NP-MRD: Showing NP-Card for populene E (NP0033905)

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Record Information

Version

1.0

Created at

2021-06-20 17:47:21 UTC

Updated at

2021-06-30 00:03:57 UTC

NP-MRD ID

NP0033905

Secondary Accession Numbers

None

Natural Product Identification

Common Name

populene E

Provided By

JEOL Database JEOL Logo

Description

populene E is found in Thespesia populnea and Thespesia populnea L.Soland.Ex Coor . It was first documented in 2008 (Boonsri S., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119473D          

 37 38  0  0  0  0            999 V2000
    3.0805    3.7950    0.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086    2.7506    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886    2.9595   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1162    1.9807   -0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    2.2759   -1.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    1.4439   -2.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0029    3.6061   -1.0290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4598    3.3387   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9031    4.4318   -2.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071    0.7589    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1096    0.5747    1.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072    1.5448    1.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933    1.3215    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935   -0.6149    1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449   -1.4987    2.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -2.5472    2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017   -1.0386    1.6304 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0126   -0.3607    0.2659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6428   -1.3640   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0271    3.4095    0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246    4.6955    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    4.0914    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124    3.8891   -0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    4.1674   -0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    2.7291    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935    4.2772   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    2.7988   -1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3914    5.4037   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    3.9208   -3.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567    4.6104   -2.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077    0.4182    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7678   -1.9073    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -0.3554    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0093    0.0428    0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961   -0.8846   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -2.1647   -0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345   -1.8268   -0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
  2 12  2  0  0  0  0
 12 11  1  0  0  0  0
  4  5  1  0  0  0  0
 17 18  1  0  0  0  0
 15 16  2  0  0  0  0
 11 10  2  0  0  0  0
 18 19  1  0  0  0  0
 17 15  1  0  0  0  0
 12 13  1  0  0  0  0
 10  4  1  0  0  0  0
  2  1  1  0  0  0  0
 18 10  1  0  0  0  0
  5  6  2  0  0  0  0
  4  3  2  0  0  0  0
  5  7  1  0  0  0  0
 11 14  1  0  0  0  0
  7  8  1  0  0  0  0
  3  2  1  0  0  0  0
  7  9  1  0  0  0  0
 17 32  1  0  0  0  0
 17 33  1  0  0  0  0
 18 34  1  0  0  0  0
  3 23  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 13 31  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  7 24  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
M  END

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
    3.0805    3.7950    0.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086    2.7506    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886    2.9595   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1162    1.9807   -0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    2.2759   -1.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    1.4439   -2.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0029    3.6061   -1.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598    3.3387   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9031    4.4318   -2.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071    0.7589    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1096    0.5747    1.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072    1.5448    1.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933    1.3215    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935   -0.6149    1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449   -1.4987    2.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -2.5472    2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017   -1.0386    1.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0126   -0.3607    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428   -1.3640   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0271    3.4095    0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246    4.6955    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    4.0914    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124    3.8891   -0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    4.1674   -0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    2.7291    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935    4.2772   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    2.7988   -1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3914    5.4037   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    3.9208   -3.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567    4.6104   -2.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077    0.4182    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7678   -1.9073    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -0.3554    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0093    0.0428    0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961   -0.8846   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -2.1647   -0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345   -1.8268   -0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  2 12  2  0
 12 11  1  0
  4  5  1  0
 17 18  1  0
 15 16  2  0
 11 10  2  0
 18 19  1  0
 17 15  1  0
 12 13  1  0
 10  4  1  0
  2  1  1  0
 18 10  1  0
  5  6  2  0
  4  3  2  0
  5  7  1  0
 11 14  1  0
  7  8  1  0
  3  2  1  0
  7  9  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
  3 23  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 13 31  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
M  END


