NP-MRD: Showing NP-Card for 13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid (NP0216902)

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Record Information

Version

2.0

Created at

2022-09-05 17:02:52 UTC

Updated at

2022-09-05 17:02:52 UTC

NP-MRD ID

NP0216902

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid

Description

13-Butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]Trideca-1(13),9,11-triene-4-carboxylic acid belongs to the class of organic compounds known as butyrophenones. Butyrophenones are compounds containing 1-phenylbutan-1-one moiety. 13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid is found in Calyptranthes pallens. 13-Butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]Trideca-1(13),9,11-triene-4-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231521572D          

 30 32  0  0  0  0            999 V2000
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6586    0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119    0.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0214   -2.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6586   -2.0580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912   -2.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  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
 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  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 21 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
  6 30  1  0  0  0  0
 14 30  2  0  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
    2.6441   -4.2503   -0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2574   -2.8757   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1613   -1.8533   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7211   -0.4961   -0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -0.3473   -0.4284 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8843    0.6678   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4934    1.9261   -0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8751    2.0303   -0.1473 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329    3.0472    0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720    4.4088    0.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3681    2.9135    0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3784    4.0638    0.5049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8874    4.8052   -0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2560    1.7015    0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086    0.5762    0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954   -0.6976   -0.0716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4205   -0.7766    0.3907 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6169   -0.4452    1.6783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0406   -1.0533    2.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1348    0.3642   -0.3944 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8166    0.4047   -1.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7269    1.6172    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5242   -0.0210   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190    0.7681   -0.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5364   -1.3982   -0.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2002   -1.9301   -0.0933 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7425   -2.5153   -1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3287   -3.0815    0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249   -3.8235    0.9705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4645   -3.4027    1.5435 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3158   -5.0398   -0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7201   -4.2561   -0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4799   -4.5296   -1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9547   -2.8760    0.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8616   -2.6522   -1.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6558   -2.1270    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4832   -1.8736   -1.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894    2.9333   -0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2634    4.3695    0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6476    5.0815    0.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315    4.7100   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270    5.3980   -1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2673    4.1974   -1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6038    5.5692   -0.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2205   -2.1034    2.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0693   -0.9112    2.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4120   -0.5259    3.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4661   -0.2554   -2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7452    0.3397   -2.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133    1.4438   -2.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9536    1.4320    1.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2570    2.5094   -0.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3465   -3.5429   -1.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9350   -1.9920   -1.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6186   -2.5941   -2.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3706   -3.0312    1.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 18 19  1  0
 17 20  1  0
 20 21  1  6
 20 22  1  0
 20 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  1
 28 30  1  0
 28 29  2  0
 15  6  1  0
 26 17  1  0
 22 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 10 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 27 53  1  0
 27 54  1  0
 27 55  1  0
 30 56  1  0
M  END


  Mrv1533004231521572D          

 30 32  0  0  0  0            999 V2000
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6586    0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119    0.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0214   -2.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6586   -2.0580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912   -2.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  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
 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  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 21 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
  6 30  1  0  0  0  0
 14 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0216902

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)C1=C(O)C(C)=C(OC)C2=C1OC1(OC)C(C)(C2)C(=O)OC1(C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O9/c1-7-8-12(22)13-14(23)10(2)15(27-5)11-9-19(3)18(26)30-20(4,17(24)25)21(19,28-6)29-16(11)13/h23H,7-9H2,1-6H3,(H,24,25)

> <INCHI_KEY>
ACZQKENEXNGSNS-UHFFFAOYSA-N

> <FORMULA>
C21H26O9

> <MOLECULAR_WEIGHT>
422.43

> <EXACT_MASS>
422.157682417

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.87177046640167

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
4.2499189563333335

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.424522503856942

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.063283489652069

> <JCHEM_PKA_STRONGEST_BASIC>
-4.170670817206199

> <JCHEM_POLAR_SURFACE_AREA>
128.59

> <JCHEM_REFRACTIVITY>
103.36670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.829   0.762   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.133  -0.294   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.609   1.171   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.038  -1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.133  -2.786   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.507  -4.193   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.467  -3.556   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.800  -2.786   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.467  -5.096   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.829  -3.842   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.583  -4.747   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   30                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   30                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   26                                             
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23   26                                             
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21   16   27   29                                             
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30                                                       
CONECT   30   29    6   14                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
13-Butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0,]trideca-1(13),9,11-triene-4-carboxylate	Generator
13-Butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(13),9,11-triene-4-carboxylate	Generator

Chemical Formula

C₂₁H₂₆O₉

Average Mass

422.4300 Da

Monoisotopic Mass

422.15768 Da

IUPAC Name

13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid

Traditional Name

13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCCC(=O)C1=C(O)C(C)=C(OC)C2=C1OC1(OC)C(C)(C2)C(=O)OC1(C)C(O)=O

InChI Identifier

InChI=1S/C21H26O9/c1-7-8-12(22)13-14(23)10(2)15(27-5)11-9-19(3)18(26)30-20(4,17(24)25)21(19,28-6)29-16(11)13/h23H,7-9H2,1-6H3,(H,24,25)

InChI Key

ACZQKENEXNGSNS-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, 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
Calyptranthes pallens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butyrophenones. Butyrophenones are compounds containing 1-phenylbutan-1-one moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Butyrophenones

Direct Parent

Butyrophenones

Alternative Parents

Substituents

Butyrophenone
Chromane
Benzopyran
1-benzopyran
Anisole
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Ketal
Gamma butyrolactone
Dicarboxylic acid or derivatives
Vinylogous acid
Oxolane
Carboxylic acid ester
Lactone
Ketone
Oxacycle
Organoheterocyclic compound
Acetal
Carboxylic acid derivative
Carboxylic acid
Ether
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aldehyde
Organooxygen compound
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	2.23	ALOGPS
logP	4.25	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.06	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	128.59 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	103.37 m³·mol⁻¹	ChemAxon
Polarizability	41.87 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	Yes	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

LOTUS database [Link]

Showing NP-Card for 13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid (NP0216902)

MOL for NP0216902 (13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid)

3D MOL for NP0216902 (13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid)

3D SDF for NP0216902 (13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid)

3D-SDF for NP0216902 (13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid)

PDB for NP0216902 (13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid)

3D PDB for NP0216902 (13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid)

SMILES for NP0216902 (13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid)

INCHI for NP0216902 (13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid)

Structure for NP0216902 (13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid)

3D Structure for NP0216902 (13-butanoyl-12-hydroxy-3,10-dimethoxy-4,7,11-trimethyl-6-oxo-2,5-dioxatricyclo[7.4.0.0³,⁷]trideca-1(9),10,12-triene-4-carboxylic acid)