NP-MRD: Showing NP-Card for Kobusin (NP0138738)

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Record Information

Version

2.0

Created at

2022-06-29 18:33:56 UTC

Updated at

2022-06-29 18:33:56 UTC

NP-MRD ID

NP0138738

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Kobusin

Description

Demethoxyaschantin, also known as kobusin or methylpiperitol, 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. Demethoxyaschantin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Kobusin is found in Achillea holosericea, Aiouea trinervis, Apis cerana, Aristolochia elegans, Aristolochia gigantea, Artemisia absinthium, Artemisia arborescens, Artemisia gorgonum, Esenbeckia leiocarpa, Geranium platyanthum, Geranium thunbergii, Leucophyllum ambiguum, Machilus wangchiana, Magnolia biondii, Magnolia denudata, Magnolia kobus, Magnolia praecocissima, Magnolia stellata, Melicope hayesii, Pandanus boninensis, Pandanus odorifer, Phyllodium pulchellum, Raulinoa echinata, Samadera bidwillii, Sassafras albidum, Sesamum indicum, Teucrium viscidum, Virola flexuosa, Zanthoxylum armatum and Zanthoxylum culantrillo. It was first documented in 2001 (PMID: 11704964). Based on a literature review a significant number of articles have been published on demethoxyaschantin (PMID: 26833996) (PMID: 12608853) (PMID: 18673228) (PMID: 17628872).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292220332D          

 27 31  0  0  1  0            999 V2000
    8.4163   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7018   -0.8940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729   -0.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5584   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5584    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729    0.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    0.7560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0902    0.4204    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6777   -0.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8708   -0.1225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5382    1.0335    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9507    1.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7577    1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729   -1.7190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5584   -2.1315    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 13 17  1  6  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
   -5.5688   -0.1161    3.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6610    0.0498    1.6674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5218   -0.0587    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204   -0.3277    1.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723   -0.4382    0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919   -0.2869   -0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9508   -0.4239   -1.3962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8340    0.5238   -2.4228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5171    0.4969   -2.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920    0.6054   -1.4112 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3904   -0.2749   -1.2940 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3891    0.0885   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5481    1.3270    0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5526    1.4867    1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4174    0.4675    1.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2576   -0.7712    1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2571   -0.9491    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2425   -1.5772    1.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2370   -0.7617    2.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4823    0.3940    2.4892 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8686   -1.5327   -0.8841 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842   -1.2441    0.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093   -0.0218   -0.4857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4184   -0.0173   -1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5821    0.1013   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8108    0.3723   -1.0835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8396    0.5292   -2.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3252   -1.1837    3.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5752    0.0636    3.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8799    0.5961    3.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460   -0.4574    2.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2560   -0.6599    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973   -1.4139   -1.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995   -0.4447   -3.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7099    1.3907   -3.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3592    1.6786   -1.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8156   -0.4422   -2.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8803    2.1238   -0.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6727    2.4590    1.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1777   -1.9438   -0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0913   -0.5645    1.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5403   -1.2231    3.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1557   -2.0840    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3456   -1.1213    1.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1371    0.6670    0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4485    0.1051   -2.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8021    0.9404   -2.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5955   -0.4254   -3.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0583    1.2717   -2.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 25  2  0
 25 26  1  0
 26 27  1  0
 25 24  1  0
 24  6  2  0
  6  5  1  0
  5  4  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 23  1  0
 23 22  1  0
 22 21  1  0
 21 11  1  0
 11 12  1  0
 12 17  2  0
 17 16  1  0
 16 15  2  0
 15 20  1  0
 20 19  1  0
 19 18  1  0
 15 14  1  0
 14 13  2  0
  4  3  1  0
 23  7  1  0
 13 12  1  0
 11 10  1  0
 18 16  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 27 47  1  0
 27 48  1  0
 27 49  1  0
 24 46  1  0
  5 32  1  0
  4 31  1  0
  7 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  1
 23 45  1  1
 22 43  1  0
 22 44  1  0
 11 37  1  6
 17 40  1  0
 19 41  1  0
 19 42  1  0
 14 39  1  0
 13 38  1  0
M  END


  Mrv1652306292220332D          

 27 31  0  0  1  0            999 V2000
    8.4163   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7018   -0.8940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729   -0.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5584   -0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5584    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729    0.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    0.7560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0902    0.4204    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6777   -0.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8708   -0.1225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5382    1.0335    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9507    1.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7577    1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2729   -1.7190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5584   -2.1315    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 13 17  1  6  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138738

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C(C=C1)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O6/c1-22-16-5-3-12(7-18(16)23-2)20-14-9-25-21(15(14)10-24-20)13-4-6-17-19(8-13)27-11-26-17/h3-8,14-15,20-21H,9-11H2,1-2H3/t14-,15-,20+,21+/m0/s1

> <INCHI_KEY>
AWOGQCSIVCQXBT-VUEDXXQZSA-N

> <FORMULA>
C21H22O6

> <MOLECULAR_WEIGHT>
370.401

> <EXACT_MASS>
370.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.956990154198536