  Mrv1652306202119473D          

 37 38  0  0  0  0            999 V2000
    3.0805    3.7950    0.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086    2.7506    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886    2.9595   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1162    1.9807   -0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    2.2759   -1.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    1.4439   -2.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0029    3.6061   -1.0290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4598    3.3387   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9031    4.4318   -2.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071    0.7589    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1096    0.5747    1.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072    1.5448    1.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933    1.3215    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935   -0.6149    1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449   -1.4987    2.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -2.5472    2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017   -1.0386    1.6304 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0126   -0.3607    0.2659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6428   -1.3640   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0271    3.4095    0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246    4.6955    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    4.0914    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124    3.8891   -0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    4.1674   -0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    2.7291    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935    4.2772   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    2.7988   -1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3914    5.4037   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    3.9208   -3.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567    4.6104   -2.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077    0.4182    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7678   -1.9073    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -0.3554    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0093    0.0428    0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961   -0.8846   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -2.1647   -0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345   -1.8268   -0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
  2 12  2  0  0  0  0
 12 11  1  0  0  0  0
  4  5  1  0  0  0  0
 17 18  1  0  0  0  0
 15 16  2  0  0  0  0
 11 10  2  0  0  0  0
 18 19  1  0  0  0  0
 17 15  1  0  0  0  0
 12 13  1  0  0  0  0
 10  4  1  0  0  0  0
  2  1  1  0  0  0  0
 18 10  1  0  0  0  0
  5  6  2  0  0  0  0
  4  3  2  0  0  0  0
  5  7  1  0  0  0  0
 11 14  1  0  0  0  0
  7  8  1  0  0  0  0
  3  2  1  0  0  0  0
  7  9  1  0  0  0  0
 17 32  1  0  0  0  0
 17 33  1  0  0  0  0
 18 34  1  0  0  0  0
  3 23  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 13 31  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  7 24  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033905

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C([H])=C(C(=O)C([H])(C([H])([H])[H])C([H])([H])[H])C2=C1OC(=O)C([H])([H])[C@]2([H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O4/c1-7(2)13(17)10-5-9(4)14(18)15-12(10)8(3)6-11(16)19-15/h5,7-8,18H,6H2,1-4H3/t8-/m0/s1

> <INCHI_KEY>
WAXFSCBPKDNRDM-QMMMGPOBSA-N

> <FORMULA>
C15H18O4

> <MOLECULAR_WEIGHT>
262.305

> <EXACT_MASS>
262.12050906

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.00109393739961

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S)-8-hydroxy-4,7-dimethyl-5-(2-methylpropanoyl)-3,4-dihydro-2H-1-benzopyran-2-one

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
3.834214267

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.56284644903256

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.859297567726744

> <JCHEM_PKA_STRONGEST_BASIC>
-5.306066003850018

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
71.63020000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-8-hydroxy-4,7-dimethyl-5-(2-methylpropanoyl)-3,4-dihydro-1-benzopyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
    3.0805    3.7950    0.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086    2.7506    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886    2.9595   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1162    1.9807   -0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    2.2759   -1.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    1.4439   -2.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0029    3.6061   -1.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598    3.3387   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9031    4.4318   -2.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071    0.7589    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1096    0.5747    1.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072    1.5448    1.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933    1.3215    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935   -0.6149    1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449   -1.4987    2.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -2.5472    2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017   -1.0386    1.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0126   -0.3607    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428   -1.3640   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0271    3.4095    0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246    4.6955    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    4.0914    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124    3.8891   -0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    4.1674   -0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    2.7291    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935    4.2772   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    2.7988   -1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3914    5.4037   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    3.9208   -3.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567    4.6104   -2.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077    0.4182    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7678   -1.9073    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -0.3554    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0093    0.0428    0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961   -0.8846   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -2.1647   -0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345   -1.8268   -0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  2 12  2  0
 12 11  1  0
  4  5  1  0
 17 18  1  0
 15 16  2  0
 11 10  2  0
 18 19  1  0
 17 15  1  0
 12 13  1  0
 10  4  1  0
  2  1  1  0
 18 10  1  0
  5  6  2  0
  4  3  2  0
  5  7  1  0
 11 14  1  0
  7  8  1  0
  3  2  1  0
  7  9  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
  3 23  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 13 31  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.080   3.795   0.712  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.009   2.751   0.599  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.889   2.959  -0.219  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.116   1.981  -0.340  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.282   2.276  -1.217  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.641   1.444  -2.045  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.003   3.606  -1.029  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.460   3.339  -0.660  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.903   4.432  -2.307  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.007   0.759   0.350  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.110   0.575   1.169  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.107   1.545   1.290  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.193   1.321   2.090  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.294  -0.615   1.905  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.245  -1.499   2.118  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.410  -2.547   2.732  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.102  -1.039   1.630  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.013  -0.361   0.266  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.643  -1.364  -0.833  0.00  0.00           C+0
HETATM   20  H   UNK     0       4.027   3.410   0.321  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.825   4.696   0.144  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.214   4.091   1.758  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.812   3.889  -0.780  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.547   4.167  -0.206  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.524   2.729   0.248  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.994   4.277  -0.478  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.984   2.799  -1.456  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.391   5.404  -2.181  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.377   3.921  -3.153  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.857   4.610  -2.576  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.108   0.418   2.448  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.768  -1.907   1.574  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.510  -0.355   2.385  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.009   0.043   0.052  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.596  -0.885  -1.815  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.388  -2.165  -0.888  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.335  -1.827  -0.656  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2   12    1    3                                                  
CONECT    3    4    2   23                                                  
CONECT    4    5   10    3                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   24                                             
CONECT    8    7   25   26   27                                             
CONECT    9    7   28   29   30                                             
CONECT   10   11    4   18                                                  
CONECT   11   12   10   14                                                  
CONECT   12    2   11   13                                                  
CONECT   13   12   31                                                       
CONECT   14   15   11                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   18   15   32   33                                             
CONECT   18   17   19   10   34                                             
CONECT   19   18   35   36   37                                             
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28    9                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31   13                                                            
CONECT   32   17                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   19                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   76    0
END

