NP-MRD: Showing NP-Card for 3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone (NP0060658)

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Record Information

Version

2.0

Created at

2022-04-28 05:40:21 UTC

Updated at

2022-04-28 05:40:21 UTC

NP-MRD ID

NP0060658

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone

Description

Paratocarpin g belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, paratocarpin g is considered to be a flavonoid. 3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone is found in Parartocarpus venenosa . Based on a literature review very few articles have been published on Paratocarpin g.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282207402D          

 31 33  0  0  1  0            999 V2000
    7.6391    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0681    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0681    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7825    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 18 25  1  6  0  0  0
  2 26  1  0  0  0  0
  1 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
   -7.2969   -0.9361    2.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5375    0.2391    1.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1897    1.4435    2.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2100    0.2749    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5643   -0.8780   -0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2550   -0.3827   -0.8791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2751    0.3875   -2.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4982    0.6863   -2.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    0.8414   -2.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9165    0.4925   -1.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581   -0.2849   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397   -0.6287    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8464   -1.3744    1.0679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -0.3554   -0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4328    0.3081   -1.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938    0.4498   -1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4544    1.1908   -2.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8289    1.3339   -2.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6527    0.7771   -1.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0794    0.0442   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7065   -0.1099   -0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1769   -0.4286    0.7541 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9622   -1.7162    1.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3390   -0.3733   -0.2043 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6750   -0.3886    0.4386 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7123   -0.3713   -0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9657    0.7701    1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8032   -1.5995    1.1277 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0542    0.7955   -0.9410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0943   -0.7454   -0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2008   -1.4991    0.8951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8594   -0.8394    3.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6402   -1.8636    1.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2208   -0.9935    2.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6002    1.6911    3.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1933    1.1517    2.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2472    2.2929    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4103    1.1663   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1517   -1.2082   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3942   -1.7311    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4748    1.2585   -3.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0444    1.4520   -3.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0038    0.8903   -2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4312   -0.8157    0.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094    0.7885   -1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8224    1.6301   -2.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2649    1.9154   -2.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2959   -0.7056    0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3227    0.3138    1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.6514    2.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2670   -1.2330   -0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7116   -0.1276   -0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7012   -1.3865   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3460    0.3478   -1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3444    0.8373    2.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0335    0.6552    1.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9666    1.6973    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6817   -1.5609    1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7797   -1.9345    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 29  1  0
 29 24  1  0
 24 22  1  0
 22 23  1  0
 22 20  1  0
 20 21  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  1
 11 30  2  0
 30 31  1  0
 30  6  1  0
 21 16  1  0
 20 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 18 47  1  0
 24 51  1  6
 22 49  1  1
 23 50  1  0
 21 48  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 31 59  1  0
M  END


  Mrv1652304282207402D          

 31 33  0  0  1  0            999 V2000
    7.6391    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0681    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0681    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7825    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 18 25  1  6  0  0  0
  2 26  1  0  0  0  0
  1 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0060658

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C(O)C=CC(C(=O)\C=C\C2=CC=C3O[C@H]([C@H](O)C3=C2)C(C)(C)O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O6/c1-14(2)5-8-16-20(27)11-9-17(22(16)28)19(26)10-6-15-7-12-21-18(13-15)23(29)24(31-21)25(3,4)30/h5-7,9-13,23-24,27-30H,8H2,1-4H3/b10-6+/t23-,24-/m1/s1

> <INCHI_KEY>
JNJNAVYFPDNHIC-HKOZKTRXSA-N

> <FORMULA>
C25H28O6

> <MOLECULAR_WEIGHT>
424.493

> <EXACT_MASS>
424.188588622

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
46.86466260979563

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-[(2R,3R)-3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one

> <ALOGPS_LOGP>
3.59

> <JCHEM_LOGP>
4.691799509666666

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.56388010172935

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.9298215095078035

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1430286521905533

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
121.08140000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
paratocarpin G

> <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      14.260   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.260   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.926   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.592   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.592   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.926   4.383   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.926   5.923   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.259   5.923   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.860   2.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.320   1.303   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.320   4.383   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      15.593   1.303   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      15.593   4.383   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.593   5.923   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.927   6.693   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.927   8.233   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.261   5.923   0.000  0.00  0.00           C+0
CONECT    1    2    6   27                                                  
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19   25                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   15                                                       
CONECT   21   19   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   18                                                            
CONECT   26    2                                                            
CONECT   27    1   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₈O₆

Average Mass

424.4930 Da

Monoisotopic Mass

424.18859 Da

IUPAC Name

(2E)-1-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-[(2R,3R)-3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one

Traditional Name

paratocarpin G

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(O)C=CC(C(=O)\C=C\C2=CC=C3O[C@H]([C@H](O)C3=C2)C(C)(C)O)=C1O

InChI Identifier

InChI=1S/C25H28O6/c1-14(2)5-8-16-20(27)11-9-17(22(16)28)19(26)10-6-15-7-12-21-18(13-15)23(29)24(31-21)25(3,4)30/h5-7,9-13,23-24,27-30H,8H2,1-4H3/b10-6+/t23-,24-/m1/s1

InChI Key

JNJNAVYFPDNHIC-HKOZKTRXSA-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
Parartocarpus venenosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

3-prenylated chalcones

Alternative Parents

Substituents

3-prenylated chalcone
Furanochalcone
2'-hydroxychalcone
Cinnamic acid or derivatives
Coumaran
Benzoyl
Resorcinol
Styrene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Enone
Vinylogous acid
Alpha,beta-unsaturated ketone
Tertiary alcohol
Ketone
Secondary alcohol
Ether
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120037 )

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	3.59	ALOGPS
logP	4.69	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	6.93	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	121.08 m³·mol⁻¹	ChemAxon
Polarizability	46.86 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

C00014458

Chemspider ID

24845873

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42607529

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone (NP0060658)

MOL for NP0060658 (3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone)

3D MOL for NP0060658 (3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone)

3D SDF for NP0060658 (3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone)

3D-SDF for NP0060658 (3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone)

PDB for NP0060658 (3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone)

3D PDB for NP0060658 (3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone)

SMILES for NP0060658 (3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone)

INCHI for NP0060658 (3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone)

Structure for NP0060658 (3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone)

3D Structure for NP0060658 (3'-Prenyl-5''-(2-hydroxyisopropyl)-4''-hydroxy-4'',5''-dihydrofurano[2'',3'':4,3]-2',4'-dihydroxychalcone)