NP-MRD: Showing NP-Card for (2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol (NP0227422)

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Record Information

Version

2.0

Created at

2022-09-06 06:44:11 UTC

Updated at

2022-09-06 06:44:11 UTC

NP-MRD ID

NP0227422

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol

Description

(2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol is found in Glycine latifolia and Glycine max.

Structure

MOL 3D MOL SDF PDB SMILES InChI

 
  Mrv1533006081518012D          
 
 26 30  0  0  1  0            999 V2000
   26.9798   -7.6547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.2687   -8.0730    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.6072   -8.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9798   -6.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6491   -7.1528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5576   -7.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4360   -8.8678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2726   -8.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4020   -8.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2687   -6.3999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5576   -6.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8465   -8.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7327   -9.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9039   -8.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8465   -6.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1354   -7.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5693   -9.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1354   -6.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0294  -10.2481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4740   -8.5750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.8465   -5.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0936   -5.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3825   -5.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3825   -6.3999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1734   -4.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5877   -5.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  6  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  2  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
  6 11  2  0  0  0  0
  6 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 14  2  0  0  0  0
 11 15  1  0  0  0  0
 12 16  2  0  0  0  0
 13 17  2  0  0  0  0
 15 18  2  0  0  0  0
 17 19  1  0  0  0  0
  7  8  1  0  0  0  0
 10 11  1  0  0  0  0
 14 17  1  0  0  0  0
 16 18  1  0  0  0  0
  2 20  1  6  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
M  END

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
   -5.3748   -0.7396   -1.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6677   -0.3383   -0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7087   -0.1245    0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8631   -1.4961    0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5874   -1.4634    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9169   -0.1771    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220    0.9342   -0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148    2.1168   -0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5658    2.1917   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1358    1.0734    0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5465   -0.1095    0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1152   -1.2694    0.7656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4919   -1.3730    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1419   -0.1458    1.0596 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1387   -0.1433    2.4336 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5390   -0.1028    0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6622   -0.8740    0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8221   -0.6088    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9356    0.3621   -0.8323 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1509    0.5880   -1.4984 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8087    1.0953   -1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941    0.8705   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3470    1.4915   -0.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797    1.1263    0.5475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9804    0.8632   -0.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7347   -0.4882   -2.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5598   -1.8340   -1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3619   -0.2440   -1.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2377   -1.0749    0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3787    0.6863    0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1527    0.1904    1.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3860   -2.4393    0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308   -2.3388    0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987    2.9866   -0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284    3.1473   -0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6262   -1.3461   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9385   -2.2646    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401   -1.0055    2.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5876   -1.6448    1.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7261   -1.1973    0.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7961    1.2610   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8239    1.8785   -1.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7161    1.9802    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 22  1  0
 22 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 16 14  1  0
 14 15  1  1
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
  2 25  1  0
 14 24  1  0
  6 11  1  0
 10 24  1  0
 25  7  1  0
 21 22  1  0
 24 43  1  1
 17 39  1  0
 18 40  1  0
 20 41  1  0
 21 42  1  0
 15 38  1  0
 13 36  1  0
 13 37  1  0
  9 35  1  0
  8 34  1  0
  5 33  1  0
  4 32  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
M  END

 
  Mrv1533006081518012D          
 
 26 30  0  0  1  0            999 V2000
   26.9798   -7.6547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.2687   -8.0730    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.6072   -8.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9798   -6.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6491   -7.1528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5576   -7.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4360   -8.8678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2726   -8.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4020   -8.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2687   -6.3999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5576   -6.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8465   -8.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7327   -9.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9039   -8.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8465   -6.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1354   -7.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5693   -9.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1354   -6.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0294  -10.2481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4740   -8.5750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.8465   -5.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0936   -5.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3825   -5.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3825   -6.3999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1734   -4.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5877   -5.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  6  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  2  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
  6 11  2  0  0  0  0
  6 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 14  2  0  0  0  0
 11 15  1  0  0  0  0
 12 16  2  0  0  0  0
 13 17  2  0  0  0  0
 15 18  2  0  0  0  0
 17 19  1  0  0  0  0
  7  8  1  0  0  0  0
 10 11  1  0  0  0  0
 14 17  1  0  0  0  0
 16 18  1  0  0  0  0
  2 20  1  6  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0227422

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12OC3=C(C=CC(O)=C3)[C@]1(O)COC1=C2C=CC2=C1C=CC(C)(C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O5/c1-19(2)8-7-12-15(25-19)6-4-13-17(12)23-10-20(22)14-5-3-11(21)9-16(14)24-18(13)20/h3-9,18,21-22H,10H2,1-2H3/t18-,20+/m0/s1

