NP-MRD: Showing NP-Card for Jamesoniellide A (NP0076710)

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Record Information

Version

2.0

Created at

2022-04-28 21:54:19 UTC

Updated at

2022-04-28 21:54:19 UTC

NP-MRD ID

NP0076710

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Jamesoniellide A

Description

Methyl (2R,4aR,5R,8aR)-8a-[(3S,5S)-5-(furan-3-yl)-2-oxooxolan-3-yl]-2,4a-dimethyl-octahydro-2H-1-benzopyran-5-carboxylate belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Jamesoniellide A is found in Jamesoniella autumnalis. Based on a literature review very few articles have been published on methyl (2R,4aR,5R,8aR)-8a-[(3S,5S)-5-(furan-3-yl)-2-oxooxolan-3-yl]-2,4a-dimethyl-octahydro-2H-1-benzopyran-5-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223542D          

 27 30  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0470    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376    0.6425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.6820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.6820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3819    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119    2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570    3.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244    3.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6918    3.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369    2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  6  0  0  0
  5 12  1  1  0  0  0
 12 13  1  1  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  2  0  0  0  0
  4 23  1  1  0  0  0
  3 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
   -5.5404    1.3628    0.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1342    1.2633    0.7093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2473    1.8688   -0.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140    2.5665   -1.0806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    1.6978    0.0493 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0602    2.5415   -0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507    1.7849   -1.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1966    0.4602   -1.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0581    0.0010   -0.2298 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9870    0.7552    0.6948 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4388    0.6270    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8146   -0.7724    0.6704 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2218   -0.7894    1.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1646    0.1809    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3323   -0.1989    1.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0946   -1.3284    2.1611 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8564   -1.7073    1.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9115   -1.1005    1.7152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1473    0.0466    2.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496    0.3232    3.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251   -1.2926   -0.1959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187   -2.2679   -0.5664 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2834   -3.0847   -1.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7526   -1.9068   -1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2141   -0.5089   -0.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3720    0.2676    0.1556 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7827   -0.2454    1.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8252    2.4375    0.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9908    0.7962    1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9363    1.0701   -0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6011    2.2150    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4114    3.3373   -0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8337    3.1956   -1.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608    2.4960   -2.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250    1.7461   -2.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2492    0.3739   -2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433   -0.3090   -2.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725    1.7679    0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6676    0.9266   -0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0082    1.3137    0.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476   -1.5151   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0786    1.0785    0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2887    0.2990    1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4134   -2.6053    2.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4852   -3.0144    0.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -3.7264   -1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4838   -3.7873   -2.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7371   -2.4465   -2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8837   -2.1383   -2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5117   -2.5949   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2750    0.0717   -1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2789   -0.5073   -0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7689    0.6107    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2090   -1.0670    1.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8682   -0.5683    1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 21  1  6
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 18  1  0
 18 19  1  0
 19 20  2  0
 12 13  1  0
 13 17  2  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
 26  5  1  0
 19 10  1  0
 14 13  1  0
 26  9  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  1
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 22 45  1  1
 23 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 27 53  1  0
 27 54  1  0
 27 55  1  0
 10 38  1  1
 11 39  1  0
 11 40  1  0
 12 41  1  6
 17 44  1  0
 15 43  1  0
 14 42  1  0
M  END


  Mrv1652304282223542D          

 27 30  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0470    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376    0.6425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.6820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.6820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3819    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119    2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570    3.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244    3.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6918    3.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369    2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  6  0  0  0
  5 12  1  1  0  0  0
 12 13  1  1  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  2  0  0  0  0
  4 23  1  1  0  0  0
  3 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076710

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1CCC[C@@]2(O[C@H](C)CC[C@]12C)[C@@H]1C[C@H](OC1=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O6/c1-13-6-9-20(2)15(18(22)24-3)5-4-8-21(20,27-13)16-11-17(26-19(16)23)14-7-10-25-12-14/h7,10,12-13,15-17H,4-6,8-9,11H2,1-3H3/t13-,15+,16-,17+,20-,21-/m1/s1

