NP-MRD: Showing NP-Card for Hispaglabridin A (NP0051470)

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Record Information

Version

2.0

Created at

2022-04-27 22:49:30 UTC

Updated at

2022-04-27 22:49:30 UTC

NP-MRD ID

NP0051470

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hispaglabridin A

Description

Hispaglabridin A belongs to the class of organic compounds known as pyranoisoflavonoids. These are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton. Thus, hispaglabridin a is considered to be a flavonoid lipid molecule. Hispaglabridin A is found in Glycyrrhiza glabra and Glycyrrhiza glabra var. typica . Hispaglabridin A was first documented in 1980 (PMID: 7381508). Hispaglabridin A is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 9641259).

Structure

MOL 3D MOL SDF PDB SMILES InChI

Hispaglabridin A
  Mrv1652309281723232D          

 29 32  0  0  1  0            999 V2000
   14.0184   -9.4576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1659   -9.4508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1542   -9.8768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5715  -12.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3042   -9.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5935   -9.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3007  -10.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8759   -9.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7293  -10.6948    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4433  -11.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0115  -11.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1692   -8.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1542  -10.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5935  -11.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6004   -8.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8759  -10.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7328   -9.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8642  -11.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8861   -8.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4331  -11.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8607  -11.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1472  -12.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5786  -10.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3296   -9.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3822   -8.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2926  -11.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0067  -10.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7210  -11.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0103   -9.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1 17  1  0  0  0  0
  2  8  1  0  0  0  0
  2 12  1  0  0  0  0
  3 13  1  0  0  0  0
  4 21  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6 15  1  0  0  0  0
  7 11  1  0  0  0  0
  7 14  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
  9 17  1  0  0  0  0
 10 13  1  0  0  0  0
 10 20  2  0  0  0  0
 12 19  1  0  0  0  0
 12 24  1  0  0  0  0
 12 25  1  0  0  0  0
 13 18  2  0  0  0  0
 14 16  2  0  0  0  0
 15 19  2  0  0  0  0
 18 21  1  0  0  0  0
 18 23  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -7.6269    0.4872    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9280    0.8997   -0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7068    1.1552   -1.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6442    0.9952   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7804    0.6833    1.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6783   -0.2141    0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0939   -1.4135    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3798   -1.8442    0.3395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1976   -2.1279   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8776   -1.6641   -0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4439   -0.4714   -0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0870   -0.0459   -0.2934 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6020    0.4659   -1.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8675    0.9574   -1.0194 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7347   -0.0264   -0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -1.2253   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9797   -2.2082    0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708   -2.0409    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096   -0.8480   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0874    0.1680   -0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6653    1.4993   -0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9348    1.6988   -0.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8523    0.6474   -0.1648 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1528    0.7516   -0.9360 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1490    0.8670    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2594   -0.6318   -0.2016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7081   -1.4595   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4065    0.2157    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843    1.4278    1.0096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7607    0.5960    1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4071   -0.5250    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3800    1.2813    2.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3899    2.1205   -1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4994    0.3424   -1.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7981    1.2010   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0839    1.2917   -0.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3796    1.6327    1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4032    0.1649    1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7601   -2.6883   -0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5158   -3.0777   -1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2879   -2.3335   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2505    0.4574    0.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1454    1.3569   -1.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8108   -0.3371   -2.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6322   -3.1784    0.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493   -2.8264    0.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680    2.2388   -1.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4039    2.6746   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7644    1.4978   -0.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9750    1.0483   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7337   -0.2102   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9447    1.9331    1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2043    0.6479    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5033    0.1953    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3172   -1.9798    0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4499   -2.0062   -1.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0672    1.7834    0.8676 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 28  2  0
 28 29  1  0
 28 11  1  0
 11 10  2  0
 10  9  1  0
  9  7  2  0
  7  8  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 27  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  6
 23 25  1  0
 23 26  1  0
  7  6  1  0
 27 12  1  0
 26 19  1  0
 20 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
 29 57  1  0
 10 41  1  0
  9 40  1  0
  8 39  1  0
 12 42  1  1
 13 43  1  0
 13 44  1  0
 27 55  1  0
 27 56  1  0
 17 45  1  0
 18 46  1  0
 21 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
M  END

Hispaglabridin A
  Mrv1652309281723232D          

 29 32  0  0  1  0            999 V2000
   14.0184   -9.4576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1659   -9.4508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1542   -9.8768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5715  -12.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3042   -9.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5935   -9.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3007  -10.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8759   -9.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7293  -10.6948    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4433  -11.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0115  -11.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1692   -8.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1542  -10.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5935  -11.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6004   -8.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8759  -10.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7328   -9.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8642  -11.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8861   -8.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4331  -11.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8607  -11.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1472  -12.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5786  -10.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3296   -9.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3822   -8.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2926  -11.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0067  -10.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7210  -11.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0103   -9.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1 17  1  0  0  0  0
  2  8  1  0  0  0  0
  2 12  1  0  0  0  0
  3 13  1  0  0  0  0
  4 21  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6 15  1  0  0  0  0
  7 11  1  0  0  0  0
  7 14  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
  9 17  1  0  0  0  0
 10 13  1  0  0  0  0
 10 20  2  0  0  0  0
 12 19  1  0  0  0  0
 12 24  1  0  0  0  0
 12 25  1  0  0  0  0
 13 18  2  0  0  0  0
 14 16  2  0  0  0  0
 15 19  2  0  0  0  0
 18 21  1  0  0  0  0
 18 23  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051470

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C(O)C(=CC=C1O)[C@@H]1COC2=C(C1)C=CC1=C2C=CC(C)(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O4/c1-15(2)5-7-19-21(26)9-8-18(23(19)27)17-13-16-6-10-22-20(24(16)28-14-17)11-12-25(3,4)29-22/h5-6,8-12,17,26-27H,7,13-14H2,1-4H3/t17-/m0/s1

> <INCHI_KEY>
HZHXMXSXYQCAIG-KRWDZBQOSA-N

> <FORMULA>
C25H28O4

> <MOLECULAR_WEIGHT>
392.495

> <EXACT_MASS>
392.198759382

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.01461248327668

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(3R)-8,8-dimethyl-2H,3H,4H,8H-pyrano[2,3-f]chromen-3-yl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

> <ALOGPS_LOGP>
5.18

> <JCHEM_LOGP>
5.820868278666666

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.66928736878089

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.32374068632322

> <JCHEM_PKA_STRONGEST_BASIC>
-4.585986949539553

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
117.59640000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3R)-8,8-dimethyl-2H,3H,4H-pyrano[2,3-f]chromen-3-yl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Hispaglabridin A                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-SEP-17         0                                  
HETATM    1  O   UNK     0      26.168 -17.654   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      20.843 -17.641   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      30.155 -18.437   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      32.800 -23.063   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      24.835 -18.417   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.508 -17.654   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.828 -19.957   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.168 -18.417   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.495 -19.964   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.828 -20.747   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.155 -20.734   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.849 -16.101   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.155 -19.977   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.508 -20.728   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.521 -16.114   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.168 -19.957   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.501 -18.430   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.480 -20.754   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.187 -15.331   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.808 -22.281   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      31.473 -22.294   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.142 -23.057   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      32.813 -19.989   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.282 -17.027   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.380 -15.233   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      34.146 -20.767   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      35.479 -20.002   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      36.813 -20.780   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      35.486 -18.462   0.000  0.00  0.00           C+0
CONECT    1    5   17                                                       
CONECT    2    8   12                                                       
CONECT    3   13                                                            
CONECT    4   21                                                            
CONECT    5    1    6    7                                                  
CONECT    6    5    8   15                                                  
CONECT    7    5   11   14                                                  
CONECT    8    2    6   16                                                  
CONECT    9   10   11   17                                                  
CONECT   10    9   13   20                                                  
CONECT   11    7    9                                                       
CONECT   12    2   19   24   25                                             
CONECT   13    3   10   18                                                  
CONECT   14    7   16                                                       
CONECT   15    6   19                                                       
CONECT   16    8   14                                                       
CONECT   17    1    9                                                       
CONECT   18   13   21   23                                                  
CONECT   19   12   15                                                       
CONECT   20   10   22                                                       
CONECT   21    4   18   22                                                  
CONECT   22   20   21                                                       
CONECT   23   18   26                                                       
CONECT   24   12                                                            
CONECT   25   12                                                            
CONECT   26   23   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₈O₄

