NP-MRD: Showing NP-Card for (2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one (NP0249637)

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Record Information

Version

2.0

Created at

2022-09-07 12:14:59 UTC

Updated at

2022-09-07 12:14:59 UTC

NP-MRD ID

NP0249637

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one

Description

Mundulinol 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. (2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one is found in Terminalia buceras, Dunbaria longiracemosa, Lonchocarpus atropurpureus, Lonchocarpus oaxacensis and Mundulea sericea. (2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one was first documented in 2003 (PMID: 12542360). Based on a literature review a small amount of articles have been published on mundulinol (PMID: 15043430) (PMID: 29097641) (PMID: 28714338).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072214152D          

 30 33  0  0  1  0            999 V2000
    3.5724   -2.8875    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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   -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
    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 O   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
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  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
   -0.7145   -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
   -2.1434   -1.2375    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
   -1.4289    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  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   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 O   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
    5.0993    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690   -0.7752    0.0000 C   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
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  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
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 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  2  0  0  0  0
  8 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
  7 30  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -2.0003    3.6973   -1.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007    2.8663   -0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5911    3.0637    0.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7059    2.0214   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3292    1.1642    0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3286   -0.2847    0.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523   -0.9604    0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5086   -2.3040   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177   -2.9639   -0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2687   -4.2995   -0.5533 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8849   -2.2982   -0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8480   -0.9614    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183   -0.2470    0.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3253   -0.8039    0.3432 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2475    0.2308   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0271    1.5233    0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8104    2.5778    0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8584    2.4157   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1048    1.1567   -1.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    0.0833   -0.9607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4525   -2.1359   -0.2795 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3191   -2.9387    0.5044 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1778   -2.8964   -0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544   -4.1215   -0.6066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7994   -2.9739   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421   -2.3590    0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9944   -0.9327    0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605   -0.8602    1.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9359   -0.1690   -0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7393   -0.3392    0.4923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0935    3.6521   -1.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5204    3.2973   -2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7341    4.7528   -1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9355    3.1501    1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3629    2.3008    0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0781    1.9312   -1.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7188    1.4080    1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360    1.3404    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5112   -0.9260    1.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1989    1.7053    1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5997    3.5703    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4733    3.2505   -1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9290    0.9739   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4704   -0.9136   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8817   -2.1710   -1.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0159   -2.8686    1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100   -4.0461   -0.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632   -2.9177    0.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6455    0.1745    2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5074   -1.4167    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8438   -1.4274    2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3768    0.5239   -1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6160    0.4728    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5699   -0.8890   -1.0548 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 30  1  0
 30 27  1  0
 27 28  1  0
 27 29  1  0
 27 26  1  0
 26 25  2  0
 25  8  1  0
  8  9  2  0
  9 10  1  0
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 11 12  2  0
 12 13  1  0
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 21 22  1  0
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 23 24  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 12  6  1  0
 20 15  1  0
  8  7  1  0
 23 11  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
 28 51  1  0
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 29 54  1  0
 29 55  1  0
 29 56  1  0
 26 50  1  0
 25 49  1  0
 10 40  1  0
 14 41  1  1
 21 47  1  6
 22 48  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
M  END


  Mrv1652309072214152D          

 30 33  0  0  1  0            999 V2000
    3.5724   -2.8875    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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   -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
    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 O   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
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  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
   -0.7145   -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
   -2.1434   -1.2375    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
   -1.4289    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  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   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 O   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
    5.0993    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690   -0.7752    0.0000 C   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
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 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  2  0  0  0  0
  8 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
  7 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0249637

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C2OC(C)(C)C=CC2=C(O)C2=C1O[C@@H]([C@@H](O)C2=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O5/c1-14(2)10-11-17-23-16(12-13-25(3,4)30-23)19(26)18-20(27)21(28)22(29-24(17)18)15-8-6-5-7-9-15/h5-10,12-13,21-22,26,28H,11H2,1-4H3/t21-,22+/m0/s1