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
2.508123658333333

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.75628675975052

> <JCHEM_POLAR_SURFACE_AREA>
55.38000000000001

> <JCHEM_REFRACTIVITY>
96.90530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.84e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      15.710  -0.899   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      14.377  -1.669   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.043  -0.899   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.709  -1.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.376  -0.899   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.376   0.641   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.709   1.411   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.043   0.641   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.042   1.411   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.635   0.785   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.865  -0.549   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.359  -0.229   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.605   1.929   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.375   3.263   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.881   2.943   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      11.709  -3.209   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.376  -3.979   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   16                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   10   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15    9                                                       
CONECT   17   13   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   20   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   19                                                       
CONECT   26    4   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Value	Source
(+)-Demethoxyaschantin	ChEBI
(+)-Kobusin	ChEBI
(+)-Spinescin	ChEBI
Kobusin	ChEBI
Methylpiperitol	ChEBI

Chemical Formula

C₂₁H₂₂O₆

Average Mass

370.4010 Da

Monoisotopic Mass

370.14164 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

36150-23-9

SMILES

COC1=C(OC)C=C(C=C1)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2C1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C21H22O6/c1-22-16-5-3-12(7-18(16)23-2)20-14-9-25-21(15(14)10-24-20)13-4-6-17-19(8-13)27-11-26-17/h3-8,14-15,20-21H,9-11H2,1-2H3/t14-,15-,20+,21+/m0/s1

InChI Key

AWOGQCSIVCQXBT-VUEDXXQZSA-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
Achillea holosericea	LOTUS Database	35616633
Aiouea trinervis	LOTUS Database	35616633
Apis cerana	LOTUS Database	35616633
Aristolochia elegans	LOTUS Database	35616633
Aristolochia gigantea	LOTUS Database	35616633
Artemisia absinthium	LOTUS Database	35616633
Artemisia arborescens	LOTUS Database	35616633
Artemisia gorgonum	LOTUS Database	35616633
Esenbeckia leiocarpa	LOTUS Database	35616633
Geranium platyanthum	LOTUS Database	35616633
Geranium thunbergii	LOTUS Database	35616633
Leucophyllum ambiguum	LOTUS Database	35616633
Machilus wangchiana	LOTUS Database	35616633
Magnolia biondii	LOTUS Database	35616633
Magnolia denudata	LOTUS Database	35616633
Magnolia kobus	LOTUS Database	35616633
Magnolia praecocissima	LOTUS Database	35616633
Magnolia stellata	LOTUS Database	35616633
Melicope hayesii	LOTUS Database	35616633
Pandanus boninensis	LOTUS Database	35616633
Pandanus odorifer	LOTUS Database	35616633
Phyllodium pulchellum	LOTUS Database	35616633
Raulinoa echinata	LOTUS Database	35616633
Samadera bidwillii	LOTUS Database	35616633
Sassafras albidum	LOTUS Database	35616633
Sesamum indicum	LOTUS Database	35616633
Teucrium viscidum	LOTUS Database	35616633
Virola flexuosa	LOTUS Database	35616633
Zanthoxylum armatum	LOTUS Database	35616633
Zanthoxylum culantrillo	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
Dimethoxybenzene
O-dimethoxybenzene
Benzodioxole
Methoxybenzene
Anisole
Phenoxy compound
Furofuran
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Ether
Dialkyl ether
Acetal
Oxacycle
Organoheterocyclic compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00000643

Chemspider ID

158534

KEGG Compound ID

C17844

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

182278

PDB ID

Not Available

ChEBI ID

133905

Good Scents ID

Not Available

References

General References

Zhou X, Chen C, Ye X, Song F, Fan G, Wu F: Analysis of lignans in Magnoliae Flos by turbulent flow chromatography with online solid-phase extraction and high-performance liquid chromatography with tandem mass spectrometry. J Sep Sci. 2016 Apr;39(7):1266-72. doi: 10.1002/jssc.201501167. Epub 2016 Mar 1. [PubMed:26833996 ]
Rojas S, Acevedo L, Macias M, Toscano RA, Bye R, Timmermann B, Mata R: Calmodulin inhibitors from Leucophyllum ambiguum. J Nat Prod. 2003 Feb;66(2):221-4. doi: 10.1021/np020346i. [PubMed:12608853 ]
Shen Y, Li CG, Zhou SF, Pang EC, Story DF, Xue CC: Chemistry and bioactivity of Flos Magnoliae, a Chinese herb for rhinitis and sinusitis. Curr Med Chem. 2008;15(16):1616-27. doi: 10.2174/092986708784911515. [PubMed:18673228 ]
Zhao W, Zhou T, Fan G, Chai Y, Wu Y: Isolation and purification of lignans from Magnolia biondii Pamp by isocratic reversed-phase two-dimensional liquid chromatography following microwave-assisted extraction. J Sep Sci. 2007 Oct;30(15):2370-81. doi: 10.1002/jssc.200700098. [PubMed:17628872 ]
Biavatti MW, Vieira PC, da Silva MF, Fernandes JB, Degani AL, Cass QB, Schefer AB, Ferreira AG: Separation and NMR studies on lignans of Raulinoa echinata. Phytochem Anal. 2001 Jan-Feb;12(1):64-8. doi: 10.1002/1099-1565(200101/02)12:1<64::AID-PCA562>3.0.CO;2-3. [PubMed:11704964 ]

Showing NP-Card for Kobusin (NP0138738)

MOL for NP0138738 (Kobusin)

3D MOL for NP0138738 (Kobusin)

3D SDF for NP0138738 (Kobusin)

3D-SDF for NP0138738 (Kobusin)

PDB for NP0138738 (Kobusin)

3D PDB for NP0138738 (Kobusin)

SMILES for NP0138738 (Kobusin)

INCHI for NP0138738 (Kobusin)

Structure for NP0138738 (Kobusin)

3D Structure for NP0138738 (Kobusin)