NP-MRD: Showing NP-Card for (3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione (NP0291350)

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Record Information

Version

1.0

Created at

2022-09-09 22:24:23 UTC

Updated at

2022-09-09 22:24:23 UTC

NP-MRD ID

NP0291350

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione

Description

Cluytene A belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. It was first documented in 2022 (PMID: 36109246). Based on a literature review a significant number of articles have been published on Cluytene A (PMID: 36087713) (PMID: 36083970) (PMID: 36091400) (PMID: 36088383).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102200242D          

 26 31  0  0  1  0            999 V2000
    1.7389    0.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1876   -0.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077   -0.2474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2422    0.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0564    0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2657   -0.4514    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0282   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7572   -1.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9803   -2.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7493   -0.5207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6910   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375    0.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890   -1.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8896   -1.8114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1533   -2.2418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1192   -1.4156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2933   -1.6692    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1321   -2.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6919   -3.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2886   -3.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4795   -3.6428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3828   -2.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6510   -1.1378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075   -0.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1766    0.2111    0.0000 O   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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 17 16  1  6  0  0  0
  3 17  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

     RDKit          3D

 46 51  0  0  0  0  0  0  0  0999 V2000
    0.0265   -3.0518   -2.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7394   -2.0374   -1.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1901   -0.8935   -0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178   -0.6481   -1.2668 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1553   -1.4926   -0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0340   -1.0524    1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    0.4481    1.1225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3798    0.9048    2.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    0.6989    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6291    0.7362    0.6739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0232    0.8861   -1.0105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896    0.8254   -1.0845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0426    1.6693   -2.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287    1.1995    0.3155 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2200    1.0144    0.6280 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8826    1.5100   -0.6413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9423    0.1047   -0.0824 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4069   -0.1955   -0.1196 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1853    0.6884    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7788    1.8946    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3916    2.3411    1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1641    1.4437    2.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4492    0.4354    2.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658   -1.5356    0.0042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109   -2.4318   -0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6208   -3.5326   -1.1935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768   -2.7366   -2.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401   -3.4885   -2.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170   -3.9504   -1.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4246   -0.8647   -2.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1787   -1.4789   -0.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892   -2.5310   -0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8972   -1.5172    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -1.4137    1.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3933    0.6223    2.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2632    2.0156    2.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5690    0.4949    3.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1974    1.1455   -2.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7724    1.8631   -2.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6888    2.6774   -1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538    2.2879    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5865    1.6024    1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7661    0.1010   -1.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691    2.4017   -0.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9300    3.2779    1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1342   -0.4378    2.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  6
 17 18  1  0
 18 24  1  0
 24 25  1  0
 25 26  2  0
 18 19  1  0
 19 23  2  0
 23 22  1  0
 22 21  1  0
 21 20  2  0
 14 12  1  0
 12 13  1  6
 12 11  1  0
 11  9  1  0
  9 10  2  0
 25  2  1  0
 20 19  1  0
 17  3  1  0
 12  4  1  0
  9  7  1  0
 17 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  6
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
 14 41  1  6
 15 42  1  1
 18 43  1  6
 23 46  1  0
 21 45  1  0
 20 44  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
M  END


  Mrv1652309102200242D          

 26 31  0  0  1  0            999 V2000
    1.7389    0.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1876   -0.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077   -0.2474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2422    0.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0564    0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2657   -0.4514    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0282   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7572   -1.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9803   -2.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7493   -0.5207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6910   -0.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375    0.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890   -1.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8896   -1.8114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1533   -2.2418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1192   -1.4156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2933   -1.6692    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1321   -2.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6919   -3.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2886   -3.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4795   -3.6428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3828   -2.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6510   -1.1378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075   -0.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1766    0.2111    0.0000 O   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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 17 16  1  6  0  0  0
  3 17  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0291350

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C2[C@H]3CC[C@@]4(C)C([C@@H]5O[C@]25[C@H](OC1=O)C1=COC=C1)C3(C)OC4=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O6/c1-9-12-11-4-6-18(2)13(19(11,3)26-17(18)22)15-20(12,25-15)14(24-16(9)21)10-5-7-23-8-10/h5,7-8,11,13-15H,4,6H2,1-3H3/t11-,13?,14-,15+,18+,19?,20+/m1/s1

> <INCHI_KEY>
FYXJATHBHBXSBU-NHIWDTJASA-N

> <FORMULA>
C20H20O6

> <MOLECULAR_WEIGHT>
356.374

> <EXACT_MASS>
356.125988364

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.66631218710542

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,5R,6R,11R,14S)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0^{2,14}.0^{3,5}.0^{5,10}]hexadec-9-ene-8,15-dione

> <JCHEM_LOGP>
2.429853129666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.872559806306031

