NP-MRD: Showing NP-Card for methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate (NP0273741)

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Record Information

Version

2.0

Created at

2022-09-08 20:53:16 UTC

Updated at

2022-09-08 20:53:16 UTC

NP-MRD ID

NP0273741

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate

Description

(4S)-4beta-(3-Furyl)-2,9-dioxo-5beta-hydroxy-4abeta,6bbeta,8,8,11abeta-pentamethyl-4,4a,5,6b,7,8,9,11a-octahydro-2H-benzofuro[2,3-f][2]benzopyran-7beta-acetic acid methyl ester belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond. methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate is found in Hortia oreadica. Based on a literature review very few articles have been published on (4S)-4beta-(3-Furyl)-2,9-dioxo-5beta-hydroxy-4abeta,6bbeta,8,8,11abeta-pentamethyl-4,4a,5,6b,7,8,9,11a-octahydro-2H-benzofuro[2,3-f][2]benzopyran-7beta-acetic acid methyl ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082222532D          

 35 39  0  0  1  0            999 V2000
   -3.5901   -4.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8960   -4.4969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9352   -3.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6685   -3.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2412   -3.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2804   -2.4027    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0136   -2.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586   -2.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8320   -1.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0528   -1.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7861   -0.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3588   -0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255   -1.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8539   -0.8407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378   -1.4844    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0403   -0.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7905   -2.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4195   -2.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -2.9581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7752   -3.6950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8568   -2.2684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2278   -3.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7622   -0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2148   -0.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332   -1.6258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805   -2.3156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0515   -3.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657   -3.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9908   -4.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540   -4.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6734   -3.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5863   -1.9568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4612   -2.7722    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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
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 15 16  1  1  0  0  0
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 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 33  2  0  0  0  0
 17 34  1  0  0  0  0
 13 34  1  0  0  0  0
  6 34  1  0  0  0  0
 34 35  1  1  0  0  0
M  END

     RDKit          3D

 65 69  0  0  0  0  0  0  0  0999 V2000
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   -3.2018    2.6182   -0.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048    1.7650    0.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4961   -2.5177    1.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5943   -3.1408    2.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701   -2.8958    0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1530   -1.9869   -0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -2.0231   -1.2454 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796   -0.8093   -1.2494 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5098   -0.2059   -2.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1817    0.0300   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5612    0.9234    0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.1882    0.0495 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9781    2.2737   -0.8588 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7772    0.0443   -0.4271 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5337    0.5341   -1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5540   -0.5281   -0.1199 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -3.3843    4.0998   -2.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4534    1.1969    2.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5780   -0.3388    1.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0860   -0.4957    2.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4758   -1.9466    3.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9975   -1.0970   -0.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5977   -2.2270   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309082222532D          

 35 39  0  0  1  0            999 V2000
   -3.5901   -4.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8960   -4.4969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 33  2  0  0  0  0
 17 34  1  0  0  0  0
 13 34  1  0  0  0  0
  6 34  1  0  0  0  0
 34 35  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0273741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@@H]1[C@]2(C)C(O[C@@]3(C)C2=C[C@H](O)[C@@]2(C)[C@@H](OC(=O)C=C32)C2=COC=C2)=CC(=O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O8/c1-24(2)15(10-21(30)32-6)25(3)16-9-19(29)26(4)17(27(16,5)35-20(25)12-18(24)28)11-22(31)34-23(26)14-7-8-33-13-14/h7-9,11-13,15,19,23,29H,10H2,1-6H3/t15-,19-,23-,25-,26-,27-/m0/s1

> <INCHI_KEY>
SUYVEZSYECIOFJ-GWOMWLRTSA-N

> <FORMULA>
C27H30O8

> <MOLECULAR_WEIGHT>
482.529

> <EXACT_MASS>
482.194067926

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.70443434083131

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1R,6R,7S,8S,11S,12R)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,9,15-trien-12-yl]acetate

> <JCHEM_LOGP>
2.510736875666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.145464250115086

