NP-MRD: Showing NP-Card for Phaseollidin (NP0051483)

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Record Information

Version

2.0

Created at

2022-04-27 22:49:56 UTC

Updated at

2022-04-27 22:49:56 UTC

NP-MRD ID

NP0051483

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phaseollidin

Description

Phaseollidin belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Thus, phaseollidin is considered to be a flavonoid lipid molecule. Phaseollidin is found in Erythrina abyssinica, Erythrina burana, Erythrina burttii, Erythrina crista-galli , Erythrina fusca, Erythrina latissima, Erythrina poeppigiana , Erythrina sigmoidea, Erythrina variegata , Erythrina velutina, Erythrina zeyheri, Lablab niger, Lespedeza cyrtobotrya, Phaseolus aureus , Phaseolus coccineus , Phaseolus lunatus , Phaseolus vulgaris , Psophocarpus tetragonolobus, Sophora moorcroftiana, Vigna radiata, Phaseolus calcaratus , Vigna unguiculata and Dolichos biflorus . Phaseollidin was first documented in 1993 (PMID: 8277323). Phaseollidin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

(-)-Phaseollidin
  Mrv1652309271700102D          

 26 29  0  0  1  0            999 V2000
   10.1561  -12.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0191  -10.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7487  -13.9461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1583  -10.1072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0193  -11.7845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7072  -11.3743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3161  -11.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9717  -12.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3041  -11.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7173  -10.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3142  -10.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4742  -13.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1630  -11.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5788  -11.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2837  -13.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6280  -12.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5989  -10.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1298  -14.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8735  -10.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8634  -11.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5949  -14.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2506  -15.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4412  -15.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7156  -16.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3518  -12.2496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3919  -10.8716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  8  1  0  0  0  0
  2 10  1  0  0  0  0
  2 11  1  0  0  0  0
  3 15  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  5 25  1  6  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  6 26  1  6  0  0  0
  7  8  1  0  0  0  0
  7 13  2  0  0  0  0
  8 12  2  0  0  0  0
  9 11  1  0  0  0  0
  9 14  2  0  0  0  0
 11 17  2  0  0  0  0
 12 15  1  0  0  0  0
 12 18  1  0  0  0  0
 13 16  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 17 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
   -2.3876    2.1539   -0.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    1.3383    0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6968    2.0719    1.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914    0.0289    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -0.7111   -1.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6514   -1.7580   -0.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9804   -3.1028   -0.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2740   -3.4185   -1.1883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0395   -4.0490   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2276   -3.7087   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507   -2.3576   -0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3766   -1.3956   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2423   -0.1308   -0.2427 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508   -0.3484   -0.4283 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4601    0.7628    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8698    1.7752   -0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6272    2.8151   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687    2.8385    1.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7392    3.8971    1.4825 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729    1.8522    1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8072    0.7989    1.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3811   -0.2237    2.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7842   -1.4052    1.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8160   -1.6389    0.3269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9926    2.1799   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2682    3.2030   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3990    1.7941   -1.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0501    2.0090    2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8201    3.1388    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7064    1.6637    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7126   -0.4933    0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -1.2243   -1.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528    0.0060   -1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5080   -4.4045   -1.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3323   -5.0862   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9855   -4.4233    0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -0.5266   -1.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5870    1.7377   -1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9570    3.6173   -1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    4.7081    1.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8285    1.8449    2.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2617   -2.2439    2.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7113   -1.3722    2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7065   -2.2128   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  2  0
 20 18  1  0
 18 19  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12  6  2  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 14 24  1  0
 11 12  1  0
 11 24  1  0
 15 21  1  0
 24 44  1  1
 23 42  1  0
 23 43  1  0
 20 41  1  0
 19 40  1  0
 17 39  1  0
 16 38  1  0
 14 37  1  6
  5 32  1  0
  5 33  1  0
  4 31  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
M  END

(-)-Phaseollidin
  Mrv1652309271700102D          

 26 29  0  0  1  0            999 V2000
   10.1561  -12.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0191  -10.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7487  -13.9461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1583  -10.1072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0193  -11.7845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7072  -11.3743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3161  -11.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9717  -12.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3041  -11.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7173  -10.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3142  -10.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4742  -13.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1630  -11.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5788  -11.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2837  -13.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6280  -12.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5989  -10.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1298  -14.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8735  -10.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8634  -11.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5949  -14.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2506  -15.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4412  -15.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7156  -16.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3518  -12.2496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3919  -10.8716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  8  1  0  0  0  0
  2 10  1  0  0  0  0
  2 11  1  0  0  0  0
  3 15  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  5 25  1  6  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  6 26  1  6  0  0  0
  7  8  1  0  0  0  0
  7 13  2  0  0  0  0
  8 12  2  0  0  0  0
  9 11  1  0  0  0  0
  9 14  2  0  0  0  0
 11 17  2  0  0  0  0
 12 15  1  0  0  0  0
 12 18  1  0  0  0  0
 13 16  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 17 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051483

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12COC3=CC(O)=CC=C3[C@]1([H])OC1=C(CC=C(C)C)C(O)=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O4/c1-11(2)3-5-14-17(22)8-7-13-16-10-23-18-9-12(21)4-6-15(18)20(16)24-19(13)14/h3-4,6-9,16,20-22H,5,10H2,1-2H3/t16-,20-/m0/s1

> <INCHI_KEY>
OFWYIUYVHYPQNX-JXFKEZNVSA-N

> <FORMULA>
C20H20O4

> <MOLECULAR_WEIGHT>
324.376

> <EXACT_MASS>
324.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.56705073735168

