NP-MRD: Showing NP-Card for methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate (NP0218641)

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Record Information

Version

2.0

Created at

2022-09-05 19:22:13 UTC

Updated at

2022-09-05 19:22:13 UTC

NP-MRD ID

NP0218641

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate

Description

Methyl 2-[(1R,2S,5R,6R,10S,14R,16S)-6-(5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl)-1,5,15,15-tetramethyl-14-{[(3E)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]Heptadec-11-en-16-yl]acetate belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate is found in Cipadessa baccifera. Based on a literature review very few articles have been published on methyl 2-[(1R,2S,5R,6R,10S,14R,16S)-6-(5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl)-1,5,15,15-tetramethyl-14-{[(3E)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]Heptadec-11-en-16-yl]acetate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052221222D          

 43 47  0  0  1  0            999 V2000
    0.8460   -3.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793   -3.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1221   -2.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9315   -2.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8554   -1.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3982   -1.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459   -1.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207   -0.8052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3220   -0.1839    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1038   -0.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430   -0.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1067    0.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404    1.4397    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1974    2.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0207    2.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3871    1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8441    2.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300    0.6480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2963   -0.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1197   -0.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4860   -0.8828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5767    0.5433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2104    1.2825    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6674    1.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917    2.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141    2.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4876    3.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0273    3.2548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3804    2.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859    2.9652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.7034    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9031    2.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623    0.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    1.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194    1.3371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4019    1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425    2.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    2.9560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8638    3.2321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7044    4.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0443    0.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8071    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7579    0.1415    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 12  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  2  0  0  0  0
 13 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 10 33  1  0  0  0  0
 33 34  2  0  0  0  0
 31 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 41  1  0  0  0  0
  9 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END


  Mrv1652309052221222D          

 43 47  0  0  1  0            999 V2000
    0.8460   -3.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793   -3.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1221   -2.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9315   -2.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8554   -1.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3982   -1.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459   -1.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207   -0.8052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3220   -0.1839    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1038   -0.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430   -0.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1067    0.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404    1.4397    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1974    2.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0207    2.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3871    1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8441    2.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300    0.6480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2963   -0.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1197   -0.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4860   -0.8828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5767    0.5433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2104    1.2825    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6674    1.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917    2.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141    2.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4876    3.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0273    3.2548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3804    2.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859    2.9652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.7034    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9031    2.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623    0.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    1.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194    1.3371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4019    1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425    2.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    2.9560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8638    3.2321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7044    4.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0443    0.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8071    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7579    0.1415    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 12  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  2  0  0  0  0
 13 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 10 33  1  0  0  0  0
 33 34  2  0  0  0  0
 31 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 41  1  0  0  0  0
  9 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218641

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1C(C)(C)[C@H](OCC(=O)C(\C)=C\C)C2C=C3[C@H](CC[C@]4(C)[C@H]3CC(=O)O[C@H]4C3=CC(O)OC3=O)[C@@]1(C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O10/c1-8-16(2)22(34)15-41-28-18-11-17-20(33(6,27(18)38)23(31(28,3)4)14-24(35)40-7)9-10-32(5)21(17)13-26(37)42-29(32)19-12-25(36)43-30(19)39/h8,11-12,18,20-21,23,25,28-29,36H,9-10,13-15H2,1-7H3/b16-8+/t18?,20-,21-,23-,25?,28+,29-,32+,33+/m0/s1

> <INCHI_KEY>
SZZJZHWYBQXYQH-YODCAJJISA-N

> <FORMULA>
C33H42O10

> <MOLECULAR_WEIGHT>
598.689

> <EXACT_MASS>
598.277797552

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
62.13694945222927

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1R,2S,5R,6R,10S,14R,16S)-6-(5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl)-1,5,15,15-tetramethyl-14-{[(3E)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0^{2,11}.0^{5,10}]heptadec-11-en-16-yl]acetate

