NP-MRD: Showing NP-Card for Mammea E/AC cyclo D (NP0080709)

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Record Information

Version

2.0

Created at

2022-04-29 01:42:39 UTC

Updated at

2022-04-29 01:42:39 UTC

NP-MRD ID

NP0080709

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Mammea E/AC cyclo D

Description

(1R)-1-{6-butanoyl-5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}propyl acetate belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. Mammea E/AC cyclo D is found in Mammea siamensis . Based on a literature review very few articles have been published on (1R)-1-{6-butanoyl-5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}propyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292203422D          

 30 32  0  0  1  0            999 V2000
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4385   -4.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8258   -3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  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
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  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
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  8 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
    2.3497    4.4355    0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7618    3.3714    1.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5798    1.9691    1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550    1.7392    0.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3858    2.7013    0.9841 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7641    0.4792    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7316   -0.5078   -0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3736   -1.7013   -0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0475   -1.9173   -0.9720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225   -3.0712   -1.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4178   -3.3802   -1.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6512   -4.5120   -2.3773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4481   -2.4498   -1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2295   -1.2036   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3282   -0.2698   -0.9210 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5636   -0.8081   -1.7346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7184    0.1916   -1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775   -0.3027    0.3840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743    0.7104    1.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9065    0.4634    2.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946    1.8641    0.6700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9274   -0.9449   -0.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5468    0.2667   -0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100    1.1720   -0.0167 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3963   -2.7242   -0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6606   -2.5223   -0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0884   -1.2498    0.0983 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2264   -0.7025   -0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6763   -1.5319    1.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444   -0.3321    0.2639 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3702    3.9996   -0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    5.2317    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520    4.8278    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1645    3.4050    2.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.4849    1.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9595    1.2613    1.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668    1.9128    0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4305   -2.7306   -2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2596    0.7312   -1.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9362   -1.7333   -1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3442   -0.8117   -2.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877    1.1839   -1.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1492    0.1532   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4883    0.0135   -2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4364    1.3753    2.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1102    0.1421    3.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6716   -0.3460    2.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5659    2.0598    0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0905   -3.6519   -1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4238   -3.2737   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8229   -0.5413   -1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6004    0.2437   -0.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0208   -1.4822   -0.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1737   -2.5091    1.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4374   -0.7396    1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9085   -1.4388    2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7 30  1  0
 30 27  1  0
 27 28  1  6
 27 29  1  0
 27 26  1  0
 26 25  2  0
 25  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 14 22  1  0
 22 23  2  0
 23 24  1  0
 23  6  1  0
  8  7  1  0
 22  9  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
 26 50  1  0
 25 49  1  0
 13 38  1  0
 15 39  1  6
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 24 48  1  0
M  END


  Mrv1652304292203422D          

 30 32  0  0  1  0            999 V2000
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4385   -4.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8258   -3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  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
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  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
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  8 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0080709

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C([C@@H](CC)OC(C)=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O7/c1-6-8-15(25)19-20(27)18-14(16(7-2)28-12(3)24)11-17(26)29-21(18)13-9-10-23(4,5)30-22(13)19/h9-11,16,27H,6-8H2,1-5H3/t16-/m1/s1

> <INCHI_KEY>
CDKATPIFUZRMEU-MRXNPFEDSA-N

> <FORMULA>
C23H26O7

> <MOLECULAR_WEIGHT>
414.454

> <EXACT_MASS>
414.167853177

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.49296008388106

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-1-{6-butanoyl-5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-h]chromen-4-yl}propyl acetate

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
4.132016004666666

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.168063776240675

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.369849063090445

> <JCHEM_PKA_STRONGEST_BASIC>
-4.961993732667561

> <JCHEM_POLAR_SURFACE_AREA>
99.13

> <JCHEM_REFRACTIVITY>
111.7046

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-1-{6-butanoyl-5-hydroxy-8,8-dimethyl-2-oxopyrano[2,3-h]chromen-4-yl}propyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -10.152  -8.236   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -10.875  -6.984   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2    3    7                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5   24                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    1                                                       
CONECT    8    6    9   21                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18    9   19                                                       
CONECT   19   18   20   22   23                                             
CONECT   20   19   21                                                       
CONECT   21   20    8                                                       
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24    4   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
(1R)-1-{6-butanoyl-5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-F]chromen-4-yl}propyl acetic acid	Generator

Chemical Formula

C₂₃H₂₆O₇

Average Mass

414.4540 Da

Monoisotopic Mass

414.16785 Da

IUPAC Name

(1R)-1-{6-butanoyl-5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-h]chromen-4-yl}propyl acetate

Traditional Name

(1R)-1-{6-butanoyl-5-hydroxy-8,8-dimethyl-2-oxopyrano[2,3-h]chromen-4-yl}propyl acetate

CAS Registry Number

Not Available

SMILES

CCCC(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C([C@@H](CC)OC(C)=O)C2=C1O

InChI Identifier

InChI=1S/C23H26O7/c1-6-8-15(25)19-20(27)18-14(16(7-2)28-12(3)24)11-17(26)29-21(18)13-9-10-23(4,5)30-22(13)19/h9-11,16,27H,6-8H2,1-5H3/t16-/m1/s1

InChI Key

CDKATPIFUZRMEU-MRXNPFEDSA-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
Mammea siamensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Butyrophenone
1-benzopyran
Benzopyran
Aryl alkyl ketone
Aryl ketone
Pyranone
Alkyl aryl ether
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
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	4.31	ALOGPS
logP	4.13	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.37	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	111.7 m³·mol⁻¹	ChemAxon
Polarizability	44.49 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

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

162965510

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Mammea E/AC cyclo D (NP0080709)

MOL for NP0080709 (Mammea E/AC cyclo D)

3D MOL for NP0080709 (Mammea E/AC cyclo D)

3D SDF for NP0080709 (Mammea E/AC cyclo D)

3D-SDF for NP0080709 (Mammea E/AC cyclo D)

PDB for NP0080709 (Mammea E/AC cyclo D)

3D PDB for NP0080709 (Mammea E/AC cyclo D)

SMILES for NP0080709 (Mammea E/AC cyclo D)

INCHI for NP0080709 (Mammea E/AC cyclo D)

Structure for NP0080709 (Mammea E/AC cyclo D)

3D Structure for NP0080709 (Mammea E/AC cyclo D)