NP-MRD: Showing NP-Card for (-)-dehydrodiconiferyl alcohol (NP0314076)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 11:59:19 UTC

Updated at

2022-09-11 11:59:19 UTC

NP-MRD ID

NP0314076

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-dehydrodiconiferyl alcohol

Description

(-)-Dehydrodiconiferyl alcohol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. (-)-dehydrodiconiferyl alcohol is found in Anastatica hierochuntica, Arum italicum, Brassica fruticulosa, Campylotropis hirtella, Euonymus alatus, Kadsura coccinea, Picea glauca and Wikstroemia canescens. (-)-dehydrodiconiferyl alcohol was first documented in 2020 (PMID: 31857179). A dehydrodiconiferyl alcohol that has (2R,3S)-configuration (-)-dehydrodiconiferyl alcohol is an extremely weak basic (essentially neutral) compound (based on its pKa) (PMID: 32825614) (PMID: 32560534) (PMID: 32218181) (PMID: 31742713).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309272006432D          

 26 28  0  0  0  0            999 V2000
 9999.301310000.3881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.447810000.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8704 9997.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1560 9998.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4416 9997.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7272 9998.3258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2999 9999.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5855 9999.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5855 9998.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2999 9997.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7999 9999.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0153 9999.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0153 9998.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7999 9998.0706    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.2848 9998.7380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.8619 9997.1145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0549 9997.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.7599 9998.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.3474 9999.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5223 9999.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1098 9998.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5223 9998.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.3474 9998.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.759910000.1669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.347410000.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.5849 9998.7381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  7  1  1  0  0  0  0
  9  3  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 14 17  1  6  0  0  0
 17 16  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 18  1  0  0  0  0
 15 21  1  1  0  0  0
 18 26  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12  7  1  0  0  0  0
 10 13  1  0  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
   -5.3642    2.4452    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8543    1.2681   -0.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9756    0.1670   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7156    0.2183    0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8294   -0.8380    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875   -0.6773    0.8076 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0010    0.6001    0.3580 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655    0.5172    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2630    1.5523    0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8526    2.8690    0.1031 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8287    3.8807   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5961    1.2448   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0401   -0.0551   -0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4424   -0.3744   -0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4174    0.4922   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8491    0.0268   -0.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3695    0.4733   -1.7399 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859   -1.0736    0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -0.8067    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4725   -1.6684    0.3343 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2235   -2.7916    1.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8323   -3.5563    0.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2703   -2.0046   -0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5391   -2.0790   -0.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3926   -1.0148   -0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6653   -1.0938   -1.4815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0237    2.2197    1.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1689    3.2252    0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5380    2.8969   -0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3943    1.1630    0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5639   -0.6437    1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3442    3.8173   -1.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6225    3.7621    0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052    4.8949    0.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3093    2.0690   -0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7304   -1.4236   -0.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1920    1.5473   -0.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8942   -1.0560   -0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4174    0.5035    0.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1223   -0.1117   -1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4485   -2.0887    0.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7759   -2.0585   -0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576   -2.4356    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1042   -3.4629    1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313   -4.3602    1.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6240   -2.8688   -0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9000   -2.9981   -1.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2765   -0.3123   -1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 13 18  2  0
 18 19  1  0
 19  8  2  0
  8  7  1  0
  7  6  1  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 25  2  0
 25 26  1  0
 25 24  1  0
 24 23  2  0
  8  9  1  0
 23  5  1  0
 20 19  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
  6 31  1  1
 20 42  1  6
 21 43  1  0
 21 44  1  0
 22 45  1  0
  4 30  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 26 48  1  0
 24 47  1  0
 23 46  1  0
M  END


  Mrv1652309272006432D          

 26 28  0  0  0  0            999 V2000
 9999.301310000.3881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.447810000.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8704 9997.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1560 9998.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4416 9997.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7272 9998.3258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2999 9999.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5855 9999.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5855 9998.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2999 9997.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7999 9999.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0153 9999.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0153 9998.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7999 9998.0706    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.2848 9998.7380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.8619 9997.1145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0549 9997.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.7599 9998.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.3474 9999.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5223 9999.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1098 9998.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5223 9998.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.3474 9998.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.759910000.1669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.347410000.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.5849 9998.7381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  7  1  1  0  0  0  0
  9  3  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 14 17  1  6  0  0  0
 17 16  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 18  1  0  0  0  0
 15 21  1  1  0  0  0
 18 26  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12  7  1  0  0  0  0
 10 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0314076

