NP-MRD: Showing NP-Card for (2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone (NP0060450)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 05:30:03 UTC

Updated at

2022-04-28 05:30:04 UTC

NP-MRD ID

NP0060450

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone

Description

Kushenol u belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position. Thus, kushenol u is considered to be a flavonoid. (2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone is found in Sophora flavescens . Based on a literature review very few articles have been published on Kushenol u.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282207302D          

 31 33  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  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   -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  1  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
   -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
   -2.8579    0.0000    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
   -0.7145    2.0625    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   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
    2.8579    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -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
    5.0013    1.2375    0.0000 O   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    0.0000    0.0000 O   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
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  1  6  0  0  0
 22 23  2  0  0  0  0
 23 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
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
    2.5998    1.8881   -2.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6546    0.9944   -2.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0494    0.5139   -3.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628    0.4522   -0.7625 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8413    0.9569    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2364    0.6104    0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1579    1.4625    1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171    2.8972    1.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5551    0.9733    1.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666   -1.0431   -0.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3510   -1.7751    0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -2.5884    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3398   -2.7289    1.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2245   -3.2968    1.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314   -3.1972    2.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8840   -3.9012    2.9754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2630   -4.7442    3.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661   -2.3834    1.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370   -1.6878    0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740   -0.8899   -0.7246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0666   -0.7406   -0.8933 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2929    0.7149   -1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839    1.7270   -0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8901    3.0456   -0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7414    3.3983   -1.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0032    4.7162   -2.1877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3525    2.3802   -2.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1400    1.0672   -2.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8142   -1.1130    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157   -2.2286    1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9419   -3.0664    1.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    2.2504   -3.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1072    2.3241   -1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731    1.2996   -4.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0144    0.2665   -3.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5643   -0.4236   -3.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0987    0.8831   -0.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7176    2.0911    0.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327    0.6801    1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5496   -0.4198    0.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6061    3.2747    2.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    3.5267    0.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988    3.0826    1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6432   -0.1108    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8505    1.3289    2.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2311    1.4981    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1310   -1.4108   -0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433   -1.2302   -1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679   -3.3304    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -3.9378    2.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6974   -5.5390    3.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6269   -4.1346    4.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0045   -5.2530    4.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3576   -1.3502   -1.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0046    1.4530    0.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4164    3.8648   -0.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5977    5.5075   -1.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0218    2.6556   -3.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    0.2689   -2.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8596   -1.3335    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8046   -0.1958    1.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  1  0
 15 18  2  0
 18 30  1  0
 30 31  2  0
 30 29  1  0
 29 21  1  0
 21 20  1  0
 20 19  1  0
 19 11  2  0
 11 10  1  0
 10  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 11 12  1  0
 12 13  1  0
 12 14  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 14 15  1  0
 28 22  1  0
 19 18  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 29 60  1  0
 29 61  1  0
 21 54  1  6
 10 47  1  0
 10 48  1  0
  4 37  1  1
  5 38  1  0
  5 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  1 32  1  0
  1 33  1  0
 13 49  1  0
 14 50  1  0
 23 55  1  0
 24 56  1  0
 26 57  1  0
 27 58  1  0
 28 59  1  0
M  END


  Mrv1652304282207302D          

 31 33  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  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   -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  1  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
   -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
   -2.8579    0.0000    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
   -0.7145    2.0625    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   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
    2.8579    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -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
    5.0013    1.2375    0.0000 O   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    0.0000    0.0000 O   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
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  1  6  0  0  0
 22 23  2  0  0  0  0
 23 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
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0060450

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(=O)C[C@H](OC2=C(C[C@@H](CC=C(C)C)C(C)=C)C(O)=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O5/c1-15(2)6-7-18(16(3)4)12-20-21(28)13-24(30-5)25-22(29)14-23(31-26(20)25)17-8-10-19(27)11-9-17/h6,8-11,13,18,23,27-28H,3,7,12,14H2,1-2,4-5H3/t18-,23+/m1/s1

> <INCHI_KEY>
HWMUITXPRSEDHI-JPYJTQIMSA-N

> <FORMULA>
C26H30O5

> <MOLECULAR_WEIGHT>
422.521

> <EXACT_MASS>
422.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.97018996450454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.58

> <JCHEM_LOGP>
5.619667482333334

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.491017723814162

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.110981323104566

> <JCHEM_PKA_STRONGEST_BASIC>
-4.615348316559404

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
122.69259999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.96e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
kushenol U

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6   31                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6   17                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    5   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19    4   21                                                  
CONECT   21   20                                                            
CONECT   22   18   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   25                                                            
CONECT   29    3   30                                                       
CONECT   30   29                                                            
CONECT   31    1                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀O₅

Average Mass

422.5210 Da

Monoisotopic Mass

422.20932 Da

IUPAC Name

(2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

kushenol U

CAS Registry Number

Not Available

SMILES

COC1=C2C(=O)C[C@H](OC2=C(C[C@@H](CC=C(C)C)C(C)=C)C(O)=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C26H30O5/c1-15(2)6-7-18(16(3)4)12-20-21(28)13-24(30-5)25-22(29)14-23(31-26(20)25)17-8-10-19(27)11-9-17/h6,8-11,13,18,23,27-28H,3,7,12,14H2,1-2,4-5H3/t18-,23+/m1/s1

InChI Key

HWMUITXPRSEDHI-JPYJTQIMSA-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
Sophora flavescens	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

8-prenylated flavanones

Alternative Parents

Substituents

8-prenylated flavanone
5-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
Bicyclic monoterpenoid
Benzopyran
Monoterpenoid
Chromane
1-benzopyran
Aromatic monoterpenoid
Anisole
Phenol ether
Aryl alkyl ketone
Aryl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140554 )

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	4.58	ALOGPS
logP	5.62	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.11	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	122.69 m³·mol⁻¹	ChemAxon
Polarizability	45.97 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

C00014192

Chemspider ID

24846554

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42608062

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone (NP0060450)

MOL for NP0060450 ((2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone)

3D MOL for NP0060450 ((2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone)

3D SDF for NP0060450 ((2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone)

3D-SDF for NP0060450 ((2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone)

PDB for NP0060450 ((2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone)

3D PDB for NP0060450 ((2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone)

SMILES for NP0060450 ((2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone)

INCHI for NP0060450 ((2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone)

Structure for NP0060450 ((2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone)

3D Structure for NP0060450 ((2S)-7,4'-Dihydroxy-8-lavandulyl-5-methoxyflavanone)