NP-MRD: Showing NP-Card for (5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran (NP0059695)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 04:54:38 UTC

Updated at

2022-04-28 04:54:38 UTC

NP-MRD ID

NP0059695

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran

Description

Diplotropin belongs to the class of organic compounds known as furanoflavonoids and dihydrofuranoflavonoids. These are flavonoids possessing a furan (or dihydrofuran) ring fused to the benzopyran moiety of the flavonoid skeleton. Thus, diplotropin is considered to be a flavonoid. (5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran is found in Lonchocarpus subglaucescens. Based on a literature review very few articles have been published on Diplotropin.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652304282206542D          

 27 30  0  0  1  0            999 V2000
    4.7812    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4957    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 14 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 24  1  1  0  0  0
 24 25  1  0  0  0  0
  1 26  1  6  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
   -3.7594   -2.3286    1.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2751   -1.5183   -0.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -0.3573    0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2026   -0.3214    0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5881    0.9094    0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788    2.0527    0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7220    3.2462    0.9630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2967    4.0948   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7335    2.0122    0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6663    2.9381    0.7231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8586    2.4187    0.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908    1.0698    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3334    0.8022    0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7885    0.9866    0.6581 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5965   -0.1955    0.4288 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9806    0.2142    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8889   -0.2794   -0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1835    0.2242   -0.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5934    1.2319    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6672    1.7378    1.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3860    1.2541    1.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9193   -0.9637   -0.6084 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5378   -1.9822   -1.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3540   -1.8828   -2.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3686   -1.5256    0.1198 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9819   -2.4225   -0.7039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9656   -3.7288   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6299   -1.8055    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0020   -2.4602    1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0643   -3.2946    0.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0307    3.5043   -0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5686    4.6570    0.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332    4.7579   -0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8224    2.9439    0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4594    0.3297    0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226   -0.7651    1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6304   -1.0702   -1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8583   -0.2197   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6027    1.5709    0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0107    2.5401    1.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7081    1.6923    1.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4681   -0.2747   -1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8906   -2.7511   -3.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7904   -0.9152   -3.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2915   -1.8683   -2.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0080   -1.9011    1.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971   -4.3623   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853   -4.1286   -0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3617   -3.8660    0.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 22  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 25  4  1  0
  4  5  2  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  3  2  0
  3  2  1  0
  2  1  1  0
 15 22  1  0
 21 16  1  0
 13  9  1  0
  3  4  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 22 42  1  6
 25 46  1  1
 27 47  1  0
 27 48  1  0
 27 49  1  0
 15 36  1  1
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 12 35  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

  Mrv1652304282206542D          

 27 30  0  0  1  0            999 V2000
    4.7812    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4957    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 14 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 24  1  1  0  0  0
 24 25  1  0  0  0  0
  1 26  1  6  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0059695

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1[C@H](OC)C2=C(O[C@@H]1C1=CC=CC=C1)C(OC)=C1OC=CC1=C2OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O6/c1-22-16-13-10-11-26-17(13)21(25-4)19-14(16)18(23-2)20(24-3)15(27-19)12-8-6-5-7-9-12/h5-11,15,18,20H,1-4H3/t15-,18-,20-/m1/s1

> <INCHI_KEY>
DUBHYVXCUVFSJU-XFQXTVEOSA-N

> <FORMULA>
C21H22O6

> <MOLECULAR_WEIGHT>
370.401

> <EXACT_MASS>
370.141638428

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
39.19166842071958

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(10R,11S,12R)-2,8,10,11-tetramethoxy-12-phenyl-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,5,7-tetraene

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
3.2204060316666667

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.795011101326889

> <JCHEM_POLAR_SURFACE_AREA>
59.290000000000006

> <JCHEM_REFRACTIVITY>
98.55350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10R,11S,12R)-2,8,10,11-tetramethoxy-12-phenyl-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,5,7-tetraene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.591   1.303   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.259   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.592   2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.926   1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.926  -0.237   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.592  -1.007   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.259  -0.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.590   6.693   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.590  -1.007   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.591   5.923   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.259   4.383   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      11.592   3.613   0.000  0.00  0.00           C+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3   24                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13    4   14   22                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15    3   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   15   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   14                                                       
CONECT   22   13   23                                                       
CONECT   23   22                                                            
CONECT   24    2   25                                                       
CONECT   25   24                                                            
CONECT   26    1   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₆

Average Mass

370.4010 Da

Monoisotopic Mass

370.14164 Da

IUPAC Name

(10R,11S,12R)-2,8,10,11-tetramethoxy-12-phenyl-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,5,7-tetraene

Traditional Name

(10R,11S,12R)-2,8,10,11-tetramethoxy-12-phenyl-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,5,7-tetraene

CAS Registry Number

Not Available

SMILES

CO[C@H]1[C@H](OC)C2=C(O[C@@H]1C1=CC=CC=C1)C(OC)=C1OC=CC1=C2OC

InChI Identifier

InChI=1S/C21H22O6/c1-22-16-13-10-11-26-17(13)21(25-4)19-14(16)18(23-2)20(24-3)15(27-19)12-8-6-5-7-9-12/h5-11,15,18,20H,1-4H3/t15-,18-,20-/m1/s1

InChI Key

DUBHYVXCUVFSJU-XFQXTVEOSA-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
Lonchocarpus subglaucescens	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoflavonoids and dihydrofuranoflavonoids. These are flavonoids possessing a furan (or dihydrofuran) ring fused to the benzopyran moiety of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Furanoflavonoids and dihydrofuranoflavonoids

Direct Parent

Furanoflavonoids and dihydrofuranoflavonoids

Alternative Parents

Substituents

Furanoflavonoid or dihydroflavonoid
3-methoxyflavonoid-skeleton
4-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
Leucoanthocyanidin-skeleton
Flavan
Chromane
Benzopyran
1-benzopyran
Benzofuran
Anisole
Phenol ether
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Furan
Heteroaromatic compound
Organoheterocyclic compound
Ether
Dialkyl ether
Oxacycle
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavans, Flavanols and Leucoanthocyanidins (LMPK12020220 )

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	3.57	ALOGPS
logP	3.22	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	59.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.55 m³·mol⁻¹	ChemAxon
Polarizability	39.19 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

C00013269

Chemspider ID

7827980

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9549057

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran (NP0059695)

MOL for NP0059695 ((5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran)

3D MOL for NP0059695 ((5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran)

3D SDF for NP0059695 ((5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran)

3D-SDF for NP0059695 ((5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran)

PDB for NP0059695 ((5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran)

3D PDB for NP0059695 ((5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran)

SMILES for NP0059695 ((5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran)

INCHI for NP0059695 ((5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran)

Structure for NP0059695 ((5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran)

3D Structure for NP0059695 ((5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran)