NP-MRD: Showing NP-Card for (2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol (NP0213653)

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Record Information

Version

2.0

Created at

2022-09-05 12:42:17 UTC

Updated at

2022-09-05 12:42:17 UTC

NP-MRD ID

NP0213653

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol

Description

(-)-Phaseolin 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 (-)-phaseolin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol is found in Glycine max. (2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol was first documented in 2021 (PMID: 34618077). Based on a literature review a small amount of articles have been published on (-)-phaseolin (PMID: 35486987) (PMID: 35388372) (PMID: 34361842) (PMID: 34063915).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052214422D          

 24 28  0  0  1  0            999 V2000
    6.5921   -0.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0842    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8126    0.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    1.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959    0.2706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.7556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5834    1.5402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8293    1.0256    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  1  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
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 10  1  1  0  0  0
 13 23  1  0  0  0  0
  7 24  1  0  0  0  0
  2 24  1  0  0  0  0
M  END

     RDKit          3D

 44 48  0  0  0  0  0  0  0  0999 V2000
   -4.2408    0.6889    1.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2924   -0.1417    0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7082   -0.5518    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570   -1.4077    0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0108   -1.1069    0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5331   -0.0212   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4479    0.7853   -0.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0122    1.7997   -1.5465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6677    1.9871   -1.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289    1.1911   -1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1800    0.1818   -0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551   -0.4825    0.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9671    0.5427    0.2999 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3040   -0.0143    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777   -0.0667    1.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1525   -0.5924    1.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8533   -1.0694    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -1.6008    1.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2761   -1.0153   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0035   -0.4906   -0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4178   -0.4334   -1.8519 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    0.1166   -2.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7392    1.1299   -1.0738 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8209    0.6431   -0.5677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3356    1.3239    1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1241    1.3852    1.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2945    0.1024    2.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3270    0.3691    0.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1119   -1.3006    0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7031   -0.8823   -0.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8263   -1.9148    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6875   -2.0491   -0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338   -2.0340    0.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8585   -0.7340    1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7476    2.4406   -2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3002    2.7758   -2.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6661    1.2352    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3615    0.2977    2.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6115   -0.6379    2.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9006   -0.9333    0.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8435   -1.3948   -1.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0870    0.5092   -3.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237   -0.7435   -2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    2.1136   -1.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7 24  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 19 17  1  0
 17 18  1  0
 17 16  2  0
 16 15  1  0
 15 14  2  0
 24  2  1  0
 23 10  1  0
 14 20  1  0
 11  6  1  0
 14 13  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
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  8 35  1  0
  9 36  1  0
 13 37  1  1
 23 44  1  1
 22 42  1  0
 22 43  1  0
 19 41  1  0
 18 40  1  0
 16 39  1  0
 15 38  1  0
M  END


  Mrv1652309052214422D          

 24 28  0  0  1  0            999 V2000
    6.5921   -0.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0842    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8126    0.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    1.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959    0.2706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.7556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5834    1.5402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8293    1.0256    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  1  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
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 10  1  1  0  0  0
 13 23  1  0  0  0  0
  7 24  1  0  0  0  0
  2 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0213653

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC2=C(O1)C=CC1=C2O[C@@H]2[C@H]1COC1=CC(O)=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O4/c1-20(2)8-7-14-16(24-20)6-5-12-15-10-22-17-9-11(21)3-4-13(17)19(15)23-18(12)14/h3-6,9,15,19,21H,7-8,10H2,1-2H3/t15-,19-/m0/s1

> <INCHI_KEY>
YAHJJEDSBUXVRQ-KXBFYZLASA-N

> <FORMULA>
C20H20O4

> <MOLECULAR_WEIGHT>
324.376

> <EXACT_MASS>
324.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.98351101899776

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,11R)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0^{2,11}.0^{5,10}.0^{14,19}]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol

> <JCHEM_LOGP>
3.6908322606666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.420753973039071

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4062227532666425

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
90.02870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,11R)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0^{2,11}.0^{5,10}.0^{14,19}]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      12.305  -0.764   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.357   0.450   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.717   1.173   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.327  -0.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.820  -0.374   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.344   1.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.375   2.235   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.899   3.699   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.393   4.019   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.362   2.875   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.838   1.410   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.592   0.505   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.346   1.410   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.679   0.130   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.285   3.699   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.792   4.019   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.822   2.875   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.881   1.914   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   24                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8   24                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   23                                                  
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   23                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   14   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   10   13                                                  
CONECT   24    7    2                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