> <INCHI_KEY>
YIFYYPKWOQSCRI-AZUAARDMSA-N

> <FORMULA>
C20H18O5

> <MOLECULAR_WEIGHT>
338.359

> <EXACT_MASS>
338.11542368

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.731794402651424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,10S)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4(9),5,7,14(19),15,20-heptaene-6,10-diol

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
2.9123376819999995

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.154507231413357

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.396141206219156

> <JCHEM_PKA_STRONGEST_BASIC>
-4.094360765812266

> <JCHEM_POLAR_SURFACE_AREA>
68.15

> <JCHEM_REFRACTIVITY>
92.07920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glyceollin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-15         0                                  
HETATM    1  C   UNK     0      50.362 -14.289   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      49.035 -15.070   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      51.534 -15.304   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      50.362 -12.727   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      51.612 -13.352   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      47.708 -14.289   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      49.347 -16.553   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      50.909 -16.709   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      53.017 -15.148   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      49.035 -11.946   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      47.708 -12.727   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.380 -15.070   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      51.768 -17.959   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      53.954 -16.397   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      46.380 -11.946   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      45.053 -14.289   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      53.329 -17.802   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      45.053 -12.727   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      54.188 -19.130   0.000  0.00  0.00           O+0
HETATM   20  H   UNK     0      47.551 -16.007   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0      46.380 -10.385   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      44.975  -9.604   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      43.647 -10.385   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      43.647 -11.946   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      43.257  -8.901   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      42.164 -10.775   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6    7   20                                             
CONECT    3    1    8    9                                                  
CONECT    4    1   10                                                       
CONECT    5    1                                                            
CONECT    6    2   11   12                                                  
CONECT    7    2    8                                                       
CONECT    8    3   13    7                                                  
CONECT    9    3   14                                                       
CONECT   10    4   11                                                       
CONECT   11    6   15   10                                                  
CONECT   12    6   16                                                       
CONECT   13    8   17                                                       
CONECT   14    9   17                                                       
CONECT   15   11   18   21                                                  
CONECT   16   12   18                                                       
CONECT   17   13   19   14                                                  
CONECT   18   15   16   24                                                  
CONECT   19   17                                                            
CONECT   20    2                                                            
CONECT   21   15   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23   18                                                       
CONECT   25   23                                                            
CONECT   26   23                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Value	Source
Glyceollin	MeSH
Glyceollin I	MeSH

Chemical Formula

C₂₀H₁₈O₅

Average Mass

338.3590 Da

Monoisotopic Mass

338.11542 Da

IUPAC Name

(2S,10S)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4(9),5,7,14(19),15,20-heptaene-6,10-diol

Traditional Name

glyceollin

CAS Registry Number

Not Available

SMILES

[H][C@@]12OC3=C(C=CC(O)=C3)[C@]1(O)COC1=C2C=CC2=C1C=CC(C)(C)O2

InChI Identifier

InChI=1S/C20H18O5/c1-19(2)8-7-12-15(25-19)6-4-13-17(12)23-10-20(22)14-5-3-11(21)9-16(14)24-18(13)20/h3-9,18,21-22H,10H2,1-2H3/t18-,20+/m0/s1

InChI Key

YIFYYPKWOQSCRI-AZUAARDMSA-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 latifolia	LOTUS Database	35616633
Glycine max	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as coumaronochromones. These are polycyclic aromatic compounds containing a 1-benzopyran-4-one and a benzofuran, where the furan ring and the pyran ring are fused together.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Coumaronochromones

Direct Parent

Coumaronochromones

Alternative Parents

Substituents

Coumaronochromone
Pterocarpan
Isoflavanol
Furanoisoflavonoid skeleton
Isoflavan
Pyranochromene
2,2-dimethyl-1-benzopyran
1-benzopyran
Benzopyran
Chromane
Coumaran
Benzofuran
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic heteropentacyclic compound (CHEBI:16470 )
pterocarpans (C01701 )
Pterocarpanes (C01701 )
Pterocarpans (LMPK12070123 )

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	3.24	ALOGPS
logP	2.91	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.08 m³·mol⁻¹	ChemAxon
Polarizability	35.73 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

Not Available

Chemspider ID

142931

KEGG Compound ID

C01701

BioCyc ID

CPD-4405

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162807

PDB ID

Not Available

ChEBI ID

16470

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol (NP0227422)

MOL for NP0227422 ((2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol)

3D MOL for NP0227422 ((2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol)

3D SDF for NP0227422 ((2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol)

3D-SDF for NP0227422 ((2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol)

PDB for NP0227422 ((2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol)

3D PDB for NP0227422 ((2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol)

SMILES for NP0227422 ((2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol)

INCHI for NP0227422 ((2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol)

Structure for NP0227422 ((2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol)

3D Structure for NP0227422 ((2s,10s)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,10-diol)