> <JCHEM_LOGP>
4.011137810666668

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.490283413999439

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.77912485558998

> <JCHEM_PKA_STRONGEST_BASIC>
-4.158431162916951

> <JCHEM_POLAR_SURFACE_AREA>
142.5

> <JCHEM_REFRACTIVITY>
155.01689999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1R,2S,5R,6R,10S,14R,16S)-6-(5-hydroxy-2-oxo-5H-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3E)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0^{2,11}.0^{5,10}]heptadec-11-en-16-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       1.579  -7.332   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.081  -5.875   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.095  -4.715   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.606  -5.013   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.597  -3.258   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.610  -2.098   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.086  -2.960   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.412  -1.503   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.601  -0.343   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.060  -0.835   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.440  -0.152   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.932   1.307   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.249   2.687   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.102   3.969   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.639   3.872   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.322   2.492   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.176   3.774   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.469   1.210   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.153  -0.170   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.690  -0.268   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.374  -1.648   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.543   1.014   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.859   2.394   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.713   3.676   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.251   3.739   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.666   5.222   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.110   5.758   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.384   6.076   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.177   5.120   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.694   5.535   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.789   3.180   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.686   4.716   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.423   1.138   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.119   1.957   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.410   2.496   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.750   3.509   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.453   5.020   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       1.005   5.518   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -1.612   6.033   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.315   7.544   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.083   1.037   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.507   1.623   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.415   0.264   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   41                                                  
CONECT   10    9   11   33                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   31                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   23                                             
CONECT   17   16                                                            
CONECT   18   16   12   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   16   24                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   24   30                                                  
CONECT   30   29                                                            
CONECT   31   13   32   33   35                                             
CONECT   32   31                                                            
CONECT   33   31   10   34                                                  
CONECT   34   33                                                            
CONECT   35   31   36   41                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39                                                            
CONECT   41   35    9   42   43                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(1R,2S,5R,6R,10S,14R,16S)-6-(5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl)-1,5,15,15-tetramethyl-14-{[(3E)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0,.0,]heptadec-11-en-16-yl]acetic acid	Generator

Chemical Formula

C₃₃H₄₂O₁₀

Average Mass

598.6890 Da

Monoisotopic Mass

598.27780 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1C(C)(C)[C@H](OCC(=O)C(\C)=C\C)C2C=C3[C@H](CC[C@]4(C)[C@H]3CC(=O)O[C@H]4C3=CC(O)OC3=O)[C@@]1(C)C2=O

InChI Identifier

InChI=1S/C33H42O10/c1-8-16(2)22(34)15-41-28-18-11-17-20(33(6,27(18)38)23(31(28,3)4)14-24(35)40-7)9-10-32(5)21(17)13-26(37)42-29(32)19-12-25(36)43-30(19)39/h8,11-12,18,20-21,23,25,28-29,36H,9-10,13-15H2,1-7H3/b16-8+/t18?,20-,21-,23-,25?,28+,29-,32+,33+/m0/s1

InChI Key

SZZJZHWYBQXYQH-YODCAJJISA-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
Cipadessa baccifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Tricarboxylic acid or derivatives
Cyclohexenone
Delta_valerolactone
Delta valerolactone
Alpha-branched alpha,beta-unsaturated-ketone
Pyran
Oxane
2-furanone
Alpha,beta-unsaturated ketone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Enone
Dihydrofuran
Acryloyl-group
Lactone
Ketone
Hemiacetal
Carboxylic acid ester
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

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

162908301

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate (NP0218641)

MOL for NP0218641 (methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate)

3D MOL for NP0218641 (methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate)

3D SDF for NP0218641 (methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate)

3D-SDF for NP0218641 (methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate)

PDB for NP0218641 (methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate)

3D PDB for NP0218641 (methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate)

SMILES for NP0218641 (methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate)

INCHI for NP0218641 (methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate)

Structure for NP0218641 (methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate)

3D Structure for NP0218641 (methyl 2-[(1r,2s,5r,6r,10s,14r,16s)-6-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,5,15,15-tetramethyl-14-{[(3e)-3-methyl-2-oxopent-3-en-1-yl]oxy}-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-16-yl]acetate)