NP-MRD: Showing NP-Card for methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate (NP0227202)

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Record Information

Version

2.0

Created at

2022-09-06 06:27:31 UTC

Updated at

2022-09-06 06:27:31 UTC

NP-MRD ID

NP0227202

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate

Description

Methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0¹,³]Undecane-11-carboxylate belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate is found in Khaya senegalensis. Methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0¹,³]Undecane-11-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241509502D          

 46 51  0  0  0  0            999 V2000
    0.8646   -3.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771   -3.0572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717   -2.1387    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
    0.8986   -2.2820    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
    0.7145   -0.4125    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
    2.1434   -0.4125    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 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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.0945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -0.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0946   -0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4374   -1.2202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428   -2.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1552   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428   -2.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784   -3.6892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963   -4.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162   -4.6077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5984   -5.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4108   -5.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9411   -4.8942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0681   -6.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3502   -6.7902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7444   -5.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2747   -6.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0266   -5.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8390   -4.9532    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  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
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 10 18  1  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 19 23  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  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
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 36 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END


  Mrv1533004241509502D          

 46 51  0  0  0  0            999 V2000
    0.8646   -3.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771   -3.0572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717   -2.1387    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
    0.8986   -2.2820    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
    0.7145   -0.4125    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
    2.1434   -0.4125    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 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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.0945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -0.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0946   -0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4374   -1.2202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428   -2.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1552   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428   -2.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784   -3.6892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963   -4.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162   -4.6077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5984   -5.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4108   -5.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9411   -4.8942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0681   -6.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3502   -6.7902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7444   -5.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2747   -6.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0266   -5.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8390   -4.9532    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  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
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 10 18  1  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 19 23  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  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
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 36 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0227202

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(C)C(CCC2(C)C(OC(=O)C3OC123)C1=COC=C1)C1(C)C=CC(=O)C(C)(C)C1COC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C33H44O13/c1-29(2)19(15-43-27-23(38)22(37)21(36)17(13-34)44-27)30(3,10-8-20(29)35)18-7-11-31(4)24(16-9-12-42-14-16)45-26(39)25-33(31,46-25)32(18,5)28(40)41-6/h8-10,12,14,17-19,21-25,27,34,36-38H,7,11,13,15H2,1-6H3

> <INCHI_KEY>
OOWUHRQISTYBRO-UHFFFAOYSA-N

> <FORMULA>
C33H44O13

> <MOLECULAR_WEIGHT>
648.702

> <EXACT_MASS>
648.278191477

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
65.54554995978339

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0¹,³]undecane-11-carboxylate

> <ALOGPS_LOGP>
1.82

> <JCHEM_LOGP>
1.7614219949999996

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.20025091935132

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210972579115408

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8457181648341545

> <JCHEM_POLAR_SURFACE_AREA>
194.71999999999997

> <JCHEM_REFRACTIVITY>
156.8795

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0¹,³]undecane-11-carboxylate

> <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       1.614  -5.974   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.131  -5.707   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.657  -4.260   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.174  -3.992   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.677  -4.260   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  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.581   2.445   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.105   3.910   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.565   3.910   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.089   2.445   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.990  -4.260   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.527  -1.633   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.043  -1.365   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.033  -2.545   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.550  -2.278   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.506  -3.992   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.023  -4.260   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.506  -5.532   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.990  -4.260   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.463  -5.707   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.453  -6.887   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.926  -8.334   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.590  -8.601   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       1.117 -10.048   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.634 -10.316   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       3.623  -9.136   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       0.127 -11.228   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       0.654 -12.675   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -1.390 -10.961   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -2.379 -12.140   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -1.916  -9.513   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -3.433  -9.246   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   18                                             
CONECT    6    5                                                            
CONECT    7    5    8   24                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   18                                             
CONECT   11   10                                                            
CONECT   12   10   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16   18                                                       
CONECT   18   17    5   10   16                                             
CONECT   19   12   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19                                                       
CONECT   24    7   25   26   33                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30   24   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   45                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   41                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   38   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   36   46                                                  
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  102    0
END

View in JSmol

Synonyms

Value	Source
Methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0,]undecane-11-carboxylic acid	Generator
Methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0¹,³]undecane-11-carboxylic acid	Generator

Chemical Formula

C₃₃H₄₄O₁₃

Average Mass

648.7020 Da

Monoisotopic Mass

648.27819 Da

IUPAC Name

methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0¹,³]undecane-11-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)C1(C)C(CCC2(C)C(OC(=O)C3OC123)C1=COC=C1)C1(C)C=CC(=O)C(C)(C)C1COC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C33H44O13/c1-29(2)19(15-43-27-23(38)22(37)21(36)17(13-34)44-27)30(3,10-8-20(29)35)18-7-11-31(4)24(16-9-12-42-14-16)45-26(39)25-33(31,46-25)32(18,5)28(40)41-6/h8-10,12,14,17-19,21-25,27,34,36-38H,7,11,13,15H2,1-6H3

InChI Key

OOWUHRQISTYBRO-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
Khaya senegalensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
1,4-dioxepane
Cyclohexenone
Delta valerolactone
Dioxepane
Delta_valerolactone
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Heteroaromatic compound
Furan
Methyl ester
Carboxylic acid ester
Cyclic ketone
Secondary alcohol
Ketone
Lactone
Acetal
Ether
Oxirane
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aldehyde
Primary alcohol
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	1.82	ALOGPS
logP	1.76	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	194.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	156.88 m³·mol⁻¹	ChemAxon
Polarizability	65.55 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	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 methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate (NP0227202)

MOL for NP0227202 (methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate)

3D MOL for NP0227202 (methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate)

3D SDF for NP0227202 (methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate)

3D-SDF for NP0227202 (methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate)

PDB for NP0227202 (methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate)

3D PDB for NP0227202 (methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate)

SMILES for NP0227202 (methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate)

INCHI for NP0227202 (methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate)

Structure for NP0227202 (methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate)

3D Structure for NP0227202 (methyl 6-(furan-3-yl)-7,11-dimethyl-4-oxo-10-[1,5,5-trimethyl-4-oxo-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)cyclohex-2-en-1-yl]-2,5-dioxatricyclo[5.4.0.0?,?]undecane-11-carboxylate)