> <INCHI_KEY>
UNYRLLNPZQFKTP-FCHUYYIVSA-N

> <FORMULA>
C25H26O5

> <MOLECULAR_WEIGHT>
406.478

> <EXACT_MASS>
406.178023937

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.355080813754604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2H,3H,4H,8H-pyrano[3,2-g]chromen-4-one

> <JCHEM_LOGP>
5.356270634333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.23010734251993

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.438098128012946

> <JCHEM_PKA_STRONGEST_BASIC>
-4.046253427093178

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
117.30240000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2H,3H-pyrano[3,2-g]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001  -0.770   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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.519   0.267   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.529  -1.447   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7    9   25                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   23                                                  
CONECT   12   11    6   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   14   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   11   24                                                  
CONECT   24   23                                                            
CONECT   25    8   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27    7                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₆O₅

Average Mass

406.4780 Da

Monoisotopic Mass

406.17802 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C2OC(C)(C)C=CC2=C(O)C2=C1O[C@@H]([C@@H](O)C2=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C25H26O5/c1-14(2)10-11-17-23-16(12-13-25(3,4)30-23)19(26)18-20(27)21(28)22(29-24(17)18)15-8-6-5-7-9-15/h5-10,12-13,21-22,26,28H,11H2,1-4H3/t21-,22+/m0/s1

InChI Key

UNYRLLNPZQFKTP-FCHUYYIVSA-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
Bucida buceras	LOTUS Database	35616633
Dunbaria longiracemosa	LOTUS Database	35616633
Lonchocarpus atropurpureus	LOTUS Database	35616633
Lonchocarpus oaxacensis	LOTUS Database	35616633
Mundulea sericea	LOTUS Database	35616633

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
Pyranoflavonoid
3-hydroxyflavonoid
5-hydroxyflavonoid
Flavanone
Flavanonol
Hydroxyflavonoid
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Secondary alcohol
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Organic oxide
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00008609

Chemspider ID

8539420

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10363971

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cao S, Schilling JK, Miller JS, Andriantsiferana R, Rasamison VE, Kingston DG: Cytotoxic compounds from Mundulea chapelieri from the Madagascar Rainforest. J Nat Prod. 2004 Mar;67(3):454-6. doi: 10.1021/np0303815. [PubMed:15043430 ]
Hayashi K, Nakanishi Y, Bastow KF, Cragg G, Nozaki H, Lee KH: Antitumor agents. 221.1 buceracidins A and B, two new flavanones from Bucida buceras. J Nat Prod. 2003 Jan;66(1):125-7. doi: 10.1021/np0203483. [PubMed:12542360 ]
Qaddir I, Rasool N, Hussain W, Mahmood S: Computer-aided analysis of phytochemicals as potential dengue virus inhibitors based on molecular docking, ADMET and DFT studies. J Vector Borne Dis. 2017 Jul-Sep;54(3):255-262. doi: 10.4103/0972-9062.217617. [PubMed:29097641 ]
Muiva-Mutisya LM, Atilaw Y, Heydenreich M, Koch A, Akala HM, Cheruiyot AC, Brown ML, Irungu B, Okalebo FA, Derese S, Mutai C, Yenesew A: Antiplasmodial prenylated flavanonols from Tephrosia subtriflora. Nat Prod Res. 2018 Jun;32(12):1407-1414. doi: 10.1080/14786419.2017.1353510. Epub 2017 Jul 16. [PubMed:28714338 ]
LOTUS database [Link]

Showing NP-Card for (2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one (NP0249637)

MOL for NP0249637 ((2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one)

3D MOL for NP0249637 ((2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one)

3D SDF for NP0249637 ((2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one)

3D-SDF for NP0249637 ((2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one)

PDB for NP0249637 ((2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one)

3D PDB for NP0249637 ((2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one)

SMILES for NP0249637 ((2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one)

INCHI for NP0249637 ((2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one)

Structure for NP0249637 ((2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one)

3D Structure for NP0249637 ((2r,3r)-3,5-dihydroxy-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2-phenyl-2h,3h-pyrano[3,2-g]chromen-4-one)