NP-MRD: Showing NP-Card for Isodaphneticin (NP0076681)

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Record Information

Version

2.0

Created at

2022-04-28 21:52:25 UTC

Updated at

2022-04-28 21:52:25 UTC

NP-MRD ID

NP0076681

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isodaphneticin

Description

(2S)-2,3-Dihydro-2beta-(4-hydroxy-3,5-dimethoxyphenyl)-3alpha-(hydroxymethyl)-9H-pyrano[2,3-f]-1,4-benzodioxin-9-one belongs to the class of organic compounds known as coumarinolignans. These are lignans with a structure characterized by the presence of a 1,4-dioxane bridge substituted by a phenyl group, and fused to a coumarin. Isodaphneticin is found in Daphne feddei and Daphne tangutica. Based on a literature review very few articles have been published on (2S)-2,3-Dihydro-2beta-(4-hydroxy-3,5-dimethoxyphenyl)-3alpha-(hydroxymethyl)-9H-pyrano[2,3-f]-1,4-benzodioxin-9-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223522D          

 28 31  0  0  1  0            999 V2000
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  6  0  0  0
 11 12  1  0  0  0  0
  8 13  1  1  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  1 28  1  0  0  0  0
M  END

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.1901    3.2837    2.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559    2.5223    1.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9209    1.2848    0.9607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6434    0.8126    0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2831   -0.4036    0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1414   -0.8187    0.4097 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9218    0.3040    0.0377 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1579    0.2356   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6224   -0.9868   -0.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8791   -1.0386   -1.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6205    0.1173   -1.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1482    1.3394   -1.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8902    2.5091   -1.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3283    3.6818   -0.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761    3.6922   -0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965    4.7927    0.0941 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    2.5651   -0.2346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8965    1.4099   -0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -2.0824   -0.8013 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4516   -2.0362   -0.3829 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2764   -3.3104    0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5418   -4.4232   -0.3330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2764   -1.1779   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5787   -0.7217   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5995   -1.4673   -0.7161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3957   -2.7303   -1.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    0.4946    0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2138    0.9834    0.4234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5640    4.2699    2.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914    2.7635    2.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3940    3.4341    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8544    1.4161    1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4304   -1.0367    1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2294   -2.0024   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6018    0.0780   -2.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8561    2.4751   -1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9353    4.5897   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1393   -2.1398   -1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0222   -3.2815    1.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7061   -3.3960    0.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1373   -5.1144   -0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0419   -2.1552   -0.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7233   -3.3117   -0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3196   -3.3009   -1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9464   -2.6238   -2.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9982    0.5043    0.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8 18  2  0
 18 17  1  0
 17 15  1  0
 15 16  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 27  3  1  0
 20  6  1  0
  9  8  1  0
 12 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
 23 42  1  0
 26 43  1  0
 26 44  1  0
 26 45  1  0
 28 46  1  0
  6 33  1  1
 14 37  1  0
 13 36  1  0
 11 35  1  0
 10 34  1  0
 20 38  1  6
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END


  Mrv1652304282223522D          

 28 31  0  0  1  0            999 V2000
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  6  0  0  0
 11 12  1  0  0  0  0
  8 13  1  1  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  1 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076681

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O)[C@@H]1OC2=C3OC(=O)C=CC3=CC=C2O[C@H]1CO

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O8/c1-24-13-7-11(8-14(25-2)17(13)23)18-15(9-21)26-12-5-3-10-4-6-16(22)27-19(10)20(12)28-18/h3-8,15,18,21,23H,9H2,1-2H3/t15-,18-/m0/s1

> <INCHI_KEY>
FCWOSPBWIBSFOO-YJBOKZPZSA-N

> <FORMULA>
C20H18O8

> <MOLECULAR_WEIGHT>
386.356

> <EXACT_MASS>
386.10016754

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
37.51336313796924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2H,3H,9H-[1,4]dioxino[2,3-h]chromen-9-one

