NP-MRD: Showing NP-Card for 3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid (NP0202096)

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Record Information

Version

2.0

Created at

2022-09-04 21:14:45 UTC

Updated at

2022-09-04 21:14:45 UTC

NP-MRD ID

NP0202096

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid

Description

3,4,5-Trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]Hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl}oxy)methyl]benzoic acid belongs to the class of organic compounds known as 2,4-disubstituted oxazoles. 2,4-Disubstituted oxazoles are compounds containing an oxazole ring substituted at positions 2 and 4 only. Oxazole is a five-membered aromatic heterocycle with one oxygen, one nitrogen, and three carbon atoms. Isomers include 1,2-oxazole and 1,3-oxazole. 3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid is found in Quercus coccifera. 3,4,5-Trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]Hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl}oxy)methyl]benzoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251502502D          

 35 39  0  0  0  0            999 V2000
    5.9664    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 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
 31 32  2  0  0  0  0
 15 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 17 34  2  0  0  0  0
 34 35  1  0  0  0  0
 21 35  1  0  0  0  0
 27 35  2  0  0  0  0
M  END

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
    3.3683   -2.2515   -1.1528 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1137   -2.2665   -0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3212   -3.3643    0.6321 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161   -0.9747    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1450   -0.8787    0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5301    0.5605    0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9021    0.7359    0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7424    1.6300    0.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1766    2.9558    0.2477 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3638    1.4039    0.0039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5238    2.4727   -0.1813 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9704    0.0519   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5151   -0.1286   -0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -0.2680   -0.0006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0635   -0.5479    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545   -1.2980    0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431   -1.1758    0.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -1.8341    1.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778   -2.6306    2.4807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3287   -1.6187    1.5608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371   -0.7674    0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2975   -0.5741    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1316   -1.3372    1.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7370    0.4212   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0229    0.7123   -0.4984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8020    1.1442   -1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5067    0.9092   -0.9614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5521    1.6225   -1.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0538    2.5686   -2.4816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3346    1.3886   -1.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8799    0.4352   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024    0.2762   -0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2763    0.8477   -1.7499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7071   -0.2895   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0311   -0.1031   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7592   -4.1932    0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8832   -1.5615    0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5011   -0.0324    0.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6001    3.7531    0.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5420    2.6584   -0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5430    0.3316   -1.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3470    1.1645    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3432   -2.0089    1.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8939   -2.4053    1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5019    1.2358   -1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1301    1.9273   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0079    1.3029   -2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 34  2  0
 34 31  1  0
 31 30  1  0
 30 28  1  0
 28 29  2  0
 28 27  1  0
 27 35  2  0
 35 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 31 32  2  0
 32 33  1  0
 12  4  1  0
 32 15  1  0
 18 17  1  0
 35 34  1  0
 26 27  1  0
  3 36  1  0
  5 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 16 43  1  0
 23 44  1  0
 25 45  1  0
 26 46  1  0
 33 47  1  0
M  END


  Mrv1533004251502502D          

 35 39  0  0  0  0            999 V2000
    5.9664    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 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
 31 32  2  0  0  0  0
 15 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 17 34  2  0  0  0  0
 34 35  1  0  0  0  0
 21 35  1  0  0  0  0
 27 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0202096

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1=CC(O)=C(O)C(O)=C1COC1=CC2=C3C(OC(=O)C4=C3C(OC2=O)=C(O)C(O)=C4)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H12O13/c23-9-1-5(20(29)30)8(14(25)15(9)26)4-33-11-3-7-13-12-6(21(31)35-19(13)17(11)28)2-10(24)16(27)18(12)34-22(7)32/h1-3,23-28H,4H2,(H,29,30)

> <INCHI_KEY>
QCQXPORCTOCKGN-UHFFFAOYSA-N

> <FORMULA>
C22H12O13

> <MOLECULAR_WEIGHT>
484.325

> <EXACT_MASS>
484.027790446

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
43.74599383870188

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4(16),5,7,11(15),12-hexaen-6-yl}oxy)methyl]benzoic acid