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Synonyms

Value	Source
(-)-Phaseollin	ChEBI
Phaseolin	ChEBI
Phaseollin	ChEBI

Chemical Formula

C₂₀H₂₀O₄

Average Mass

324.3760 Da

Monoisotopic Mass

324.13616 Da

IUPAC Name

(2R,11R)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0^{2,11}.0^{5,10}.0^{14,19}]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol

Traditional Name

(2R,11R)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0^{2,11}.0^{5,10}.0^{14,19}]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol

CAS Registry Number

Not Available

SMILES

CC1(C)CCC2=C(O1)C=CC1=C2O[C@@H]2[C@H]1COC1=CC(O)=CC=C21

InChI Identifier

InChI=1S/C20H20O4/c1-20(2)8-7-14-16(24-20)6-5-12-15-10-22-17-9-11(21)3-4-13(17)19(15)23-18(12)14/h3-6,9,15,19,21H,7-8,10H2,1-2H3/t15-,19-/m0/s1

InChI Key

YAHJJEDSBUXVRQ-KXBFYZLASA-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
Glycine max	LOTUS Database	35616633

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

Pterocarpan
Isoflavanol
Neolignan skeleton
Isoflavan
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Coumaran
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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
logP	3.69	ChemAxon
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	90.03 m³·mol⁻¹	ChemAxon
Polarizability	35.98 Å³	ChemAxon
Number of Rings	5	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

58145272

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phaseolin_(pterocarpan)

METLIN ID

Not Available

PubChem Compound

121232634

PDB ID

Not Available

ChEBI ID

108

Good Scents ID

rw1840901

References

General References

Ge J, Sun CX, Sun M, Zhang Y, Fang Y: Introducing panda bean (Vigna umbellata (Thunb.) Ohwi et Ohashi) protein isolate as an alternative source of legume protein: Physicochemical, functional and nutritional characteristics. Food Chem. 2022 Sep 15;388:133016. doi: 10.1016/j.foodchem.2022.133016. Epub 2022 Apr 20. [PubMed:35486987 ]
Kim I, Lee KR, Park ME, Kim HU: The seed-specific transcription factor DPBF2 modulates the fatty acid composition in seeds. Plant Direct. 2022 Apr 3;6(4):e395. doi: 10.1002/pld3.395. eCollection 2022 Apr. [PubMed:35388372 ]
Brocca L, Zuccaro M, Frugis G, Mainieri D, Marrano C, Ragni L, Klein EM, Vitale A, Pedrazzini E: Two gamma-zeins induce the unfolded protein response. Plant Physiol. 2021 Nov 3;187(3):1428-1444. doi: 10.1093/plphys/kiab367. [PubMed:34618077 ]
Saad AM, Sitohy MZ, Ahmed AI, Rabie NA, Amin SA, Aboelenin SM, Soliman MM, El-Saadony MT: Biochemical and Functional Characterization of Kidney Bean Protein Alcalase-Hydrolysates and Their Preservative Action on Stored Chicken Meat. Molecules. 2021 Aug 3;26(15):4690. doi: 10.3390/molecules26154690. [PubMed:34361842 ]
Garcia-Cordero JM, Martinez-Palma NY, Madrigal-Bujaidar E, Jimenez-Martinez C, Madrigal-Santillan E, Morales-Gonzalez JA, Paniagua-Perez R, Alvarez-Gonzalez I: Phaseolin, a Protein from the Seed of Phaseolus vulgaris, Has Antioxidant, Antigenotoxic, and Chemopreventive Properties. Nutrients. 2021 May 21;13(6):1750. doi: 10.3390/nu13061750. [PubMed:34063915 ]
LOTUS database [Link]

Showing NP-Card for (2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol (NP0213653)

MOL for NP0213653 ((2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol)

3D MOL for NP0213653 ((2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol)

3D SDF for NP0213653 ((2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol)

3D-SDF for NP0213653 ((2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol)

PDB for NP0213653 ((2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol)

3D PDB for NP0213653 ((2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol)

SMILES for NP0213653 ((2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol)

INCHI for NP0213653 ((2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol)

Structure for NP0213653 ((2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol)

3D Structure for NP0213653 ((2r,11r)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5,7,9,14(19),20-hexaen-7-ol)