NP-MRD: Showing NP-Card for (+)-Epiaschantin (NP0078825)

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Record Information

Version

1.0

Created at

2022-04-28 23:55:01 UTC

Updated at

2022-04-28 23:55:01 UTC

NP-MRD ID

NP0078825

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Epiaschantin

Description

Epiaschantin belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. (+)-Epiaschantin is found in Achillea holosericea, Artemisia absinthium, Artemisia sieversiana, Hernandia peltata, Hernandia ovigera and Hernandia sonora. It was first documented in 2004 (PMID: 14987061). Based on a literature review a significant number of articles have been published on Epiaschantin (PMID: 35501128) (PMID: 35501127) (PMID: 35501126) (PMID: 35501125).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292201552D          

 29 33  0  0  1  0            999 V2000
    4.2925    4.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7405    3.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0462    4.1604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7607    4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7607    5.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    5.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    5.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    4.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    4.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    3.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    5.8104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6186    5.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    6.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    7.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  2  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
    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
    1.1387    2.1904    0.0000 O   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
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
  4 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
   -2.8939    0.7863    3.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6167    1.3622    2.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3446    0.8839    1.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4086   -0.1156    0.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1365   -0.5921   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1352   -1.6582   -0.5268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2282   -2.6890    0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0827   -2.6958    1.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360   -2.2208    0.2115 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0082   -1.3816    0.9603 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3081   -1.1938    0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7648   -1.9546   -0.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0061   -1.7200   -1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275   -0.7126   -0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3881    0.0647    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649   -0.1720    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4114    0.9944    0.3423 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2305    1.0658   -0.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0942   -0.2461   -1.3214 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823   -0.1446    1.1565 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047    0.0831    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2716   -1.2026   -0.6255 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8559   -0.0159   -1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7918    0.9770   -1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5027    1.5424   -2.1966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2431    1.0742   -3.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0386    1.4323    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752    2.4247    0.3516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6797    3.8027    0.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2222    1.1714    4.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0814   -0.3261    3.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    0.8907    3.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9039   -0.4996    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3924   -2.1429   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2235   -3.7154    1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0712   -2.0331    2.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304   -3.0592   -0.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2274   -1.8366    1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1916   -2.7647   -1.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3256   -2.3362   -2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8271    0.4371    1.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2630    1.3495   -0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7151    1.7722   -1.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2480    0.7539    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2735    0.6603   -0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6691   -1.2677   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633   -0.3685   -2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6846    1.8067   -4.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6559    0.0898   -3.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603    1.0422   -3.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5777    4.3569    0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8088    4.0614    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4477    4.1796   -0.6832 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
 28 29  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 22  1  0
 22 21  1  0
 21 20  1  0
 20 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  2  0
 27  3  1  0
 22  6  1  0
 16 11  1  0
 10  9  1  0
 15 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
 23 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 29 51  1  0
 29 52  1  0
 29 53  1  0
  6 34  1  6
  8 35  1  0
  8 36  1  0
  9 37  1  6
 22 46  1  6
 21 44  1  0
 21 45  1  0
 10 38  1  1
 12 39  1  0
 13 40  1  0
 18 42  1  0
 18 43  1  0
 16 41  1  0
M  END


  Mrv1652304292201552D          

 29 33  0  0  1  0            999 V2000
    4.2925    4.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7405    3.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0462    4.1604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7607    4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7607    5.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    5.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    5.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    4.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    4.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    3.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    5.8104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6186    5.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    6.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    7.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  2  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
    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
    1.1387    2.1904    0.0000 O   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
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
  4 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0078825

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)[C@@H]1OC[C@H]2[C@@H]1CO[C@@H]2C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H24O7/c1-23-18-7-13(8-19(24-2)22(18)25-3)21-15-10-26-20(14(15)9-27-21)12-4-5-16-17(6-12)29-11-28-16/h4-8,14-15,20-21H,9-11H2,1-3H3/t14-,15-,20+,21-/m0/s1

> <INCHI_KEY>
ONDWGDNAFRAXCN-YJPXFSGGSA-N

> <FORMULA>
C22H24O7

> <MOLECULAR_WEIGHT>
400.427

> <EXACT_MASS>
400.152203113

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.70878108191102

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(1S,3aR,4R,6aR)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
2.350452392666667