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
1.8314895329999998

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.5619200053385

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.300181637788766

> <JCHEM_PKA_STRONGEST_BASIC>
-2.99041724688408

> <JCHEM_POLAR_SURFACE_AREA>
103.68000000000002

> <JCHEM_REFRACTIVITY>
97.65859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2H,3H-[1,4]dioxino[2,3-h]chromen-9-one

> <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       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.104  -0.564   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.564   2.104   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.516   2.104   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.564  -3.231   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.206  -4.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.746  -4.565   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.516  -3.231   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.056  -3.231   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.826  -4.565   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.516  -5.898   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.564  -5.898   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.206  -7.232   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.494  -1.897   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.184  -0.564   0.000  0.00  0.00           O+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    5                                                       
CONECT   11    9   12                                                       
CONECT   12   11                                                            
CONECT   13    8   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   16                                                            
CONECT   22   15   23                                                       
CONECT   23   22                                                            
CONECT   24    2   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    1                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
(2S)-2,3-Dihydro-2b-(4-hydroxy-3,5-dimethoxyphenyl)-3a-(hydroxymethyl)-9H-pyrano[2,3-F]-1,4-benzodioxin-9-one	Generator
(2S)-2,3-Dihydro-2β-(4-hydroxy-3,5-dimethoxyphenyl)-3α-(hydroxymethyl)-9H-pyrano[2,3-F]-1,4-benzodioxin-9-one	Generator

Chemical Formula

C₂₀H₁₈O₈

Average Mass

386.3560 Da

Monoisotopic Mass

386.10017 Da

IUPAC Name

(2S,3S)-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2H,3H,9H-[1,4]dioxino[2,3-h]chromen-9-one

Traditional Name

(2S,3S)-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2H,3H-[1,4]dioxino[2,3-h]chromen-9-one

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)[C@@H]1OC2=C3OC(=O)C=CC3=CC=C2O[C@H]1CO

InChI Identifier

InChI=1S/C20H18O8/c1-24-13-7-11(8-14(25-2)17(13)23)18-15(9-21)26-12-5-3-10-4-6-16(22)27-19(10)20(12)28-18/h3-8,15,18,21,23H,9H2,1-2H3/t15-,18-/m0/s1

InChI Key

FCWOSPBWIBSFOO-YJBOKZPZSA-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
Daphne feddei	Plant	KNApSAcK
Daphne tangutica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarinolignans. These are lignans with a structure characterized by the presence of a 1,4-dioxane bridge substituted by a phenyl group, and fused to a coumarin.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Coumarinolignans

Sub Class

Not Available

Direct Parent

Coumarinolignans

Alternative Parents

Substituents

Angular-fused coumarolignan skeleton
2-phenylbenzo-1,4-dioxane
Phenylbenzodioxane
P-dioxolo[2,3-h]coumarin
Coumarin
Benzo-1,4-dioxane
Benzodioxane
M-dimethoxybenzene
Dimethoxybenzene
Benzopyran
1-benzopyran
Methoxyphenol
Anisole
Methoxybenzene
Phenoxy compound
Phenol ether
Pyranone
Phenol
Alkyl aryl ether
Para-dioxin
Pyran
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Primary alcohol
Organooxygen compound
Organic oxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
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	2.23	ALOGPS
logP	1.83	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	97.66 m³·mol⁻¹	ChemAxon
Polarizability	37.51 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

Not Available

Chemspider ID

8267059

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10091522

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Isodaphneticin (NP0076681)

MOL for NP0076681 (Isodaphneticin)

3D MOL for NP0076681 (Isodaphneticin)

3D SDF for NP0076681 (Isodaphneticin)

3D-SDF for NP0076681 (Isodaphneticin)

PDB for NP0076681 (Isodaphneticin)

3D PDB for NP0076681 (Isodaphneticin)

SMILES for NP0076681 (Isodaphneticin)

INCHI for NP0076681 (Isodaphneticin)

Structure for NP0076681 (Isodaphneticin)

3D Structure for NP0076681 (Isodaphneticin)