> <JCHEM_POLAR_SURFACE_AREA>
78.27000000000001

> <JCHEM_REFRACTIVITY>
87.6572

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,5R,6R,11R,14S)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0^{2,14}.0^{3,5}.0^{5,10}]hexadec-9-ene-8,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       3.246   1.454   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.948  -0.057   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.084  -1.114   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.428  -0.462   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.052   0.894   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.572   0.715   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.963  -0.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.386  -0.255   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.880  -2.383   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.296  -3.865   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       8.865  -0.972   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.890  -1.384   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.163   0.132   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.886  -2.462   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.394  -3.381   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.019  -4.185   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.956  -2.642   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.414  -3.116   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.113  -4.626   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.158  -5.757   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.405  -7.101   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.895  -6.800   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.715  -5.270   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.215  -2.124   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.507  -0.598   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.330   0.394   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   14                                             
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    4   13   14                                             
CONECT   13   12                                                            
CONECT   14   12    7   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   17                                                       
CONECT   17   16    3   15   18                                             
CONECT   18   17   19   24                                                  
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19                                                       
CONECT   24   18   25                                                       
CONECT   25   24    2   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₆

Average Mass

356.3740 Da

Monoisotopic Mass

356.12599 Da

IUPAC Name

(3S,5R,6R,11R,14S)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0^{2,14}.0^{3,5}.0^{5,10}]hexadec-9-ene-8,15-dione

Traditional Name

(3S,5R,6R,11R,14S)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0^{2,14}.0^{3,5}.0^{5,10}]hexadec-9-ene-8,15-dione

CAS Registry Number

Not Available

SMILES

CC1=C2[C@H]3CC[C@@]4(C)C([C@@H]5O[C@]25[C@H](OC1=O)C1=COC=C1)C3(C)OC4=O

InChI Identifier

InChI=1S/C20H20O6/c1-9-12-11-4-6-18(2)13(19(11,3)26-17(18)22)15-20(12,25-15)14(24-16(9)21)10-5-7-23-8-10/h5,7-8,11,13-15H,4,6H2,1-3H3/t11-,13?,14-,15+,18+,19?,20+/m1/s1

InChI Key

FYXJATHBHBXSBU-NHIWDTJASA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Dihydropyranone
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Pyran
Furan
Heteroaromatic compound
Oxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Ether
Oxirane
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	2.43	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.27 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.66 m³·mol⁻¹	ChemAxon
Polarizability	34.67 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

101677465

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

O'Byrne LJ, Bodunde EO, Maher GM, Khashan AS, Greene RM, Browne JP, Mccarthy FP: Patient reported outcome measures evaluating postpartum maternal health and wellbeing: a systematic review and evaluation of measurement properties. Am J Obstet Gynecol MFM. 2022 Sep 7:100743. doi: 10.1016/j.ajogmf.2022.100743. [PubMed:36087713 ]
Panchal N, Desai C, Ghosal R: Fecal glucocorticoid metabolite levels in captive Indian leopards (Panthera pardus fusca) housed under three different enrichment regimes. PLoS One. 2022 Sep 9;17(9):e0261796. doi: 10.1371/journal.pone.0261796. eCollection 2022. [PubMed:36083970 ]
Yuksel S, Bonus M, Schwabe T, Pfleger C, Zimmer T, Enke U, Sass I, Gohlke H, Benndorf K, Kusch J: Uncoupling of Voltage- and Ligand-Induced Activation in HCN2 Channels by Glycine Inserts. Front Physiol. 2022 Aug 25;13:895324. doi: 10.3389/fphys.2022.895324. eCollection 2022. [PubMed:36091400 ]
Peter A, Balogh A, Csanadi Z, Danko K, Griger Z: Subclinical systolic and diastolic myocardial dysfunction in polyphasic polymyositis/dermatomyositis: a 2-year longitudinal study. Arthritis Res Ther. 2022 Sep 10;24(1):219. doi: 10.1186/s13075-022-02906-7. [PubMed:36088383 ]
Dagdigian PJ: Theoretical investigation of rotationally inelastic collisions of OH(X(2)Pi) with hydrogen atoms. J Chem Phys. 2022 Sep 14;157(10):104305. doi: 10.1063/5.0110724. [PubMed:36109246 ]
LOTUS database [Link]

Showing NP-Card for (3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione (NP0291350)

MOL for NP0291350 ((3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione)

3D MOL for NP0291350 ((3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione)

3D SDF for NP0291350 ((3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione)

3D-SDF for NP0291350 ((3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione)

PDB for NP0291350 ((3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione)

3D PDB for NP0291350 ((3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione)

SMILES for NP0291350 ((3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione)

INCHI for NP0291350 ((3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione)

Structure for NP0291350 ((3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione)

3D Structure for NP0291350 ((3s,5r,6r,11r,14s)-6-(furan-3-yl)-1,9,14-trimethyl-4,7,16-trioxapentacyclo[9.5.0.0²,¹⁴.0³,⁵.0⁵,¹⁰]hexadec-9-ene-8,15-dione)