NP-MRD: Showing NP-Card for 8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one (NP0231858)

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Record Information

Version

2.0

Created at

2022-09-06 12:53:33 UTC

Updated at

2022-09-06 12:53:33 UTC

NP-MRD ID

NP0231858

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one

Description

CHEMBL454885 belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone. 8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one is found in Mesua assamica and Mesua racemosa. CHEMBL454885 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151519432D          

 29 31  0  0  0  0            999 V2000
    0.0000   -4.1250    0.0000 C   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  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
    0.0000    0.8250    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  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
    2.1434    2.0625    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  9 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 17 23  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
M  END

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
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   -4.2586   -3.3742    0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5445   -2.0248    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059   -2.2334   -0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7355   -3.4138   -0.2833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1739   -1.1097   -0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463   -1.2764   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -2.4978   -0.6956 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345   -0.2005   -0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -0.3289   -0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9361   -1.6859   -1.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8508   -2.2825   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4383   -1.5789    0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3481   -3.6607   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5621    1.0725   -0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076    2.1787   -0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7620    1.2857   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3210    2.5233    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5105    3.7058    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177    3.8748    1.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874    5.0167    1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0664    6.0016    0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374    5.8271   -0.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6418    4.6826   -0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6872    2.6613    0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4401    1.5373    0.5139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6787    1.6647    0.7749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9030    0.3547    0.2982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337    0.1951    0.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1423   -3.6416    2.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9938   -5.0578    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4958   -4.8011    1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3199   -3.1755    0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2335   -3.8392   -0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5880   -1.6110    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0856   -1.4275   -0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106   -3.4129   -0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0240    0.1455   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6476    0.3566   -1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371   -2.2087   -2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862   -2.1926    1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -1.3157    1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9661   -0.6839    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1935   -3.5326   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5943   -4.3109   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7751   -4.1116    0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3951    2.0863   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857    3.1652    1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9389    5.1863    1.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    6.9020    0.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0495    6.6089   -1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601    4.5956   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0475    3.6570    0.6278 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  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15 16  1  0
 15 17  1  0
 17 29  2  0
 29 28  1  0
 28 26  1  0
 26 27  2  0
 26 25  1  0
 25 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 29  6  1  0
 24 19  1  0
 18 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  8 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 25 53  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
M  END


  Mrv1533004151519432D          

 29 31  0  0  0  0            999 V2000
    0.0000   -4.1250    0.0000 C   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  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
    0.0000    0.8250    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  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
    2.1434    2.0625    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  9 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 17 23  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0231858

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)C1=C(O)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H24O5/c1-4-8-18(25)21-23(28)16(12-11-14(2)3)22(27)20-17(13-19(26)29-24(20)21)15-9-6-5-7-10-15/h5-7,9-11,13,27-28H,4,8,12H2,1-3H3

> <INCHI_KEY>
GZUILQDOVCYOST-UHFFFAOYSA-N

> <FORMULA>
C24H24O5

> <MOLECULAR_WEIGHT>
392.451

> <EXACT_MASS>
392.162373873

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
42.25773436505004

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenyl-2H-chromen-2-one

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
5.6907465796666665

> <ALOGPS_LOGS>
-4.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.039044500468153

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.77725155139021

> <JCHEM_PKA_STRONGEST_BASIC>
-6.2030369102039105

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
122.9366

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.62e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -5.390   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  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   23                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    9   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   23                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22    6   17                                                  
CONECT   24   18   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₄O₅

Average Mass

392.4510 Da

Monoisotopic Mass

392.16237 Da

IUPAC Name

8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenyl-2H-chromen-2-one

Traditional Name

8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one

CAS Registry Number

Not Available

SMILES

CCCC(=O)C1=C(O)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2C1=CC=CC=C1

InChI Identifier

InChI=1S/C24H24O5/c1-4-8-18(25)21-23(28)16(12-11-14(2)3)22(27)20-17(13-19(26)29-24(20)21)15-9-6-5-7-10-15/h5-7,9-11,13,27-28H,4,8,12H2,1-3H3

InChI Key

GZUILQDOVCYOST-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mesua assamica	LOTUS Database	35616633
Mesua racemosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Prenylated neoflavonoids

Direct Parent

Prenylated neoflavonoids

Alternative Parents

Substituents

Prenylated neoflavonoid
4-phenylcoumarin
7-hydroxycoumarin
Hydroxycoumarin
Butyrophenone
Coumarin
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Lactone
Ketone
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	4.73	ALOGPS
logP	5.69	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	5.78	ChemAxon
pKa (Strongest Basic)	-6.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.94 m³·mol⁻¹	ChemAxon
Polarizability	42.26 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

15407042

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one (NP0231858)

MOL for NP0231858 (8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one)

3D MOL for NP0231858 (8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one)

3D SDF for NP0231858 (8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one)

3D-SDF for NP0231858 (8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one)

PDB for NP0231858 (8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one)

3D PDB for NP0231858 (8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one)

SMILES for NP0231858 (8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one)

INCHI for NP0231858 (8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one)

Structure for NP0231858 (8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one)

3D Structure for NP0231858 (8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one)