NP-MRD: Showing NP-Card for {4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate (NP0299734)

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Record Information

Version

2.0

Created at

2022-09-10 11:43:57 UTC

Updated at

2022-09-10 11:43:58 UTC

NP-MRD ID

NP0299734

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate

Description

{4-Formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]Octadeca-1(11),3(8),4,6,12,14(18)-hexaen-12-yl}methyl acetate belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. {4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate is found in Hypotrachyna caraccensis and Usnea undulata. {4-Formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]Octadeca-1(11),3(8),4,6,12,14(18)-hexaen-12-yl}methyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161523552D          

 31 34  0  0  0  0            999 V2000
    0.0016   -6.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627   -5.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4206   -6.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -5.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2269   -4.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -3.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721   -3.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890   -4.0058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2753   -2.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -2.4818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6713   -1.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1476   -0.7446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9364   -2.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6944   -2.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2745   -1.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0948   -2.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763   -1.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0336   -0.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094   -0.6343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006   -1.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6821   -0.5283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7433   -1.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3618   -2.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045   -3.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5376   -2.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2693   -3.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8559   -4.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4921   -3.7797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7912   -3.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  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
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  9 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
  6 31  1  0  0  0  0
 16 31  2  0  0  0  0
M  END

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
    5.2803   -3.2389    1.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251   -2.4653    0.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6893   -2.6079   -0.7060 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567   -1.4696    0.9988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0433   -0.7679   -0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1071    0.3051   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6633    1.5351   -0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0680    1.6379   -0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8581    2.5443   -1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004    2.4167   -0.9913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0692    1.2642   -0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7734    0.2105   -0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3115   -1.0101    0.4821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145   -1.0968    1.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9553   -1.5403    2.3643 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2262   -0.6574    0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1911   -1.5781    0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0524   -2.4107    2.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3866   -1.5489    0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5210   -0.5772   -0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7533   -0.5715   -1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5451    0.3395   -1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7199    1.2729   -2.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971    2.1398   -2.4016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3701    0.3299   -0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4556    1.3071   -0.5967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897    3.6935   -1.4660 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8571    4.2808   -0.4204 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9775    4.5889   -1.7029 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2121    3.9175   -1.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3518    4.3693   -1.6508 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4833   -4.2780    1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8451   -3.2858    2.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3669   -2.8234    1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899   -1.7074   -0.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8034   -0.6703   -0.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6628    0.9177   -0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263   -3.4115    2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1816   -2.5384    2.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8154   -1.7752    3.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1528   -2.2542    0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4492   -1.2821   -1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6506    1.2456   -2.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6749    3.5825   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8147    3.6683    0.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 22 25  2  0
 25 26  1  0
 12  6  1  0
 25 16  1  0
 30  9  1  0
 26 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
 27 44  1  6
 28 45  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 23 43  1  0
M  END


  Mrv1533004161523552D          

 31 34  0  0  0  0            999 V2000
    0.0016   -6.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627   -5.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4206   -6.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -5.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2269   -4.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -3.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721   -3.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890   -4.0058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2753   -2.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -2.4818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6713   -1.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1476   -0.7446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9364   -2.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6944   -2.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2745   -1.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0948   -2.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763   -1.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0336   -0.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094   -0.6343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006   -1.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6821   -0.5283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7433   -1.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3618   -2.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045   -3.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5376   -2.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2693   -3.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8559   -4.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4921   -3.7797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7912   -3.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  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
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  9 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
  6 31  1  0  0  0  0
 16 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0299734

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC1=C(O)C2=C(C(O)OC2=O)C2=C1OC(=O)C1=C(C)C=C(O)C(C=O)=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O11/c1-6-3-10(23)8(4-21)15-11(6)18(25)30-16-9(5-28-7(2)22)14(24)12-13(17(16)29-15)20(27)31-19(12)26/h3-4,20,23-24,27H,5H2,1-2H3

> <INCHI_KEY>
IHMXDYQQUZKOON-UHFFFAOYSA-N

> <FORMULA>
C20H14O11

> <MOLECULAR_WEIGHT>
430.321

> <EXACT_MASS>
430.053611271

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
39.57941790209641

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
2.744771652999999

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.783567621267903

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.247952782114109

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8338536188180057

> <JCHEM_POLAR_SURFACE_AREA>
165.89

> <JCHEM_REFRACTIVITY>
101.20789999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.003 -12.066   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.237 -11.144   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.652 -11.752   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.056  -9.615   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.290  -8.694   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.110  -7.164   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.695  -6.556   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.539  -7.478   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.514  -5.027   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.744  -4.138   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.202  -4.633   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.287  -2.667   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.253  -2.647   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.142  -1.390   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.748  -4.106   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.163  -4.714   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.246  -3.619   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.777  -3.783   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.489  -2.418   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.663  -1.118   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.124  -1.184   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.028  -2.352   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.740  -0.986   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.854  -3.651   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.142  -5.017   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.968  -6.316   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.603  -5.083   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.103  -6.539   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.198  -7.622   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.652  -7.055   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.344  -6.243   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   31                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   15                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    9   16                                                  
CONECT   16   15   17   31                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   18   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30    6   16                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
{4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0,.0,]octadeca-1(11),3(8),4,6,12,14(18)-hexaen-12-yl}methyl acetic acid	Generator
{4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3(8),4,6,12,14(18)-hexaen-12-yl}methyl acetic acid	Generator

Chemical Formula

C₂₀H₁₄O₁₁

Average Mass

430.3210 Da

Monoisotopic Mass

430.05361 Da

IUPAC Name

{4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate

Traditional Name

{4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1=C(O)C2=C(C(O)OC2=O)C2=C1OC(=O)C1=C(C)C=C(O)C(C=O)=C1O2

InChI Identifier

InChI=1S/C20H14O11/c1-6-3-10(23)8(4-21)15-11(6)18(25)30-16-9(5-28-7(2)22)14(24)12-13(17(16)29-15)20(27)31-19(12)26/h3-4,20,23-24,27H,5H2,1-2H3

InChI Key

IHMXDYQQUZKOON-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
Hypotrachyna caraccensis	LOTUS Database	35616633
Usnea undulata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Diaryl ether
Isobenzofuranone
Benzofuranone
Phthalide
Isocoumaran
Tricarboxylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Aryl-aldehyde
Dioxepine
Benzenoid
Vinylogous acid
Carboxylic acid ester
Lactone
Hemiacetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Carbonyl group
Organic oxide
Aldehyde
Hydrocarbon derivative
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	1.55	ALOGPS
logP	2.74	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	7.25	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	165.89 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	101.21 m³·mol⁻¹	ChemAxon
Polarizability	39.58 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101286191

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate (NP0299734)

MOL for NP0299734 ({4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate)

3D MOL for NP0299734 ({4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate)

3D SDF for NP0299734 ({4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate)

3D-SDF for NP0299734 ({4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate)

PDB for NP0299734 ({4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate)

3D PDB for NP0299734 ({4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate)

SMILES for NP0299734 ({4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate)

INCHI for NP0299734 ({4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate)

Structure for NP0299734 ({4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate)

3D Structure for NP0299734 ({4-formyl-5,13,17-trihydroxy-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3,5,7,12,14(18)-hexaen-12-yl}methyl acetate)