> <INCHI_KEY>
CMHCCNXDXQAPAG-NFEJUELJSA-N

> <FORMULA>
C21H28O6

> <MOLECULAR_WEIGHT>
376.449

> <EXACT_MASS>
376.188588622

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
39.78736257782126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2R,4aR,5R,8aR)-8a-[(3S,5S)-5-(furan-3-yl)-2-oxooxolan-3-yl]-2,4a-dimethyl-octahydro-2H-1-benzopyran-5-carboxylate

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
3.201640936333333

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8676873029561523

> <JCHEM_POLAR_SURFACE_AREA>
74.97000000000001

> <JCHEM_REFRACTIVITY>
96.27539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R,4aR,5R,8aR)-8a-[(3S,5S)-5-(furan-3-yl)-2-oxooxolan-3-yl]-2,4a-dimethyl-hexahydro-2H-1-benzopyran-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.088   1.675   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.377   1.199   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.564   3.140   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.104   3.140   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.580   1.675   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.009   4.386   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.533   5.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.779   6.756   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.025   5.850   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.549   4.386   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5   10   23                                             
CONECT    5    4    6    7   12                                             
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8                                                            
CONECT   12    5   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18                                                       
CONECT   23    4                                                            
CONECT   24    3   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2R,4ar,5R,8ar)-8a-[(3S,5S)-5-(furan-3-yl)-2-oxooxolan-3-yl]-2,4a-dimethyl-octahydro-2H-1-benzopyran-5-carboxylic acid	Generator

Chemical Formula

C₂₁H₂₈O₆

Average Mass

376.4490 Da

Monoisotopic Mass

376.18859 Da

IUPAC Name

methyl (2R,4aR,5R,8aR)-8a-[(3S,5S)-5-(furan-3-yl)-2-oxooxolan-3-yl]-2,4a-dimethyl-octahydro-2H-1-benzopyran-5-carboxylate

Traditional Name

methyl (2R,4aR,5R,8aR)-8a-[(3S,5S)-5-(furan-3-yl)-2-oxooxolan-3-yl]-2,4a-dimethyl-hexahydro-2H-1-benzopyran-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H]1CCC[C@@]2(O[C@H](C)CC[C@]12C)[C@@H]1C[C@H](OC1=O)C1=COC=C1

InChI Identifier

InChI=1S/C21H28O6/c1-13-6-9-20(2)15(18(22)24-3)5-4-8-21(20,27-13)16-11-17(26-19(16)23)14-7-10-25-12-14/h7,10,12-13,15-17H,4-6,8-9,11H2,1-3H3/t13-,15+,16-,17+,20-,21-/m1/s1

InChI Key

CMHCCNXDXQAPAG-NFEJUELJSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Jamesoniella autumnalis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Oxane
Gamma butyrolactone
Dicarboxylic acid or derivatives
Heteroaromatic compound
Methyl ester
Tetrahydrofuran
Furan
Lactone
Carboxylic acid ester
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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	3.46	ALOGPS
logP	3.2	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	74.97 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.28 m³·mol⁻¹	ChemAxon
Polarizability	39.79 Å³	ChemAxon
Number of Rings	4	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

163103684

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Jamesoniellide A (NP0076710)

MOL for NP0076710 (Jamesoniellide A)

3D MOL for NP0076710 (Jamesoniellide A)

3D SDF for NP0076710 (Jamesoniellide A)

3D-SDF for NP0076710 (Jamesoniellide A)

PDB for NP0076710 (Jamesoniellide A)

3D PDB for NP0076710 (Jamesoniellide A)

SMILES for NP0076710 (Jamesoniellide A)

INCHI for NP0076710 (Jamesoniellide A)

Structure for NP0076710 (Jamesoniellide A)

3D Structure for NP0076710 (Jamesoniellide A)