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
2.933176534333333

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.837414934921352

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.576837729174422

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6092631600623557

> <JCHEM_POLAR_SURFACE_AREA>
220.50999999999996

> <JCHEM_REFRACTIVITY>
112.90139999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4(16),5,7,11(15),12-hexaen-6-yl}oxy)methyl]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  O   UNK     0      11.137   2.461   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      12.677   2.461   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.447   3.795   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      13.447   1.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.987   1.127   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.757  -0.206   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      17.297  -0.206   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.987  -1.540   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      15.757  -2.874   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      13.447  -1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      12.677  -2.874   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      12.677  -0.206   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.137  -0.206   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.367  -1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.827  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.057  -2.874   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.517  -2.874   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.747  -4.207   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.517  -5.541   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.207  -4.207   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.437  -2.874   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.127  -4.207   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.127  -1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.413  -1.540   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.897  -0.206   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.437  -0.206   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.207   1.127   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.437   2.461   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.747   1.127   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.517  -0.206   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.057  -0.206   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.827   1.127   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.747  -1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.207  -1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    4   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   32                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   34                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   35                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   35                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   15   33                                                  
CONECT   33   32                                                            
CONECT   34   31   17   35                                                  
CONECT   35   34   21   27                                                  
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

View in JSmol

Synonyms

Value	Source
3,4,5-Trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0,.0,]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl}oxy)methyl]benzoate	Generator
3,4,5-Trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl}oxy)methyl]benzoate	Generator

Chemical Formula

C₂₂H₁₂O₁₃

Average Mass

484.3250 Da

Monoisotopic Mass

484.02779 Da

IUPAC Name

3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4(16),5,7,11(15),12-hexaen-6-yl}oxy)methyl]benzoic acid

Traditional Name

3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4(16),5,7,11(15),12-hexaen-6-yl}oxy)methyl]benzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC(O)=C(O)C(O)=C1COC1=CC2=C3C(OC(=O)C4=C3C(OC2=O)=C(O)C(O)=C4)=C1O

InChI Identifier

InChI=1S/C22H12O13/c23-9-1-5(20(29)30)8(14(25)15(9)26)4-33-11-3-7-13-12-6(21(31)35-19(13)17(11)28)2-10(24)16(27)18(12)34-22(7)32/h1-3,23-28H,4H2,(H,29,30)

InChI Key

QCQXPORCTOCKGN-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
Quercus coccifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,4-disubstituted oxazoles. 2,4-Disubstituted oxazoles are compounds containing an oxazole ring substituted at positions 2 and 4 only. Oxazole is a five-membered aromatic heterocycle with one oxygen, one nitrogen, and three carbon atoms. Isomers include 1,2-oxazole and 1,3-oxazole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Oxazoles

Direct Parent

2,4-disubstituted oxazoles

Alternative Parents

Substituents

2,4-disubstituted 1,3-oxazole
Fatty acid ester
Fatty acyl
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
Oxacycle
Azacycle
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organopnictogen compound
Aromatic alcohol
Alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.32	ALOGPS
logP	2.93	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.58	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	220.51 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	112.9 m³·mol⁻¹	ChemAxon
Polarizability	43.75 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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 3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid (NP0202096)

MOL for NP0202096 (3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid)

3D MOL for NP0202096 (3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid)

3D SDF for NP0202096 (3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid)

3D-SDF for NP0202096 (3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid)

PDB for NP0202096 (3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid)

3D PDB for NP0202096 (3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid)

SMILES for NP0202096 (3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid)

INCHI for NP0202096 (3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid)

Structure for NP0202096 (3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid)

3D Structure for NP0202096 (3,4,5-trihydroxy-2-[({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)methyl]benzoic acid)