NP-MRD: Showing NP-Card for Mulberrin (NP0045396)

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Record Information

Version

2.0

Created at

2022-03-17 19:19:15 UTC

Updated at

2022-03-17 19:19:15 UTC

NP-MRD ID

NP0045396

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Mulberrin

Description

Mulberrin, also known as norartocarpin or kuwanon C, belongs to the class of organic compounds known as 8-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 8-position. Thus, mulberrin is considered to be a flavonoid lipid molecule. Mulberrin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Mulberrin has been detected, but not quantified in, fruits and jackfruits. Mulberrin is found in Artocarpus fretessi, Artocarpus fretessii, Artocarpus gomezianus, Artocarpus gomezianus Wallich ex Trecul , Artocarpus lacucha, Morus alba , Morus australis , Morus mongolica and Sorocea bonplandii. This could make mulberrin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061304482D          

 31 33  0  0  0  0            999 V2000
    2.1434   -2.8875    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    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
    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
    3.5724    1.2375    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   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
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  5  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  6  2  0  0  0  0
 15  7  1  0  0  0  0
 15 11  2  0  0  0  0
 16 10  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 11  1  0  0  0  0
 19 16  2  0  0  0  0
 20 12  2  0  0  0  0
 20 17  1  0  0  0  0
 21 12  1  0  0  0  0
 22 21  2  0  0  0  0
 23 18  1  0  0  0  0
 23 22  1  0  0  0  0
 24 16  1  0  0  0  0
 24 18  2  0  0  0  0
 25 17  2  0  0  0  0
 25 22  1  0  0  0  0
 26 15  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 23  2  0  0  0  0
 31 24  1  0  0  0  0
 31 25  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -5.0149   -2.3308   -0.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340   -1.2288    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6647   -1.0259    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6859   -0.4555   -0.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7102   -0.6367   -1.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240   -0.6827   -0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5717    0.4067   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564    1.7816   -0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0613    2.7064    0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4917    3.9945    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502    4.4423   -1.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861    5.7548   -1.1972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612    3.5701   -2.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155    2.2504   -1.9457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568    1.4920   -3.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5901    0.2039    0.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0328   -0.9821    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547   -1.1227    1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578    0.1450    1.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5620    0.6070    0.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8398    0.7953    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8441    0.5318    1.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3758    1.2605   -1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7262   -2.3423    1.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9161   -2.4952    2.2250 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -3.4990    1.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8231   -3.3863    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0332   -4.4713    0.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3381   -2.1296    0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580   -1.9669   -0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995   -3.0125   -0.6993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0434   -1.8724   -1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1838   -3.0435   -0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9769   -2.8447   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6933   -1.1315    0.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5464   -0.0639    1.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5142   -1.8791    1.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4500    0.3698    0.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9432   -1.6188   -1.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9506    0.2041   -1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7748    2.3305    1.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625    4.6980    1.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6738    6.5221   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0472    3.9328   -3.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9609    0.5594   -3.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2212    0.9335    1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7141   -0.0262    2.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8838    0.8204   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1331   -0.5194    1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.9523    2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7816    1.1139    0.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8171    2.2727   -1.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6229    1.2294   -2.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2337    0.5733   -1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5558   -1.7969    2.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3826   -4.4739    1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2712   -5.4160    0.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 23  1  0
 21 20  2  3
 20 19  1  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
  6 30  1  0
 30 31  2  0
 30 29  1  0
 29 27  2  0
 27 28  1  0
 27 26  1  0
 26 24  2  0
 24 25  1  0
  7  8  1  0
  8 14  2  0
 14 15  1  0
 14 13  1  0
 13 11  2  0
 11 12  1  0
 11 10  1  0
 10  9  2  0
 24 18  1  0
  9  8  1  0
 29 17  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 20 48  1  0
 19 46  1  0
 19 47  1  0
  5 39  1  0
  5 40  1  0
  4 38  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
 28 57  1  0
 26 56  1  0
 25 55  1  0
 15 45  1  0
 13 44  1  0
 12 43  1  0
 10 42  1  0
  9 41  1  0
M  END


  Mrv0541 05061304482D          

 31 33  0  0  0  0            999 V2000
    2.1434   -2.8875    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    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
    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
    3.5724    1.2375    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   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
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  5  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  6  2  0  0  0  0
 15  7  1  0  0  0  0
 15 11  2  0  0  0  0
 16 10  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 11  1  0  0  0  0
 19 16  2  0  0  0  0
 20 12  2  0  0  0  0
 20 17  1  0  0  0  0
 21 12  1  0  0  0  0
 22 21  2  0  0  0  0
 23 18  1  0  0  0  0
 23 22  1  0  0  0  0
 24 16  1  0  0  0  0
 24 18  2  0  0  0  0
 25 17  2  0  0  0  0
 25 22  1  0  0  0  0
 26 15  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 23  2  0  0  0  0
 31 24  1  0  0  0  0
 31 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045396