Average Mass

392.4950 Da

Monoisotopic Mass

392.19876 Da

IUPAC Name

4-[(3R)-8,8-dimethyl-2H,3H,4H,8H-pyrano[2,3-f]chromen-3-yl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

Traditional Name

4-[(3R)-8,8-dimethyl-2H,3H,4H-pyrano[2,3-f]chromen-3-yl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(O)C(=CC=C1O)[C@@H]1COC2=C(C1)C=CC1=C2C=CC(C)(C)O1

InChI Identifier

InChI=1S/C25H28O4/c1-15(2)5-7-19-21(26)9-8-18(23(19)27)17-13-16-6-10-22-20(24(16)28-14-17)11-12-25(3,4)29-22/h5-6,8-12,17,26-27H,7,13-14H2,1-4H3/t17-/m0/s1

InChI Key

HZHXMXSXYQCAIG-KRWDZBQOSA-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
Glycyrrhiza glabra	Plant	KNApSAcK
Glycyrrhiza glabra var. typica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoisoflavonoids. These are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Pyranoisoflavonoids

Direct Parent

Pyranoisoflavonoids

Alternative Parents

Substituents

Pyranoisoflavonoid
Hydroxyisoflavonoid
Isoflavanol
Isoflavan
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxyisoflavans (CHEBI:5730 )
isoflavans (C10425 )
Isoflavanes (C10425 )
Isoflavans (LMPK12080013 )

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	5.18	ALOGPS
logP	5.82	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	9.32	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	3	ChemAxon
Refractivity	117.6 m³·mol⁻¹	ChemAxon
Polarizability	45.01 Å³	ChemAxon
Number of Rings	4	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

C00002534

Chemspider ID

Not Available

KEGG Compound ID

C10425

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442774

PDB ID

Not Available

ChEBI ID

5730

Good Scents ID

Not Available

References

General References

Mitscher LA, Park YH, Clark D, Beal JL: Antimicrobial agents from higher plants. Antimicrobial isoflavanoids and related substances from Glycyrrhiza glabra L. var. typica. J Nat Prod. 1980 Mar-Apr;43(2):259-69. doi: 10.1021/np50008a004. [PubMed:7381508 ]
Belinky PA, Aviram M, Mahmood S, Vaya J: Structural aspects of the inhibitory effect of glabridin on LDL oxidation. Free Radic Biol Med. 1998 Jun;24(9):1419-29. doi: 10.1016/s0891-5849(98)00006-9. [PubMed:9641259 ]

Showing NP-Card for Hispaglabridin A (NP0051470)

MOL for NP0051470 (Hispaglabridin A)

3D MOL for NP0051470 (Hispaglabridin A)

3D SDF for NP0051470 (Hispaglabridin A)

3D-SDF for NP0051470 (Hispaglabridin A)

PDB for NP0051470 (Hispaglabridin A)

3D PDB for NP0051470 (Hispaglabridin A)

SMILES for NP0051470 (Hispaglabridin A)

INCHI for NP0051470 (Hispaglabridin A)

Structure for NP0051470 (Hispaglabridin A)

3D Structure for NP0051470 (Hispaglabridin A)