  -0.050   0.822  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.678  -1.691   0.983  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.813  -3.143   1.716  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.492  -2.491   1.057  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.534  -0.626  -0.266  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.599   0.715   1.625  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.841   0.419   1.906  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.377   1.800   0.933  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.506   1.736  -1.219  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.335   0.194  -2.214  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   22                                                  
CONECT    5    4    6   23                                                  
CONECT    6    5    7   24                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9    3                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15    7                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   25                                             
CONECT   17   16   26   27   28                                             
CONECT   18   16   13   29   30                                             
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    4                                                            
CONECT   23    5                                                            
CONECT   24    6                                                            
CONECT   25   16                                                            
CONECT   26   17                                                            
CONECT   27   17                                                            
CONECT   28   17                                                            
CONECT   29   18                                                            
CONECT   30   18                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

RDKit          3D

30 32  0  0  0  0  0  0  0  0999 V2000
   -4.7758    0.3401   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4028    0.5477   -0.4771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.3004   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -1.4390    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -2.2463    1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -1.8779    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -0.7510    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1024    0.0442   -0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8296    1.2426   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    1.9620   -1.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502    1.5566   -1.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094    2.5775   -2.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216    0.6814   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.3842   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4894   -1.0863   -0.0515 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5630   -0.1325   -0.0863 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5778    0.7298    1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    0.7041   -1.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1481   -0.3686   -0.9828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2657    1.3377   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8783   -0.0500    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6777   -1.6912    0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135   -3.1429    1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4916   -2.4914    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342   -0.6261   -0.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5994    0.7149    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407    0.4192    1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3769    1.8003    0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059    1.7360   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3350    0.1937   -2.2138 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  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  8  3  1  0
 18 13  1  0
 14  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
 16 25  1  6
 17 26  1  0
 17 27  1  0
 17 28  1  0
 18 29  1  0
 18 30  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₄H₁₂O₄

Average Mass

244.2460 Da

Monoisotopic Mass

244.07356 Da

IUPAC Name

(2R)-6-methoxy-2-methyl-2H,3H,4H,5H-naphtho[1,2-b]furan-4,5-dione

Traditional Name

(2R)-6-methoxy-2-methyl-2H,3H-naphtho[1,2-b]furan-4,5-dione

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C1C(=O)C(=O)C1=C2OC(C)C1

InChI Identifier

InChI=1S/C14H12O4/c1-7-6-9-12(15)13(16)11-8(14(9)18-7)4-3-5-10(11)17-2/h3-5,7H,6H2,1-2H3

InChI Key

VIEJGPLASHRUTP-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
Nocardia	NPAtlas	10866214

Species Where Detected

Species Name	Source	Reference
Nocardia sp. TP-A0248	KNApSAcK Database	22123792

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
Naphthoquinone
Naphthalene
Anisole
Aryl ketone
Quinone
Phenol ether
Alkyl aryl ether
Benzenoid
Dihydrofuran
Vinylogous ester
Ketone
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
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	1.88	ALOGPS
logP	1.75	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	66.32 m³·mol⁻¹	ChemAxon
Polarizability	25.06 Å³	ChemAxon
Number of Rings	3	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

NPA008870

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8419021

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10243534

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Otani T, Sugimoto Y, Aoyagi Y, Igarashi Y, Furumai T, Saito N, Yamada Y, Asao T, Oki T: New Cdc25B tyrosine phosphatase inhibitors, nocardiones A and B, produced by Nocardia sp. TP-A0248: taxonomy, fermentation, isolation, structural elucidation and biological properties. J Antibiot (Tokyo). 2000 Apr;53(4):337-44. doi: 10.7164/antibiotics.53.337. [PubMed:10866214 ]

Showing NP-Card for Nocardione B (NP0003322)

MOL for NP0003322 (Nocardione B)

3D MOL for NP0003322 (Nocardione B)

3D SDF for NP0003322 (Nocardione B)

3D-SDF for NP0003322 (Nocardione B)

PDB for NP0003322 (Nocardione B)

3D PDB for NP0003322 (Nocardione B)

SMILES for NP0003322 (Nocardione B)

INCHI for NP0003322 (Nocardione B)

Structure for NP0003322 (Nocardione B)

3D Structure for NP0003322 (Nocardione B)