NP-MRD: Showing NP-Card for 4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone (NP0051484)

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Record Information

Version

2.0

Created at

2022-04-27 22:49:57 UTC

Updated at

2022-04-27 22:49:58 UTC

NP-MRD ID

NP0051484

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone

Description

Piscerythramine belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position. Thus, piscerythramine is considered to be a flavonoid lipid molecule. A hydroxyisoflavone that is isoflavone substituted by hydroxy groups at positions 5, 7 and 3', prenyl groups at positions 2' and 6', a methoxy group at position 5' and an amino group at position 4'. 4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone is found in Apis cerana, Piscidia erythrina and Piscidia piscipula. Piscerythramine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261511242D          

 33 35  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 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   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 N   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 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   -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
   -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
   -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
    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  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
    4.2868   -0.0000    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    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
    0.0000   -2.4750    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
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  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  1  0  0  0  0
 15 16  2  0  0  0  0
 16 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  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
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 23 25  2  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  2  0  0  0  0
 14 28  2  0  0  0  0
  3 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
   -2.3090   -4.0044   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267   -3.2294   -1.5112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -2.3781   -1.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0301   -2.6128   -0.7499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5137   -0.7745   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6501    0.1294   -0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9054   -0.5850    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9712   -0.3230   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8818    0.6952   -1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2753   -1.0350   -0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569   -0.2246   -0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0608    1.1794   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1129    2.1505   -1.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0653    3.4164   -0.8428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978    3.8225    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4876    5.1720    0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7342    5.6053    1.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095    6.9798    2.1684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8008    4.6952    3.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6183    3.3558    2.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6742    2.3971    3.7348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3695    2.9338    1.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1849    1.6023    1.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2343    0.7408    2.0279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8181   -1.0571   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1287   -0.3964   -0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2945   -1.2234   -1.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3076   -1.3363   -0.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4721   -2.1965   -0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270   -0.6259    1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2671   -3.4952    0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3373   -4.1419   -0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040   -5.0117   -0.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2061   -5.0212   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7768   -4.6875   -2.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1949   -3.5761   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320    0.5932    0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7280    0.9345   -0.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0014   -1.3387    0.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8097    0.7065   -2.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0368    0.4040   -2.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6280    1.6881   -1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5208   -1.6114   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1001   -0.2917   -0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2468   -1.6440    0.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3085    1.8092   -2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4287    5.8670   -0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8518    7.3314    2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9942    5.0275    4.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    2.6320    4.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2528    0.0367    0.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0580    0.5008   -1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3526   -1.7692   -2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4007   -3.1928   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6521   -2.2503   -1.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3796   -1.6587   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5462   -1.0229    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1708    0.4600    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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 10 11  2  3
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 30 31  2  3
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 31 33  1  0
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 18 19  2  0
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 23 25  2  0
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 26 27  2  0
 28  3  1  0
 26 15  1  0
 25 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  5 38  1  0
  7 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
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 13 47  1  0
 13 48  1  0
 29 54  1  0
 29 55  1  0
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 32 57  1  0
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 33 60  1  0
 33 61  1  0
 33 62  1  0
 16 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
M  END


  Mrv1533004261511242D          

 33 35  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 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   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 N   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 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   -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
   -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
   -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
    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  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
    4.2868   -0.0000    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    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
    0.0000   -2.4750    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
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  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  1  0  0  0  0
 15 16  2  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051484

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(N)C(O)=C(CC=C(C)C)C(=C1CC=C(C)C)C1=COC2=CC(O)=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO6/c1-13(2)6-8-16-21(17(9-7-14(3)4)26(32-5)23(27)25(16)31)18-12-33-20-11-15(28)10-19(29)22(20)24(18)30/h6-7,10-12,28-29,31H,8-9,27H2,1-5H3

> <INCHI_KEY>
FZVQFYVMVHEMPU-UHFFFAOYSA-N

> <FORMULA>
C26H29NO6

> <MOLECULAR_WEIGHT>
451.519

> <EXACT_MASS>
451.199487658

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
47.91889382166477

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[4-amino-3-hydroxy-5-methoxy-2,6-bis(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
4.41

> <JCHEM_LOGP>
5.5474091686666664

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.120484388179513

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.545783458929656

> <JCHEM_PKA_STRONGEST_BASIC>
3.530125696409402

> <JCHEM_POLAR_SURFACE_AREA>
122.24000000000001

> <JCHEM_REFRACTIVITY>
131.33209999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.04e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
piscerythramine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+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  N   UNK     0      -4.001  -5.390   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   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       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    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   28                                                  
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   18   26                                                  
CONECT   26   25   15   27                                                  
CONECT   27   26                                                            
CONECT   28   14    3   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₉NO₆

Average Mass

451.5190 Da

Monoisotopic Mass

451.19949 Da

IUPAC Name

3-[4-amino-3-hydroxy-5-methoxy-2,6-bis(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-4H-chromen-4-one

Traditional Name

piscerythramine

CAS Registry Number

Not Available

SMILES

COC1=C(N)C(O)=C(CC=C(C)C)C(=C1CC=C(C)C)C1=COC2=CC(O)=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C26H29NO6/c1-13(2)6-8-16-21(17(9-7-14(3)4)26(32-5)23(27)25(16)31)18-12-33-20-11-15(28)10-19(29)22(20)24(18)30/h6-7,10-12,28-29,31H,8-9,27H2,1-5H3

InChI Key

FZVQFYVMVHEMPU-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
Apis cerana	LOTUS Database	35616633
Piscidia erythrina	Plant	KNApSAcK
Piscidia piscipula	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Enals

Alternative Parents

Substituents

Enal
Organic oxide
Hydrocarbon derivative
Aldehyde
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	4.41	ALOGPS
logP	5.55	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	6.55	ChemAxon
pKa (Strongest Basic)	3.53	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	122.24 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	131.33 m³·mol⁻¹	ChemAxon
Polarizability	47.92 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002561

Chemspider ID

Not Available

KEGG Compound ID

C10518

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281802

PDB ID

Not Available

ChEBI ID

8251

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone (NP0051484)

MOL for NP0051484 (4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone)

3D MOL for NP0051484 (4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone)

3D SDF for NP0051484 (4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone)

3D-SDF for NP0051484 (4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone)

PDB for NP0051484 (4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone)

3D PDB for NP0051484 (4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone)

SMILES for NP0051484 (4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone)

INCHI for NP0051484 (4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone)

Structure for NP0051484 (4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone)

3D Structure for NP0051484 (4'-Amino-5,7,3'-trihydroxy-5'-methoxy-2',6'-diprenylisoflavone)