NP-MRD: Showing NP-Card for 3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate (NP0267381)

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Record Information

Version

2.0

Created at

2022-09-08 12:09:01 UTC

Updated at

2022-09-08 12:09:01 UTC

NP-MRD ID

NP0267381

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate

Description

MCULE-2928968365 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. 3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate is found in Gardenia jasminoides. MCULE-2928968365 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261502062D          

 32 34  0  0  0  0            999 V2000
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882   -4.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276   -4.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  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
 11 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  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  2 32  1  0  0  0  0
M  END

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
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   -4.8921    0.1000   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0054    0.1368   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8768   -0.8125    0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    0.2675   -0.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1053    0.9057   -0.7005 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0187    2.1960   -0.2418 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2938    2.7561   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6257    3.0565   -1.7021 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8401    3.7379   -1.7597 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7486    1.7332   -2.4103 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9994    1.2104   -2.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6415    0.7826   -2.0968 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1637   -0.5259   -2.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7105   -2.7302    1.1628 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2681   -3.8962    0.5400 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8071   -2.5030    2.3600 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9920   -3.4691    3.3339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6180   -2.4745    1.8403 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9294   -3.7467    1.3628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1253    0.9681    1.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830    1.8003    1.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1994   -0.0063    2.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3524    1.8127    1.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4977    1.2283    0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1232    0.9013   -1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5679   -0.6782   -2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6602   -1.8303   -2.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7932   -0.4008   -2.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831   -2.0274   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3678   -1.9270   -0.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2064   -0.5159    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280   -1.5338   -0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7836    0.3547    0.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3454    3.6802    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0735    2.0793    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7826    3.6406   -2.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3861    3.4956   -0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7051    1.9519   -3.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6302    1.4532   -2.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8025    0.8302   -2.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7850   -0.6240   -1.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7527   -2.8738    1.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024   -4.3038    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0755   -1.5201    2.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5227   -4.2095    2.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3238   -2.1967    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0737   -3.6971    0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2033    2.8014    1.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4186    1.9929    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721    1.3172    1.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7814    0.4992    3.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8018   -0.8660    1.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866   -0.3019    2.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1664    2.8273    0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  2  0
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 25 26  1  0
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 31 32  1  0
 32  2  1  0
 25  7  1  0
 19 12  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  7 36  1  6
  9 37  1  6
 10 38  1  0
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 12 40  1  1
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 31 63  1  0
 31 64  1  0
 32 65  1  0
 32 66  1  0
M  END


  Mrv1533004261502062D          

 32 34  0  0  0  0            999 V2000
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3276   -4.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0267381

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(C(=O)OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)C(C)(C)CCC1

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O11/c1-9-5-4-6-21(2,3)12(9)18(28)32-20-17(27)15(25)14(24)11(31-20)8-30-19-16(26)13(23)10(22)7-29-19/h10-11,13-17,19-20,22-27H,4-8H2,1-3H3

> <INCHI_KEY>
JGMROMZJBQKIDK-UHFFFAOYSA-N

> <FORMULA>
C21H34O11

> <MOLECULAR_WEIGHT>
462.492

> <EXACT_MASS>
462.210111915

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
47.10383584599953

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate

> <ALOGPS_LOGP>
-0.59

> <JCHEM_LOGP>
-0.6042637716666668

> <ALOGPS_LOGS>
-1.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.455129594255954

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.920278708744455

> <JCHEM_PKA_STRONGEST_BASIC>
-3.526580404084756

> <JCHEM_POLAR_SURFACE_AREA>
175.37

> <JCHEM_REFRACTIVITY>
106.90950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.08e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -9.336 -10.010   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0     -10.669  -9.240   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0     -12.003 -10.010   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -16.004  -9.240   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0     -17.338 -11.550   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0     -18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -21.339 -12.320   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -20.005 -10.010   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -21.339  -9.240   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -18.672  -7.700   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0     -13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -14.670  -6.930   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.325  -8.060   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.345  -8.060   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   32                                                  
CONECT    3    2    4   27                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   25                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   12   20                                                  
CONECT   20   19                                                            
CONECT   21    9   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    7   26                                                  
CONECT   26   25                                                            
CONECT   27    3   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31    2                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₄O₁₁

Average Mass

462.4920 Da

Monoisotopic Mass

462.21011 Da

IUPAC Name

3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate

Traditional Name

3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate

CAS Registry Number

Not Available

SMILES

CC1=C(C(=O)OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)C(C)(C)CCC1

InChI Identifier

InChI=1S/C21H34O11/c1-9-5-4-6-21(2,3)12(9)18(28)32-20-17(27)15(25)14(24)11(31-20)8-30-19-16(26)13(23)10(22)7-29-19/h10-11,13-17,19-20,22-27H,4-8H2,1-3H3

InChI Key

JGMROMZJBQKIDK-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
Gardenia jasminoides	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

Disaccharide
O-glycosyl compound
Oxane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Acetal
Polyol
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	-0.59	ALOGPS
logP	-0.6	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	11.92	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	175.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	106.91 m³·mol⁻¹	ChemAxon
Polarizability	47.1 Å³	ChemAxon
Number of Rings	3	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

45783035

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-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate (NP0267381)

MOL for NP0267381 (3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate)

3D MOL for NP0267381 (3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate)

3D SDF for NP0267381 (3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate)

3D-SDF for NP0267381 (3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate)

PDB for NP0267381 (3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate)

3D PDB for NP0267381 (3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate)

SMILES for NP0267381 (3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate)

INCHI for NP0267381 (3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate)

Structure for NP0267381 (3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate)

3D Structure for NP0267381 (3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl 2,6,6-trimethylcyclohex-1-ene-1-carboxylate)