NP-MRD: Showing NP-Card for methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate (NP0282467)

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Record Information

Version

2.0

Created at

2022-09-09 09:18:30 UTC

Updated at

2022-09-09 09:18:30 UTC

NP-MRD ID

NP0282467

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate

Description

CHEMBL3582102 belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate is found in Cipadessa cinerascens. Based on a literature review very few articles have been published on CHEMBL3582102.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092211182D          

 40 44  0  0  1  0            999 V2000
    7.2501    4.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4674    3.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3017    3.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9188    2.4792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5190    2.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3533    1.9579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9704    1.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7375    1.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4025    2.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8047    0.6022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4218    0.0546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2561   -0.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8732   -1.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4733   -1.0142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0219    0.3415    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8563   -0.4666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049    0.8891    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6517    0.4156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8347    0.8389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1245    0.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3228    0.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1424    1.4352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8296    1.9295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6647    2.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0067    3.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4708    1.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2049    2.4786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8275    3.2122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027    2.4879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6350    1.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8605    2.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5965    1.1143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2596    0.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5705    1.6973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7569    1.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  2  0  0  0  0
 24 30  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  6  0  0  0
 34 39  1  0  0  0  0
  6 39  1  0  0  0  0
 17 39  1  0  0  0  0
 39 40  1  1  0  0  0
M  END

     RDKit          3D

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   -2.2664   -1.9072   -0.4479 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8780   -3.1568   -0.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
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 38 74  1  0
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 40 78  1  0
M  END


  Mrv1652309092211182D          

 40 44  0  0  1  0            999 V2000
    7.2501    4.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4674    3.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0067    3.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150    4.0642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2217    3.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6663    1.7415    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4708    1.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2049    2.4786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8275    3.2122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027    2.4879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6350    1.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8605    2.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5965    1.1143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2596    0.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5705    1.6973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7569    1.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  2  0  0  0  0
 24 30  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  6  0  0  0
 34 39  1  0  0  0  0
  6 39  1  0  0  0  0
 17 39  1  0  0  0  0
 39 40  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0282467

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1C(C)(C)[C@H](OC(C)=O)[C@H](O)[C@@H]2O[C@]34CC(=O)O[C@@H](C5=COC=C5)[C@]3(C)[C@@H](O)[C@@H](C(=O)[C@@H]4C)[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C29H38O11/c1-13-20(33)19-22(35)28(6)23(15-8-9-37-12-15)39-18(32)11-29(13,28)40-25-21(34)24(38-14(2)30)26(3,4)16(27(19,25)5)10-17(31)36-7/h8-9,12-13,16,19,21-25,34-35H,10-11H2,1-7H3/t13-,16-,19+,21-,22-,23-,24+,25-,27-,28-,29-/m0/s1

> <INCHI_KEY>
QISJGMCPWNZFSQ-QYHDNHMUSA-N

> <FORMULA>
C29H38O11

> <MOLECULAR_WEIGHT>
562.612

> <EXACT_MASS>
562.241412044

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
56.2585375820328

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1S,3R,4R,5S,7S,8S,9S,10S,11S,12R,16R)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0^{1,11}.0^{3,8}]heptadecan-7-yl]acetate

> <JCHEM_LOGP>
1.3824156616666672

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.089213573757583

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.093116908821017

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8692453008883434

> <JCHEM_POLAR_SURFACE_AREA>
158.79999999999998

> <JCHEM_REFRACTIVITY>
134.8546

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1S,3R,4R,5S,7S,8S,9S,10S,11S,12R,16R)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0^{1,11}.0^{3,8}]heptadecan-7-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      13.534   7.645   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.072   7.159   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.763   5.650   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.915   4.628   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.302   5.163   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.993   3.655   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.145   2.633   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.577   2.066   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.951   3.945   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.835   1.124   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.987   0.102   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.678  -1.407   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.830  -2.429   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.217  -1.893   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.374   0.638   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.065  -0.871   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.222   1.660   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.816   0.776   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.291   1.566   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.966   0.658   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.469   1.122   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334   0.082   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.132   2.679   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.415   3.602   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.107   5.111   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.706   5.749   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.879   7.279   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.388   7.587   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.147   6.247   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.977   3.251   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.479   2.910   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.982   4.627   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.278   5.996   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.658   4.644   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.785   3.503   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.340   4.034   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.713   2.080   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.951   1.164   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.532   3.168   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.013   2.914   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                                                       
CONECT    6    5    7   39                                                  
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   39                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   30   37                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25                                                       
CONECT   30   24   19   31   32                                             
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   19   38                                                  
CONECT   38   37                                                            
CONECT   39   34    6   17   40                                             
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₈O₁₁

Average Mass

562.6120 Da

Monoisotopic Mass

562.24141 Da

IUPAC Name

methyl 2-[(1S,3R,4R,5S,7S,8S,9S,10S,11S,12R,16R)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0^{1,11}.0^{3,8}]heptadecan-7-yl]acetate

Traditional Name

methyl [(1S,3R,4R,5S,7S,8S,9S,10S,11S,12R,16R)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0^{1,11}.0^{3,8}]heptadecan-7-yl]acetate

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1C(C)(C)[C@H](OC(C)=O)[C@H](O)[C@@H]2O[C@]34CC(=O)O[C@@H](C5=COC=C5)[C@]3(C)[C@@H](O)[C@@H](C(=O)[C@@H]4C)[C@]12C

InChI Identifier

InChI=1S/C29H38O11/c1-13-20(33)19-22(35)28(6)23(15-8-9-37-12-15)39-18(32)11-29(13,28)40-25-21(34)24(38-14(2)30)26(3,4)16(27(19,25)5)10-17(31)36-7/h8-9,12-13,16,19,21-25,34-35H,10-11H2,1-7H3/t13-,16-,19+,21-,22-,23-,24+,25-,27-,28-,29-/m0/s1

InChI Key

QISJGMCPWNZFSQ-QYHDNHMUSA-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 cinerascens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Delta valerolactone
Oxepane
Delta_valerolactone
Oxane
Cyclic alcohol
Heteroaromatic compound
Furan
Methyl ester
Carboxylic acid ester
Ketone
Secondary alcohol
Lactone
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
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	1.38	ChemAxon
pKa (Strongest Acidic)	13.09	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	158.8 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	134.85 m³·mol⁻¹	ChemAxon
Polarizability	56.26 Å³	ChemAxon
Number of Rings	5	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

58859346

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122179349

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-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate (NP0282467)

MOL for NP0282467 (methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate)

3D MOL for NP0282467 (methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate)

3D SDF for NP0282467 (methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate)

3D-SDF for NP0282467 (methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate)

PDB for NP0282467 (methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate)

3D PDB for NP0282467 (methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate)

SMILES for NP0282467 (methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate)

INCHI for NP0282467 (methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate)

Structure for NP0282467 (methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate)

3D Structure for NP0282467 (methyl 2-[(1s,3r,4r,5s,7s,8s,9s,10s,11s,12s,16r)-5-(acetyloxy)-12-(furan-3-yl)-4,10-dihydroxy-6,6,8,11,16-pentamethyl-14,17-dioxo-2,13-dioxatetracyclo[7.6.2.0¹,¹¹.0³,⁸]heptadecan-7-yl]acetate)