NP-MRD: Showing NP-Card for Ligulacephalin A (NP0072205)

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Record Information

Version

2.0

Created at

2022-04-28 17:34:33 UTC

Updated at

2022-04-28 17:34:33 UTC

NP-MRD ID

NP0072205

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ligulacephalin A

Description

1Alpha,2beta-Bis(5,6-dimethoxy-2-benzofuranyl)-1,2-dimethylcyclobutane belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Ligulacephalin A is found in Ligularia stenocephala MATSUM.ET KOIDZ and Pojarkovia pojarkovae. Based on a literature review very few articles have been published on 1alpha,2beta-Bis(5,6-dimethoxy-2-benzofuranyl)-1,2-dimethylcyclobutane.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219342D          

 32 36  0  0  1  0            999 V2000
   -2.4482   -0.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6460    0.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2556   -0.8905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2556   -1.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9231   -2.2005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -2.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431   -2.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5882   -2.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306   -3.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431   -4.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -4.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806   -3.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806   -5.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -5.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306   -5.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431   -5.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9907   -1.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    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   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   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   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0789   -1.4330    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  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  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
  5  9  2  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  7 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  4 18  1  6  0  0  0
  3 19  1  6  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 21 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
  3 32  1  1  0  0  0
M  END

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
   -6.7578   -3.7409   -1.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9128   -2.6311   -0.8851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9162   -1.7509   -0.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6596   -1.8826   -1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6967   -0.9710   -0.8008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -0.8651   -1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    0.2379   -0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4501    0.6838   -0.7043 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3431   -0.3314   -1.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739    2.0254   -1.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    2.6863   -0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2365    1.3078    0.4412 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3714    1.2794    1.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7278    1.0680    0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250    1.4963   -0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812    1.0831   -0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1486    1.2028   -0.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2587    0.6846   -0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5498    0.7720   -0.5371 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7275    1.4491   -1.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0951    0.0055    1.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2338   -0.5084    1.7831 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0696   -1.2121    3.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8242   -0.1014    1.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096    0.4223    1.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4131    0.4397    1.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8258    0.7589    0.1575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9191    0.0893    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2037    0.2144    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1954   -0.6741    0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4856   -0.5883    0.7778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8874    0.4488    1.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7067   -4.0958   -1.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9457   -3.4840   -2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4261   -4.5651   -1.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3819   -2.6743   -1.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9021   -1.5829   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2315   -0.1645   -2.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611   -1.3756   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4056   -0.4293   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2066    2.0431   -2.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4699    2.3628   -1.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9581    3.2766   -0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7285    3.3221    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    0.7851    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    0.7402    2.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4555    2.3009    2.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4148    2.0428   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448    1.7277   -1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4172    0.7996   -2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8165    1.6284   -1.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1494    2.3951   -1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2501   -1.9741    2.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0287   -1.7244    3.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7384   -0.4907    3.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7415   -0.6310    2.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3929    1.0634    1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5653    0.2869    2.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4189    1.4160    1.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0132    0.5335    1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  1  0
 31 30  1  0
 30  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 27  1  0
 27 28  1  0
 28 29  2  0
  7  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  2  0
 25 26  1  0
 29 30  1  0
 12  8  1  0
 26 14  1  0
 28  5  1  0
 25 16  1  0
 32 58  1  0
 32 59  1  0
 32 60  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
 29 57  1  0
  9 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 15 48  1  0
 17 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
M  END


  Mrv1652304282219342D          

 32 36  0  0  1  0            999 V2000
   -2.4482   -0.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6460    0.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2556   -0.8905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2556   -1.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9231   -2.2005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -2.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431   -2.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5882   -2.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306   -3.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431   -4.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -4.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806   -3.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806   -5.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -5.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306   -5.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431   -5.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9907   -1.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    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   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   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   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0789   -1.4330    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  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  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
  5  9  2  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  7 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  4 18  1  6  0  0  0
  3 19  1  6  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 21 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
  3 32  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0072205

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C2C=C(OC2=C1)[C@@]1(C)CC[C@]1(C)C1=CC2=CC(OC)=C(OC)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C26H28O6/c1-25(23-11-15-9-19(27-3)21(29-5)13-17(15)31-23)7-8-26(25,2)24-12-16-10-20(28-4)22(30-6)14-18(16)32-24/h9-14H,7-8H2,1-6H3/t25-,26-/m1/s1