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8843791271577333

> <JCHEM_POLAR_SURFACE_AREA>
112.27000000000001

> <JCHEM_REFRACTIVITY>
126.51189999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1R,6R,7S,8S,11S,12R)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,9,15-trien-12-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.701  -9.227   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.406  -8.394   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.479  -6.856   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -6.848  -6.150   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.183  -6.023   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.257  -4.485   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.625  -3.779   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.083  -5.250   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.153  -3.584   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.699  -2.241   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -7.067  -1.535   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.403  -1.409   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.034  -2.114   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.594  -1.569   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.631  -2.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.075  -1.402   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.476  -4.058   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.783  -5.434   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.754  -5.522   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.447  -6.897   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.599  -4.234   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.292  -5.610   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.907  -2.859   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.752  -1.571   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.289  -1.659   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.134  -0.372   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.982  -3.035   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.137  -4.322   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.829  -5.698   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.349  -5.946   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.583  -7.468   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.207  -8.161   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.124  -7.067   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.961  -3.653   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.728  -5.175   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   34                                                  
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   34                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17   23                                             
CONECT   16   15                                                            
CONECT   17   15   18   34                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23   28                                             
CONECT   22   21                                                            
CONECT   23   21   15   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   21   29                                                  
CONECT   29   28   30   33                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   29                                                       
CONECT   34   17   13    6   35                                             
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

View in JSmol

Synonyms

Value	Source
(4S)-4b-(3-Furyl)-2,9-dioxo-5b-hydroxy-4abeta,6bbeta,8,8,11abeta-pentamethyl-4,4a,5,6b,7,8,9,11a-octahydro-2H-benzofuro[2,3-F][2]benzopyran-7b-acetate methyl ester	Generator
(4S)-4b-(3-Furyl)-2,9-dioxo-5b-hydroxy-4abeta,6bbeta,8,8,11abeta-pentamethyl-4,4a,5,6b,7,8,9,11a-octahydro-2H-benzofuro[2,3-F][2]benzopyran-7b-acetic acid methyl ester	Generator
(4S)-4beta-(3-Furyl)-2,9-dioxo-5beta-hydroxy-4abeta,6bbeta,8,8,11abeta-pentamethyl-4,4a,5,6b,7,8,9,11a-octahydro-2H-benzofuro[2,3-F][2]benzopyran-7beta-acetate methyl ester	Generator
(4S)-4Β-(3-furyl)-2,9-dioxo-5β-hydroxy-4abeta,6bbeta,8,8,11abeta-pentamethyl-4,4a,5,6b,7,8,9,11a-octahydro-2H-benzofuro[2,3-F][2]benzopyran-7β-acetate methyl ester	Generator
(4S)-4Β-(3-furyl)-2,9-dioxo-5β-hydroxy-4abeta,6bbeta,8,8,11abeta-pentamethyl-4,4a,5,6b,7,8,9,11a-octahydro-2H-benzofuro[2,3-F][2]benzopyran-7β-acetic acid methyl ester	Generator

Chemical Formula

C₂₇H₃₀O₈

Average Mass

482.5290 Da

Monoisotopic Mass

482.19407 Da

IUPAC Name

methyl 2-[(1R,6R,7S,8S,11S,12R)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,9,15-trien-12-yl]acetate

Traditional Name

methyl [(1R,6R,7S,8S,11S,12R)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,9,15-trien-12-yl]acetate

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@@H]1[C@]2(C)C(O[C@@]3(C)C2=C[C@H](O)[C@@]2(C)[C@@H](OC(=O)C=C32)C2=COC=C2)=CC(=O)C1(C)C

InChI Identifier

InChI=1S/C27H30O8/c1-24(2)15(10-21(30)32-6)25(3)16-9-19(29)26(4)17(27(16,5)35-20(25)12-18(24)28)11-22(31)34-23(26)14-7-8-33-13-14/h7-9,11-13,15,19,23,29H,10H2,1-6H3/t15-,19-,23-,25-,26-,27-/m0/s1

InChI Key

SUYVEZSYECIOFJ-GWOMWLRTSA-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
Hortia oreadica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Dihydropyranones

Alternative Parents

Substituents

Dihydropyranone
Cyclohexenone
Dicarboxylic acid or derivatives
Furan
Heteroaromatic compound
Oxolane
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Cyclic ketone
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.51	ChemAxon
pKa (Strongest Acidic)	14.15	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	112.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	126.51 m³·mol⁻¹	ChemAxon
Polarizability	49.7 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

101574533

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,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate (NP0273741)

MOL for NP0273741 (methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate)

3D MOL for NP0273741 (methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate)

3D SDF for NP0273741 (methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate)

3D-SDF for NP0273741 (methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate)

PDB for NP0273741 (methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate)

3D PDB for NP0273741 (methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate)

SMILES for NP0273741 (methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate)

INCHI for NP0273741 (methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate)

Structure for NP0273741 (methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate)

3D Structure for NP0273741 (methyl 2-[(1r,6s,7s,8s,11s,12r)-6-(furan-3-yl)-8-hydroxy-1,7,11,13,13-pentamethyl-4,14-dioxo-5,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,9,15-trien-12-yl]acetate)