NP-MRD: Showing NP-Card for 11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate (NP0222797)

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Record Information

Version

2.0

Created at

2022-09-06 00:43:31 UTC

Updated at

2022-09-06 00:43:31 UTC

NP-MRD ID

NP0222797

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate

Description

11-({[3-(Acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-1,5-dimethyl-8-(propan-2-yl)-15-oxatricyclo[10.2.1.0⁴,⁹]Pentadeca-5,10,13-trien-2-yl 3-(1-methyl-1H-imidazol-4-yl)prop-2-enoate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate is found in Erythropodium caribaeorum. 11-({[3-(Acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-1,5-dimethyl-8-(propan-2-yl)-15-oxatricyclo[10.2.1.0⁴,⁹]Pentadeca-5,10,13-trien-2-yl 3-(1-methyl-1H-imidazol-4-yl)prop-2-enoate is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251513482D          

 48 52  0  0  0  0            999 V2000
    6.4416   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9567    0.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    0.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6513    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813    2.2994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6513    3.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    4.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    2.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667    3.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    3.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5971    2.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5971    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667    0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522   -0.2730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522   -1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -1.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -2.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522   -2.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522   -3.5730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -2.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -2.7480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -1.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0088   -1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0088   -2.3355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2943   -1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826    1.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1682    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1682    2.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826    3.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826    3.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826    0.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1682    0.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5971    0.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667    4.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522    4.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377    4.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522    5.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377    6.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377    6.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7703    7.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0252    8.2038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403    8.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502    8.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1052    7.4192    0.0000 N   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  6 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
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 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
 18 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 12 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 10 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 41 39  1  4  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 47 48  2  0  0  0  0
 43 48  1  0  0  0  0
M  END


  Mrv1533004251513482D          

 48 52  0  0  0  0            999 V2000
    6.4416   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9567    0.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    0.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6513    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813    2.2994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6513    3.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    4.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    2.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1362    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667    3.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    3.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5971    2.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5971    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667    0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522   -0.2730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522   -1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -1.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -2.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522   -2.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522   -3.5730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -2.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -2.7480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -1.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0088   -1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0088   -2.3355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2943   -1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826    1.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1682    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1682    2.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826    3.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826    3.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826    0.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1682    0.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5971    0.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667    4.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522    4.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377    4.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1522    5.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377    6.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377    6.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7703    7.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0252    8.2038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403    8.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502    8.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1052    7.4192    0.0000 N   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  6 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
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 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
 18 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 12 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 10 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 41 39  1  4  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 47 48  2  0  0  0  0
 43 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222797

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC12OC(C)(C=C1)C(CC1C(C=C2COC2OCC(O)C(O)C2OC(C)=O)C(CC=C1C)C(C)C)OC(=O)C=CC1=CN(C)C=N1

> <INCHI_IDENTIFIER>
InChI=1S/C36H50N2O10/c1-8-45-36-14-13-35(6,48-36)30(47-31(41)12-10-25-17-38(7)20-37-25)16-27-22(4)9-11-26(21(2)3)28(27)15-24(36)18-43-34-33(46-23(5)39)32(42)29(40)19-44-34/h9-10,12-15,17,20-21,26-30,32-34,40,42H,8,11,16,18-19H2,1-7H3

> <INCHI_KEY>
LSERISPQLQYBTH-UHFFFAOYSA-N

> <FORMULA>
C36H50N2O10

> <MOLECULAR_WEIGHT>
670.8

> <EXACT_MASS>
670.346545818

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
71.92512290749859

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-1,5-dimethyl-8-(propan-2-yl)-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methyl-1H-imidazol-4-yl)prop-2-enoate

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
4.129224495999996

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.3259046011006

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.812765876482878

> <JCHEM_PKA_STRONGEST_BASIC>
5.946668449684485

> <JCHEM_POLAR_SURFACE_AREA>
147.8

> <JCHEM_REFRACTIVITY>
178.80180000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate

