NP-MRD: Showing NP-Card for methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate (NP0294142)

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Record Information

Version

2.0

Created at

2022-09-10 02:32:20 UTC

Updated at

2022-09-10 02:32:20 UTC

NP-MRD ID

NP0294142

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate

Description

Methyl tanshinonate belongs to the class of organic compounds known as tanshinones, isotanshinones, and derivatives. These are a group of abietane-type norditerpenoid quinones. methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate is found in Salvia miltiorrhiza. methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate was first documented in 2017 (PMID: 29031618). Based on a literature review very few articles have been published on Methyl tanshinonate (PMID: 35251179).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102204322D          

 25 28  0  0  1  0            999 V2000
    7.3443    2.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6308    2.4276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3482    1.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6353    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6421   -1.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   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
  5  3  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  2  0  0  0  0
 14 25  1  0  0  0  0
M  END

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
   -4.1144    1.2928    2.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678    1.0195    1.1895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945   -0.2706    0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9448   -1.1728    1.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -0.4486   -0.6500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3595    0.5406   -1.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8083   -1.7884   -1.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4870   -2.5219   -1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889   -2.2790   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2355   -0.9034   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883    0.0108   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9965    1.3492   -0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    1.7965   -0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    0.8771   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0598   -0.4992   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1131   -1.4592    0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8665   -2.6945    0.2670 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4820   -0.9760    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3741   -1.8101    0.5785 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    0.4584    0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8431    1.2108    0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1960    0.6907    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4547    2.5303    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1708    2.5300    0.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6723    1.3346    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0741    0.4132    3.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1494    1.6101    2.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5467    2.1104    2.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2738   -0.0019   -1.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7337    1.4198   -1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7267    0.7748   -2.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4184   -2.4295   -0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3842   -1.8029   -2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9790   -2.1483   -2.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7281   -3.5973   -1.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5179   -2.2443    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174   -3.0945    0.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7678    2.1051   -0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5617    2.8386   -0.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4738   -0.1439    0.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3225    0.4487    1.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9171    1.5319    0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0942    3.3927    0.2464 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
  5  3  1  1
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 25  2  0
 25 24  1  0
 24 23  1  0
 23 21  2  0
 21 22  1  0
 11  5  1  0
 25 14  1  0
 15 10  1  0
 21 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 12 38  1  0
 13 39  1  0
 23 43  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
M  END


  Mrv1652309102204322D          

 25 28  0  0  1  0            999 V2000
    7.3443    2.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6308    2.4276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3482    1.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6353    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6421   -1.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   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
  5  3  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  2  0  0  0  0
 14 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0294142

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@]1(C)CCCC2=C1C=CC1=C2C(=O)C(=O)C2=C1OC=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O5/c1-10-9-25-18-12-6-7-13-11(15(12)17(22)16(21)14(10)18)5-4-8-20(13,2)19(23)24-3/h6-7,9H,4-5,8H2,1-3H3/t20-/m1/s1

> <INCHI_KEY>
YFDKIHAZVQFLRC-HXUWFJFHSA-N

> <FORMULA>
C20H18O5

> <MOLECULAR_WEIGHT>
338.359

> <EXACT_MASS>
338.11542368

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.998070492669505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (6R)-6,14-dimethyl-16,17-dioxo-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2(7),8,11(15),13-pentaene-6-carboxylate

> <JCHEM_LOGP>
3.8692811853333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9565916091616997

> <JCHEM_POLAR_SURFACE_AREA>
73.58000000000001

> <JCHEM_REFRACTIVITY>
91.5753

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (6R)-6,14-dimethyl-16,17-dioxo-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2(7),8,11(15),13-pentaene-6-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      13.709   5.305   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.377   4.532   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      12.381   2.992   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      13.717   2.225   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.519   3.664   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.964  -2.398   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.932  -2.940   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.978  -1.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.770   2.079   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   11                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   14                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
Methyl tanshinonic acid	Generator

Chemical Formula

C₂₀H₁₈O₅

Average Mass

338.3590 Da

Monoisotopic Mass

338.11542 Da

IUPAC Name

methyl (6R)-6,14-dimethyl-16,17-dioxo-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2(7),8,11(15),13-pentaene-6-carboxylate

Traditional Name

methyl (6R)-6,14-dimethyl-16,17-dioxo-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2(7),8,11(15),13-pentaene-6-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@]1(C)CCCC2=C1C=CC1=C2C(=O)C(=O)C2=C1OC=C2C

InChI Identifier

InChI=1S/C20H18O5/c1-10-9-25-18-12-6-7-13-11(15(12)17(22)16(21)14(10)18)5-4-8-20(13,2)19(23)24-3/h6-7,9H,4-5,8H2,1-3H3/t20-/m1/s1

InChI Key

YFDKIHAZVQFLRC-HXUWFJFHSA-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

Species Name	Source	Reference
Salvia miltiorrhiza	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tanshinones, isotanshinones, and derivatives. These are a group of abietane-type norditerpenoid quinones.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Tanshinones, isotanshinones, and derivatives

Alternative Parents

Substituents

Tanshinone skeleton
Phenanthrene
1-naphthalenecarboxylic acid or derivatives
Naphthofuran
Naphthalene
Tetralin
O-quinone
Quinone
Aryl ketone
Benzenoid
Heteroaromatic compound
Furan
Methyl ester
Ketone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	3.87	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	73.58 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.58 m³·mol⁻¹	ChemAxon
Polarizability	36 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

C00051581

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

14610612

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kim DH, Paudel P, Yu T, Ngo TM, Kim JA, Jung HA, Yokozawa T, Choi JS: Characterization of the inhibitory activity of natural tanshinones from Salvia miltiorrhiza roots on protein tyrosine phosphatase 1B. Chem Biol Interact. 2017 Dec 25;278:65-73. doi: 10.1016/j.cbi.2017.10.013. Epub 2017 Oct 12. [PubMed:29031618 ]
Ye QM, Ji X, Wang B, Yu M, Cai J, Zeng W, Chen W, Han F, Huang G, Zheng C: Construction and Screening of Fractional Library of Salviae Miltiorrhizae Radix et Rhizoma for the Rapid Identification of Active Compounds against Prostate Cancer. J Oncol. 2022 Feb 24;2022:9955834. doi: 10.1155/2022/9955834. eCollection 2022. [PubMed:35251179 ]
LOTUS database [Link]

Showing NP-Card for methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate (NP0294142)

MOL for NP0294142 (methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate)

3D MOL for NP0294142 (methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate)

3D SDF for NP0294142 (methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate)

3D-SDF for NP0294142 (methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate)

PDB for NP0294142 (methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate)

3D PDB for NP0294142 (methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate)

SMILES for NP0294142 (methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate)

INCHI for NP0294142 (methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate)

Structure for NP0294142 (methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate)

3D Structure for NP0294142 (methyl (6r)-1,6-dimethyl-10,11-dioxo-7h,8h,9h-phenanthro[1,2-b]furan-6-carboxylate)