NP-MRD: Showing NP-Card for 12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione (NP0191962)

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Record Information

Version

1.0

Created at

2022-09-04 09:03:53 UTC

Updated at

2022-09-04 09:03:53 UTC

NP-MRD ID

NP0191962

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione

Description

12-Methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione is found in Camptotheca acuminata, Crypteronia paniculata and Phyllagathis rotundifolia. 12-Methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241505042D          

 35 40  0  0  0  0            999 V2000
    0.6456   -0.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653    0.3886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.9404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4468    0.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -0.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6983   -0.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2302   -1.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908    0.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226   -0.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0711    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    0.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    2.2309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    2.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123    3.6873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    2.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    2.3514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    1.0959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9895    0.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.3596    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
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  9 10  1  0  0  0  0
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  4 17  1  0  0  0  0
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 18 34  1  0  0  0  0
 34 35  1  0  0  0  0
 22 35  1  0  0  0  0
 29 35  2  0  0  0  0
M  END

     RDKit          3D

 53 58  0  0  0  0  0  0  0  0999 V2000
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   -0.0202   -2.1979    0.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6236    0.1530    0.3923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563   -0.6288    0.7823 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3596   -1.0150   -0.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1256    0.0609   -0.7997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4779   -0.0419   -2.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1950   -1.1917   -2.5554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4182    0.0527    0.0266 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8317    1.3639    0.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0242   -0.5570    1.3773 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9673   -0.2578    2.3488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6620    0.0173    1.7035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7303    1.3797    1.6035 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3597    1.2365   -0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    1.3341   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301    2.4943   -0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5788    3.4754   -0.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6157    2.5159   -0.8521 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3833    1.4889   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7469    1.5663   -0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5355    0.4667   -0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9804   -0.7320   -0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298   -0.8037    0.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9732   -1.9572    0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6010   -2.7470   -0.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -3.9733   -0.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3016   -3.6934    0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3174   -1.5810    1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909    1.0308   -0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5308    0.0199   -2.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0512    0.8836   -2.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1317   -0.9059   -2.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1970   -0.5518   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3920    2.0070   -0.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9511   -1.6508    1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5964   -0.5615    3.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4248   -0.3197    2.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442    1.8638    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2139    2.1404   -0.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
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 13 15  1  0
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  6 39  1  1
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 14 47  1  0
 15 48  1  1
 16 49  1  0
 17 50  1  0
 34 52  1  0
 34 53  1  0
 25 51  1  0
M  END


  Mrv1533004241505042D          

 35 40  0  0  0  0            999 V2000
    0.6456   -0.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653    0.3886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.9404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4468    0.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -0.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6983   -0.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2302   -1.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908    0.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226   -0.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5392    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    2.2309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9608    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2123    3.6873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    2.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6774    1.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    0.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8017   -0.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -0.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7092    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.3596    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
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  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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 29 30  1  0  0  0  0
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 30 32  1  0  0  0  0
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 33 34  2  0  0  0  0
 18 34  1  0  0  0  0
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 22 35  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0191962

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC2OC(CO)C(O)C(O)C2O)C=C2C(=O)OC3=C4OCOC4=CC4=C3C2=C1OC4=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H18O13/c1-29-16-9(32-22-15(26)14(25)13(24)10(4-23)33-22)3-7-11-12-6(20(27)34-18(11)16)2-8-17(31-5-30-8)19(12)35-21(7)28/h2-3,10,13-15,22-26H,4-5H2,1H3

> <INCHI_KEY>
MSBCRZZTWJVLJV-UHFFFAOYSA-N

> <FORMULA>
C22H18O13

> <MOLECULAR_WEIGHT>
490.373

> <EXACT_MASS>
490.07474064

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
45.49816233055462

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1,6,8(18),11(19),12,14-hexaene-9,16-dione

> <ALOGPS_LOGP>
-0.07

> <JCHEM_LOGP>
-0.8758875083333336

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.19604286934388

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.200012612886663

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923549535993

> <JCHEM_POLAR_SURFACE_AREA>
179.66999999999996

> <JCHEM_REFRACTIVITY>
109.03939999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.75e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1,6,8(18),11(19),12,14-hexaene-9,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.205  -0.723   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.682   0.725   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.675   1.903   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.151   3.351   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.365   3.622   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.357   2.445   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.834   0.996   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.827  -0.181   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.304  -1.629   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.296  -2.807   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.343   0.090   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.335  -1.087   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.866   1.539   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.382   1.810   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.873   2.716   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.396   4.164   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.144   4.528   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.660   4.257   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.653   5.435   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.130   6.883   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.169   5.164   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.692   3.715   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.208   3.444   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.424   4.389   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.698   3.525   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.270   2.046   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.731   1.996   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.738   0.818   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.222   1.089   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.230  -0.088   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.753  -1.536   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.714   0.183   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.191   1.632   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.183   2.809   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.699   2.538   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    6   16                                                  
CONECT   16   15                                                            
CONECT   17    4   18                                                       
CONECT   18   17   19   34                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   35                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   23   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   35                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32    3   34                                                  
CONECT   34   33   18   35                                                  
CONECT   35   34   22   29                                                  
MASTER        0    0    0    0    0    0    0    0   35    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₁₈O₁₃

Average Mass

490.3730 Da

Monoisotopic Mass

490.07474 Da

IUPAC Name

12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1,6,8(18),11(19),12,14-hexaene-9,16-dione

Traditional Name

12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1,6,8(18),11(19),12,14-hexaene-9,16-dione

CAS Registry Number

Not Available

SMILES

COC1=C(OC2OC(CO)C(O)C(O)C2O)C=C2C(=O)OC3=C4OCOC4=CC4=C3C2=C1OC4=O

InChI Identifier

InChI=1S/C22H18O13/c1-29-16-9(32-22-15(26)14(25)13(24)10(4-23)33-22)3-7-11-12-6(20(27)34-18(11)16)2-8-17(31-5-30-8)19(12)35-21(7)28/h2-3,10,13-15,22-26H,4-5H2,1H3

InChI Key

MSBCRZZTWJVLJV-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
Camptotheca acuminata	LOTUS Database	35616633
Crypteronia paniculata	LOTUS Database	35616633
Phyllagathis rotundifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Benzoate ester
Pyrogallol derivative
Benzenetriol
Benzoic acid or derivatives
Phenoxy compound
M-cresol
Phenol ether
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Toluene
Monosaccharide
Oxane
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Alcohol
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	-0.07	ALOGPS
logP	-0.88	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	179.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.04 m³·mol⁻¹	ChemAxon
Polarizability	45.5 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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

73157794

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione (NP0191962)

MOL for NP0191962 (12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione)

3D MOL for NP0191962 (12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione)

3D SDF for NP0191962 (12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione)

3D-SDF for NP0191962 (12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione)

PDB for NP0191962 (12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione)

3D PDB for NP0191962 (12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione)

SMILES for NP0191962 (12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione)

INCHI for NP0191962 (12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione)

Structure for NP0191962 (12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione)

3D Structure for NP0191962 (12-methoxy-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,10,17-tetraoxapentacyclo[9.6.2.0²,⁶.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-1(18),2(6),7,11(19),12,14-hexaene-9,16-dione)