> <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  C   UNK     0      12.024  -0.054   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.119   1.191   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.588   1.030   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.682   2.276   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.178   4.292   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.682   6.308   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.588   7.554   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.588   5.062   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.588   3.522   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.218   6.784   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.753   6.308   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.848   5.062   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.848   3.522   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.753   2.276   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.218   1.800   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.218   0.260   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.884  -0.510   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.884  -2.050   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.218  -2.820   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.218  -4.360   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.884  -5.130   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.884  -6.670   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.550  -4.360   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.217  -5.130   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.550  -2.820   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.217  -2.050   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.883  -2.820   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.883  -4.360   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.549  -2.050   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.514   2.752   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.181   3.522   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.181   5.062   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.514   5.832   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.514   7.372   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.514   1.212   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.181   0.442   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.848   0.442   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       7.218   8.324   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.884   9.094   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       4.550   8.324   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       5.884  10.634   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.550  11.404   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.550  12.944   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.305  13.849   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0       3.780  15.314   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0       2.875  16.560   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       5.320  15.314   0.000  0.00  0.00           C+0
HETATM   48  N   UNK     0       5.796  13.849   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9   15                                             
CONECT    5    4    6                                                       
CONECT    6    5    7    8   10                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    4                                                       
CONECT   10    6   11   38                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   33                                                  
CONECT   13   12   14   30                                                  
CONECT   14   13   15                                                       
CONECT   15   14    4   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   18   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   13   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   12   34                                                  
CONECT   34   33                                                            
CONECT   35   30   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   10   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   48                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47   43                                                       
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

View in JSmol

Synonyms

Value	Source
11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-1,5-dimethyl-8-(propan-2-yl)-15-oxatricyclo[10.2.1.0,]pentadeca-5,10,13-trien-2-yl 3-(1-methyl-1H-imidazol-4-yl)prop-2-enoic acid	Generator
11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-1,5-dimethyl-8-(propan-2-yl)-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methyl-1H-imidazol-4-yl)prop-2-enoic acid	Generator

Chemical Formula

C₃₆H₅₀N₂O₁₀

Average Mass

670.8000 Da

Monoisotopic Mass

670.34655 Da

IUPAC Name

11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-1,5-dimethyl-8-(propan-2-yl)-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methyl-1H-imidazol-4-yl)prop-2-enoate

Traditional Name

11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

CCOC12OC(C)(C=C1)C(CC1C(C=C2COC2OCC(O)C(O)C2OC(C)=O)C(CC=C1C)C(C)C)OC(=O)C=CC1=CN(C)C=N1

InChI Identifier

InChI=1S/C36H50N2O10/c1-8-45-36-14-13-35(6,48-36)30(47-31(41)12-10-25-17-38(7)20-37-25)16-27-22(4)9-11-26(21(2)3)28(27)15-24(36)18-43-34-33(46-23(5)39)32(42)29(40)19-44-34/h9-10,12-15,17,20-21,26-30,32-34,40,42H,8,11,16,18-19H2,1-7H3

InChI Key

LSERISPQLQYBTH-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
Erythropodium caribaeorum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Glycosyl compound
O-glycosyl compound
Imidazolyl carboxylic acid derivative
Fatty acid ester
Ketal
Dicarboxylic acid or derivatives
Monosaccharide
N-substituted imidazole
Oxane
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Heteroaromatic compound
Azole
Dihydrofuran
Imidazole
Secondary alcohol
Carboxylic acid ester
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Organic oxide
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.7	ALOGPS
logP	4.13	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	12.81	ChemAxon
pKa (Strongest Basic)	5.95	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	147.8 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	178.8 m³·mol⁻¹	ChemAxon
Polarizability	71.93 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	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 11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate (NP0222797)

MOL for NP0222797 (11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate)

3D MOL for NP0222797 (11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate)

3D SDF for NP0222797 (11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate)

3D-SDF for NP0222797 (11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate)

PDB for NP0222797 (11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate)

3D PDB for NP0222797 (11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate)

SMILES for NP0222797 (11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate)

INCHI for NP0222797 (11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate)

Structure for NP0222797 (11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate)

3D Structure for NP0222797 (11-({[3-(acetyloxy)-4,5-dihydroxyoxan-2-yl]oxy}methyl)-12-ethoxy-8-isopropyl-1,5-dimethyl-15-oxatricyclo[10.2.1.0⁴,⁹]pentadeca-5,10,13-trien-2-yl 3-(1-methylimidazol-4-yl)prop-2-enoate)