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\CO)=CC2=C1O[C@H]([C@@H]2CO)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3+/t15-,19+/m1/s1

> <INCHI_KEY>
KUSXBOZNRPQEON-GWKPYITFSA-N

> <FORMULA>
C20H22O6

> <MOLECULAR_WEIGHT>
358.39

> <EXACT_MASS>
358.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
38.47746747472387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2R,3S)-3-(hydroxymethyl)-5-[(1E)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol

> <ALOGPS_LOGP>
2.28

> <JCHEM_LOGP>
1.833212233666666

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.054653385070122

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.909971414006048

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5263668565019746

> <JCHEM_POLAR_SURFACE_AREA>
88.38000000000001

> <JCHEM_REFRACTIVITY>
98.45689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2R,3S)-3-(hydroxymethyl)-5-[(1E)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8665.3628667.391   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8663.7698668.312   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8662.6918662.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8661.3588663.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8660.0248662.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8658.6918663.541   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8665.3608665.851   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8664.0268665.081   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8664.0268663.541   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.3608662.771   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8668.1608665.557   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8666.6958665.081   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8666.6958663.541   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.1608663.065   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8669.0658664.311   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8670.1428661.280   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8668.6368661.601   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8673.6858664.311   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8672.9158665.644   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8671.3758665.644   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8670.6058664.311   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8671.3758662.977   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8672.9158662.977   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8673.6858666.978   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8672.9158668.312   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0    8675.2258664.311   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1                                                            
CONECT    3    4    9                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    8    1   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10    3                                                  
CONECT   10    9   13                                                       
CONECT   11   12   15                                                       
CONECT   12   13   11    7                                                  
CONECT   13   12   14   10                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   11   21                                                  
CONECT   16   17                                                            
CONECT   17   14   16                                                       
CONECT   18   19   23   26                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   15                                                  
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   19   25                                                       
CONECT   25   24                                                            
CONECT   26   18                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
(-)-(2R,3S)-Dehydrodiconiferyl alcohol	ChEBI
(-)-DCA	ChEBI
(2R)-5-[(e)-3-Hydroxy-1-propenyl]-2,3-dihydro-2beta-(4-hydroxy-3-methoxyphenyl)-7-methoxybenzofuran-3alpha-methanol	ChEBI
(2R,3S)-Dehydrodiconiferyl alcohol	ChEBI
(7R,8S)-Dehydrodiconiferyl alcohol	ChEBI
7-Methoxy-5-[(e)-3-hydroxy-1-propenyl]-2beta-(3-methoxy-4-hydroxyphenyl)-2,3-dihydrobenzofuran-3alpha-methanol	ChEBI
(2R)-5-[(e)-3-Hydroxy-1-propenyl]-2,3-dihydro-2b-(4-hydroxy-3-methoxyphenyl)-7-methoxybenzofuran-3a-methanol	Generator
(2R)-5-[(e)-3-Hydroxy-1-propenyl]-2,3-dihydro-2β-(4-hydroxy-3-methoxyphenyl)-7-methoxybenzofuran-3α-methanol	Generator
7-Methoxy-5-[(e)-3-hydroxy-1-propenyl]-2b-(3-methoxy-4-hydroxyphenyl)-2,3-dihydrobenzofuran-3a-methanol	Generator
7-Methoxy-5-[(e)-3-hydroxy-1-propenyl]-2β-(3-methoxy-4-hydroxyphenyl)-2,3-dihydrobenzofuran-3α-methanol	Generator
Dehydrodiconiferyl alcohol	MeSH
(-)-Dehydrodiconiferyl alcohol	PhytoBank

Chemical Formula

C₂₀H₂₂O₆

Average Mass

358.3900 Da

Monoisotopic Mass

358.14164 Da

IUPAC Name

4-[(2R,3S)-3-(hydroxymethyl)-5-[(1E)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol