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,10R)-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11,13,15-hexaene-5,14-diol

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
4.0918963396666665

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.69219232679227

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.087967627298111

> <JCHEM_PKA_STRONGEST_BASIC>
-4.592245665846581

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
92.8216

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,10R)-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11,13,15-hexaene-5,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: (-)-Phaseollidin                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-17         0                                  
HETATM    1  O   UNK     0      18.958 -23.471   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      18.702 -18.862   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      23.798 -26.033   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.362 -18.867   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      18.703 -21.998   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.987 -21.232   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.123 -22.262   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.481 -23.662   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.368 -21.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.006 -19.715   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.386 -19.698   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.419 -24.940   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.704 -22.141   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.014 -21.949   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.929 -24.787   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.572 -23.387   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.051 -18.915   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.776 -26.339   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.697 -19.649   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.678 -21.166   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.644 -27.586   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.001 -28.985   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.490 -29.138   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.869 -30.231   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0      17.457 -22.866   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      21.265 -20.294   0.000  0.00  0.00           H+0
CONECT    1    5    8                                                       
CONECT    2   10   11                                                       
CONECT    3   15                                                            
CONECT    4   19                                                            
CONECT    5    1    6    9   25                                             
CONECT    6    5    7   10   26                                             
CONECT    7    6    8   13                                                  
CONECT    8    1    7   12                                                  
CONECT    9    5   11   14                                                  
CONECT   10    2    6                                                       
CONECT   11    2    9   17                                                  
CONECT   12    8   15   18                                                  
CONECT   13    7   16                                                       
CONECT   14    9   20                                                       
CONECT   15    3   12   16                                                  
CONECT   16   13   15                                                       
CONECT   17   11   19                                                       
CONECT   18   12   21                                                       
CONECT   19    4   17   20                                                  
CONECT   20   14   19                                                       
CONECT   21   18   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
(-)-Phaseollidin	ChEBI
Phaseolin	ChEBI
Phaseollidin	MeSH

Chemical Formula

C₂₀H₂₀O₄

Average Mass

324.3760 Da

Monoisotopic Mass

324.13616 Da

IUPAC Name

(1R,10R)-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11,13,15-hexaene-5,14-diol

Traditional Name

(1R,10R)-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11,13,15-hexaene-5,14-diol

CAS Registry Number

Not Available

SMILES

[H][C@@]12COC3=CC(O)=CC=C3[C@]1([H])OC1=C(CC=C(C)C)C(O)=CC=C21

InChI Identifier

InChI=1S/C20H20O4/c1-11(2)3-5-14-17(22)8-7-13-16-10-23-18-9-12(21)4-6-15(18)20(16)24-19(13)14/h3-4,6-9,16,20-22H,5,10H2,1-2H3/t16-,20-/m0/s1

InChI Key

OFWYIUYVHYPQNX-JXFKEZNVSA-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
Erythrina abyssinica	LOTUS Database	35616633
Erythrina burana	LOTUS Database	35616633
Erythrina burttii	Plant	KNApSAcK
Erythrina crista-galli	Plant	KNApSAcK
Erythrina fusca	LOTUS Database	35616633
Erythrina latissima	Plant	KNApSAcK
Erythrina poeppigiana	Plant	KNApSAcK
Erythrina sigmoidea	Plant	KNApSAcK
Erythrina variegata	Plant	KNApSAcK
Erythrina velutina	LOTUS Database	35616633
Erythrina zeyheri	Plant	KNApSAcK
Lablab niger	Plant	KNApSAcK
Lespedeza cyrtobotrya	LOTUS Database	35616633
Phaseolus aureus	Plant	KNApSAcK
Phaseolus coccineus	Plant	KNApSAcK
Phaseolus lunatus	Plant	KNApSAcK
Phaseolus vulgaris	Plant	KNApSAcK
Psophocarpus tetragonolobus	LOTUS Database	35616633
Sophora moorcroftiana	LOTUS Database	35616633
Vigna radiata	LOTUS Database	35616633
Vigna umbellata	Plant	KNApSAcK
Vigna unguiculata	Plant	KNApSAcK
Vigna unguiculata ssp. cylindrica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Isoflavanol
Pterocarpan
Isoflavan
Chromane
Benzopyran
1-benzopyran
Benzofuran
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pterocarpans (CHEBI:17556 )
pterocarpans (C05230 )
Pterocarpanes (C05230 )
Pterocarpans (LMPK12070011 )

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	3.79	ALOGPS
logP	4.09	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.09	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.82 m³·mol⁻¹	ChemAxon
Polarizability	34.57 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00002559

Chemspider ID

Not Available

KEGG Compound ID

C05230

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

119268

PDB ID

Not Available

ChEBI ID

17556

Good Scents ID

Not Available

References

General References

Dagne E, Gunatilaka AA, Kingston DG, Alemu M, Hofmann G, Johnson RK: Two bioactive pterocarpans from Erythrina burana. J Nat Prod. 1993 Oct;56(10):1831-4. doi: 10.1021/np50100a028. [PubMed:8277323 ]

Showing NP-Card for Phaseollidin (NP0051483)

MOL for NP0051483 (Phaseollidin)

3D MOL for NP0051483 (Phaseollidin)

3D SDF for NP0051483 (Phaseollidin)

3D-SDF for NP0051483 (Phaseollidin)

PDB for NP0051483 (Phaseollidin)

3D PDB for NP0051483 (Phaseollidin)

SMILES for NP0051483 (Phaseollidin)

INCHI for NP0051483 (Phaseollidin)

Structure for NP0051483 (Phaseollidin)

3D Structure for NP0051483 (Phaseollidin)