RDKit          3D

37 38  0  0  0  0  0  0  0  0999 V2000
    3.0805    3.7950    0.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086    2.7506    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886    2.9595   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1162    1.9807   -0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    2.2759   -1.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    1.4439   -2.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0029    3.6061   -1.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598    3.3387   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9031    4.4318   -2.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071    0.7589    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1096    0.5747    1.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072    1.5448    1.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933    1.3215    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935   -0.6149    1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449   -1.4987    2.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -2.5472    2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017   -1.0386    1.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0126   -0.3607    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428   -1.3640   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0271    3.4095    0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246    4.6955    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    4.0914    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124    3.8891   -0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    4.1674   -0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    2.7291    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935    4.2772   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    2.7988   -1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3914    5.4037   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    3.9208   -3.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567    4.6104   -2.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077    0.4182    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7678   -1.9073    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -0.3554    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0093    0.0428    0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961   -0.8846   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -2.1647   -0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345   -1.8268   -0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  2 12  2  0
 12 11  1  0
  4  5  1  0
 17 18  1  0
 15 16  2  0
 11 10  2  0
 18 19  1  0
 17 15  1  0
 12 13  1  0
 10  4  1  0
  2  1  1  0
 18 10  1  0
  5  6  2  0
  4  3  2  0
  5  7  1  0
 11 14  1  0
  7  8  1  0
  3  2  1  0
  7  9  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
  3 23  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 13 31  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈O₄

Average Mass

262.3050 Da

Monoisotopic Mass

262.12051 Da

IUPAC Name

(4S)-8-hydroxy-4,7-dimethyl-5-(2-methylpropanoyl)-3,4-dihydro-2H-1-benzopyran-2-one

Traditional Name

(4S)-8-hydroxy-4,7-dimethyl-5-(2-methylpropanoyl)-3,4-dihydro-1-benzopyran-2-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C([H])=C(C(=O)C([H])(C([H])([H])[H])C([H])([H])[H])C2=C1OC(=O)C([H])([H])[C@]2([H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H18O4/c1-7(2)13(17)10-5-9(4)14(18)15-12(10)8(3)6-11(16)19-15/h5,7-8,18H,6H2,1-4H3/t8-/m0/s1

InChI Key

WAXFSCBPKDNRDM-QMMMGPOBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Thespesia populnea	JEOL database	Boonsri S., et al, J. Nat. Prod. 71, 1173 (2008)
Thespesia populnea L.Soland.Ex Coor	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	2.81	ALOGPS
logP	3.83	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.86	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.63 m³·mol⁻¹	ChemAxon
Polarizability	28 Å³	ChemAxon
Number of Rings	2	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

Not Available

References

General References

Boonsri S., et al. (2008). Boonsri S., et al, J. Nat. Prod. 71, 1173 (2008). J. Nat. Prod..

Showing NP-Card for populene E (NP0033905)

MOL for NP0033905 (populene E)

3D MOL for NP0033905 (populene E)

3D SDF for NP0033905 (populene E)

3D-SDF for NP0033905 (populene E)

PDB for NP0033905 (populene E)

3D PDB for NP0033905 (populene E)

SMILES for NP0033905 (populene E)

INCHI for NP0033905 (populene E)

Structure for NP0033905 (populene E)

3D Structure for NP0033905 (populene E)