Traditional Name

4-[(2R,3S)-3-(hydroxymethyl)-5-[(1E)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\CO)=CC2=C1O[C@H]([C@@H]2CO)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3+/t15-,19+/m1/s1

InChI Key

KUSXBOZNRPQEON-GWKPYITFSA-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
Anastatica hierochuntica	LOTUS Database	35616633
Arum italicum	LOTUS Database	35616633
Brassica fruticulosa	LOTUS Database	35616633
Campylotropis hirtella	LOTUS Database	35616633
Euonymus alatus	LOTUS Database	35616633
Kadsura coccinea	LOTUS Database	35616633
Picea glauca	LOTUS Database	35616633
Wikstroemia canescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Neolignan skeleton
Methoxyphenol
Coumaran
Benzofuran
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzofurans (CHEBI:70467 )

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	2.28	ALOGPS
logP	1.83	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	88.38 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.46 m³·mol⁻¹	ChemAxon
Polarizability	38.48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

9253992

KEGG Compound ID

Not Available

BioCyc ID

CPD-17075

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11078843

PDB ID

Not Available

ChEBI ID

70467

Good Scents ID

Not Available

References

General References

Chang CC, Tsai WT, Chen CK, Chen CH, Lee SS: Diastereomeric identification of neolignan rhamnosides from Trochodendron aralioides leaves by LC-SPE-NMR and circular dichroism. Fitoterapia. 2020 Jul;144:104455. doi: 10.1016/j.fitote.2019.104455. Epub 2019 Dec 17. [PubMed:31857179 ]
Costa G, Maruca A, Rocca R, Ambrosio FA, Berrino E, Carta F, Mesiti F, Salatino A, Lanzillotta D, Trapasso F, Artese A, Alcaro S, Supuran CT: In Silico Identification and Biological Evaluation of Antioxidant Food Components Endowed with IX and XII hCA Inhibition. Antioxidants (Basel). 2020 Aug 21;9(9):775. doi: 10.3390/antiox9090775. [PubMed:32825614 ]
Zaeem A, Drouet S, Anjum S, Khurshid R, Younas M, Blondeau JP, Tungmunnithum D, Giglioli-Guivarc'h N, Hano C, Abbasi BH: Effects of Biogenic Zinc Oxide Nanoparticles on Growth and Oxidative Stress Response in Flax Seedlings vs. In Vitro Cultures: A Comparative Analysis. Biomolecules. 2020 Jun 17;10(6):918. doi: 10.3390/biom10060918. [PubMed:32560534 ]
Anjum S, Komal A, Drouet S, Kausar H, Hano C, Abbasi BH: Feasible Production of Lignans and Neolignans in Root-derived In Vitro Cultures of Flax (Linum usitatissimum L.). Plants (Basel). 2020 Mar 25;9(4):409. doi: 10.3390/plants9040409. [PubMed:32218181 ]
Hu X, Qin N, Xue J, Li S, Huang X, Sun J, Xu F, Li Z, Li D, Hua H: Dehydrodiconiferyl alcohol from Silybum marianum (L.) Gaertn accelerates wound healing via inactivating NF-kappaB pathways in macrophages. J Pharm Pharmacol. 2020 Feb;72(2):305-317. doi: 10.1111/jphp.13205. Epub 2019 Nov 19. [PubMed:31742713 ]
LOTUS database [Link]

Showing NP-Card for (-)-dehydrodiconiferyl alcohol (NP0314076)

MOL for NP0314076 ((-)-dehydrodiconiferyl alcohol)

3D MOL for NP0314076 ((-)-dehydrodiconiferyl alcohol)

3D SDF for NP0314076 ((-)-dehydrodiconiferyl alcohol)

3D-SDF for NP0314076 ((-)-dehydrodiconiferyl alcohol)

PDB for NP0314076 ((-)-dehydrodiconiferyl alcohol)

3D PDB for NP0314076 ((-)-dehydrodiconiferyl alcohol)

SMILES for NP0314076 ((-)-dehydrodiconiferyl alcohol)

INCHI for NP0314076 ((-)-dehydrodiconiferyl alcohol)

Structure for NP0314076 ((-)-dehydrodiconiferyl alcohol)

3D Structure for NP0314076 ((-)-dehydrodiconiferyl alcohol)