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C2OC(=C(CC=C(C)C)C(=O)C2=C(O)C=C1O)C1=C(O)C=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O6/c1-13(2)5-8-17-20(28)12-21(29)22-23(30)18(9-6-14(3)4)24(31-25(17)22)16-10-7-15(26)11-19(16)27/h5-7,10-12,26-29H,8-9H2,1-4H3

> <INCHI_KEY>
UWQYBLOHTQWSQD-UHFFFAOYSA-N

> <FORMULA>
C25H26O6

> <MOLECULAR_WEIGHT>
422.4703

> <EXACT_MASS>
422.172938564

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.73328386893443

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.66

> <JCHEM_LOGP>
5.742386910666667

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.115940691235545

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.417472047580813

> <JCHEM_PKA_STRONGEST_BASIC>
-5.178828395020351

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
122.69629999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mulberrin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5    8   13                                                       
CONECT    6    9   14                                                       
CONECT    7   10   15                                                       
CONECT    8    5   17                                                       
CONECT    9    6   18                                                       
CONECT   10    7   16                                                       
CONECT   11   15   19                                                       
CONECT   12   20   21                                                       
CONECT   13    1    2    5                                                  
CONECT   14    3    4    6                                                  
CONECT   15    7   11   26                                                  
CONECT   16   10   19   24                                                  
CONECT   17    8   20   25                                                  
CONECT   18    9   23   24                                                  
CONECT   19   11   16   27                                                  
CONECT   20   12   17   28                                                  
CONECT   21   12   22   29                                                  
CONECT   22   21   23   25                                                  
CONECT   23   18   22   30                                                  
CONECT   24   16   18   31                                                  
CONECT   25   17   22   31                                                  
CONECT   26   15                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   23                                                            
CONECT   31   24   25                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
Norartocarpin	HMDB
2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methyl-2-butenyl)-4H-1-benzopyran-4-one	HMDB
2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9ci	HMDB
Kuwanon C	HMDB
2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methyl-2-buten-1-yl)-4H-chromen-4-one	MeSH
Mul compoound	MeSH

Chemical Formula

C₂₅H₂₆O₆

Average Mass

422.4703 Da

Monoisotopic Mass

422.17294 Da

IUPAC Name

2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Traditional Name

mulberrin

CAS Registry Number

62949-79-5

SMILES

CC(C)=CCC1=C2OC(=C(CC=C(C)C)C(=O)C2=C(O)C=C1O)C1=C(O)C=C(O)C=C1

InChI Identifier

InChI=1S/C25H26O6/c1-13(2)5-8-17-20(28)12-21(29)22-23(30)18(9-6-14(3)4)24(31-25(17)22)16-10-7-15(26)11-19(16)27/h5-7,10-12,26-29H,8-9H2,1-4H3

InChI Key

UWQYBLOHTQWSQD-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, 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
Artocarpus fretessi	Plant	KNApSAcK
Artocarpus fretessii	LOTUS Database	35616633
Artocarpus gomezianus	LOTUS Database	35616633
Artocarpus gomezianus Wallich ex Trecul	Plant	KNApSAcK
Artocarpus heterophyllus	FooDB	KNAPSACK
Artocarpus lacucha	LOTUS Database	35616633
Morus alba	Plant	KNApSAcK
Morus australis	Plant	KNApSAcK
Morus mongolica	Plant	KNApSAcK
Sorocea bonplandii	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

8-prenylated flavones

Alternative Parents

Substituents

3-prenylated flavone
8-prenylated flavone
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
Phenol
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110895 )

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	4.66	ALOGPS
logP	5.74	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	6.42	ChemAxon
pKa (Strongest Basic)	-5.2	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	5	ChemAxon
Refractivity	122.7 m³·mol⁻¹	ChemAxon
Polarizability	45.73 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	No	ChemAxon

External Links

HMDB ID

HMDB0029507

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000642

KNApSAcK ID

C00004028

Chemspider ID

4587687

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5481958

PDB ID

Not Available

ChEBI ID

544480

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Mulberrin (NP0045396)

MOL for NP0045396 (Mulberrin)

3D MOL for NP0045396 (Mulberrin)

3D SDF for NP0045396 (Mulberrin)

3D-SDF for NP0045396 (Mulberrin)

PDB for NP0045396 (Mulberrin)

3D PDB for NP0045396 (Mulberrin)

SMILES for NP0045396 (Mulberrin)

INCHI for NP0045396 (Mulberrin)

Structure for NP0045396 (Mulberrin)

3D Structure for NP0045396 (Mulberrin)