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7316981743854902

> <JCHEM_POLAR_SURFACE_AREA>
64.61000000000001

> <JCHEM_REFRACTIVITY>
103.36850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(1S,3aR,4R,6aR)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0       8.013   8.393   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.982   7.248   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.752   5.914   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.259   6.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.420   7.766   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.753   8.536   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.753  10.076   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.087  10.846   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.421  10.076   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.421   8.536   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.087   7.766   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      14.754   7.766   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      14.754   6.226   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      14.754  10.846   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      16.088  10.076   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.087  12.386   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.421  13.156   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.029   4.901   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.998   3.756   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    1    6                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10    6                                                       
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14    9   15                                                       
CONECT   15   14                                                            
CONECT   16    8   17                                                       
CONECT   17   16                                                            
CONECT   18    4   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    3   21                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   21                                                       
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₄O₇

Average Mass

400.4270 Da

Monoisotopic Mass

400.15220 Da

IUPAC Name

5-[(1S,3aR,4R,6aR)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

Traditional Name

5-[(1S,3aR,4R,6aR)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)[C@@H]1OC[C@H]2[C@@H]1CO[C@@H]2C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C22H24O7/c1-23-18-7-13(8-19(24-2)22(18)25-3)21-15-10-26-20(14(15)9-27-21)12-4-5-16-17(6-12)29-11-28-16/h4-8,14-15,20-21H,9-11H2,1-3H3/t14-,15-,20+,21-/m0/s1

InChI Key

ONDWGDNAFRAXCN-YJPXFSGGSA-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
Achillea holosericea	LOTUS Database	35616633
Artemisia absinthium	LOTUS Database	35616633
Artemisia sieversiana	LOTUS Database	35616633
Hernandia nymphaeifolia	Plant	KNApSAcK
Hernandia ovigera	LOTUS Database	35616633
Hernandia sonora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Not Available

Direct Parent

Furanoid lignans

Alternative Parents

Substituents

Furanoid lignan
Furofuran lignan skeleton
Benzodioxole
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Furofuran
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Oxolane
Acetal
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
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	2.59	ALOGPS
logP	2.35	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	64.61 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	103.37 m³·mol⁻¹	ChemAxon
Polarizability	41.71 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

C00043134

Chemspider ID

8584116

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10408679

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pettit GR, Meng Y, Gearing RP, Herald DL, Pettit RK, Doubek DL, Chapuis JC, Tackett LP: Antineoplastic agents. 522. Hernandia peltata (Malaysia) and Hernandia nymphaeifolia (Republic of Maldives). J Nat Prod. 2004 Feb;67(2):214-20. doi: 10.1021/np030125s. [PubMed:14987061 ]
Booke F, Fauser D, Reims N, Bethge M: Unemployment due to the SARS-CoV-2-pandemic among people with and without severe disabilities: a difference-in-differences analysis. Occup Environ Med. 2022 May 2. pii: oemed-2021-108125. doi: 10.1136/oemed-2021-108125. [PubMed:35501128 ]
Ritonja JA, Aronson KJ, Leung M, Flaten L, Topouza DG, Duan QL, Durocher F, Tranmer JE, Bhatti P: Investigating the relationship between melatonin patterns and methylation in circadian genes among day shift and night shift workers. Occup Environ Med. 2022 May 2. pii: oemed-2021-108111. doi: 10.1136/oemed-2021-108111. [PubMed:35501127 ]
Kelly-Reif K, Bertke SJ, Samet J, Sood A, Schubauer-Berigan MK: Health burdens of uranium miners will extend beyond the radiation exposure compensation act deadline. Occup Environ Med. 2022 May 2. pii: oemed-2022-108311. doi: 10.1136/oemed-2022-108311. [PubMed:35501126 ]
Guseva Canu I, Gaillen-Guedy A, Antilla A, Charles S, Fraize-Frontier S, Luce D, McElvenny DM, Merletti F, Michel C, Pukkala E, Schubauer-Berigan MK, Straif K, Wild P, Richardson DB: Lung cancer mortality in the European cohort of titanium dioxide workers: a reanalysis of the exposure-response relationship. Occup Environ Med. 2022 May 2. pii: oemed-2021-108030. doi: 10.1136/oemed-2021-108030. [PubMed:35501125 ]

Showing NP-Card for (+)-Epiaschantin (NP0078825)

MOL for NP0078825 ((+)-Epiaschantin)

3D MOL for NP0078825 ((+)-Epiaschantin)

3D SDF for NP0078825 ((+)-Epiaschantin)

3D-SDF for NP0078825 ((+)-Epiaschantin)

PDB for NP0078825 ((+)-Epiaschantin)

3D PDB for NP0078825 ((+)-Epiaschantin)

SMILES for NP0078825 ((+)-Epiaschantin)

INCHI for NP0078825 ((+)-Epiaschantin)

Structure for NP0078825 ((+)-Epiaschantin)

3D Structure for NP0078825 ((+)-Epiaschantin)