> <INCHI_KEY>
FOBOWKZGEOSKGQ-CLJLJLNGSA-N

> <FORMULA>
C26H28O6

> <MOLECULAR_WEIGHT>
436.504

> <EXACT_MASS>
436.188588622

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
49.31283255203569

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S,2S)-2-(5,6-dimethoxy-1-benzofuran-2-yl)-1,2-dimethylcyclobutyl]-5,6-dimethoxy-1-benzofuran

> <ALOGPS_LOGP>
6.13

> <JCHEM_LOGP>
4.747579024

> <ALOGPS_LOGS>
-4.94

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.503701755677296

> <JCHEM_POLAR_SURFACE_AREA>
63.2

> <JCHEM_REFRACTIVITY>
119.93140000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1S,2S)-2-(5,6-dimethoxy-1-benzofuran-2-yl)-1,2-dimethylcyclobutyl]-5,6-dimethoxy-1-benzofuran

> <JCHEM_VEBER_RULE>
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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      -4.570  -0.165   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.073   0.195   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.713  -1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.211  -1.662   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.211  -3.202   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -5.456  -4.108   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -4.981  -5.572   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.441  -5.572   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.965  -4.108   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.671  -6.906   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.441  -8.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.981  -8.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.751  -6.906   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.751  -9.573   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.981 -10.907   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.671  -9.573   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.441 -10.907   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.583  -2.361   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.268  -0.057   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.198  -2.843   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.531  -2.073   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.198   0.237   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.531  -0.533   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.014  -2.675   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   19   32                                             
CONECT    4    3    1    5   18                                             
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    5                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    7                                                       
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16                                                            
CONECT   18    4                                                            
CONECT   19    3   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   19                                                       
CONECT   24   22   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26   21                                                       
CONECT   28   26   29                                                       
CONECT   29   28                                                            
CONECT   30   25   31                                                       
CONECT   31   30                                                            
CONECT   32    3                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Value	Source
1a,2b-Bis(5,6-dimethoxy-2-benzofuranyl)-1,2-dimethylcyclobutane	Generator
1Α,2β-bis(5,6-dimethoxy-2-benzofuranyl)-1,2-dimethylcyclobutane	Generator

Chemical Formula

C₂₆H₂₈O₆

Average Mass

436.5040 Da

Monoisotopic Mass

436.18859 Da

IUPAC Name

2-[(1S,2S)-2-(5,6-dimethoxy-1-benzofuran-2-yl)-1,2-dimethylcyclobutyl]-5,6-dimethoxy-1-benzofuran

Traditional Name

2-[(1S,2S)-2-(5,6-dimethoxy-1-benzofuran-2-yl)-1,2-dimethylcyclobutyl]-5,6-dimethoxy-1-benzofuran

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C2C=C(OC2=C1)[C@@]1(C)CC[C@]1(C)C1=CC2=CC(OC)=C(OC)C=C2O1

InChI Identifier

InChI=1S/C26H28O6/c1-25(23-11-15-9-19(27-3)21(29-5)13-17(15)31-23)7-8-26(25,2)24-12-16-10-20(28-4)22(30-6)14-18(16)32-24/h9-14H,7-8H2,1-6H3/t25-,26-/m1/s1

InChI Key

FOBOWKZGEOSKGQ-CLJLJLNGSA-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
Ligularia stenocephala MATSUM.ET KOIDZ	Plant	KNApSAcK
Pojarkovia pojarkovae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Anisole
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
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	6.13	ALOGPS
logP	4.75	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.2 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	119.93 m³·mol⁻¹	ChemAxon
Polarizability	49.31 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	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

9872545

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11697820

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Ligulacephalin A (NP0072205)

MOL for NP0072205 (Ligulacephalin A)

3D MOL for NP0072205 (Ligulacephalin A)

3D SDF for NP0072205 (Ligulacephalin A)

3D-SDF for NP0072205 (Ligulacephalin A)

PDB for NP0072205 (Ligulacephalin A)

3D PDB for NP0072205 (Ligulacephalin A)

SMILES for NP0072205 (Ligulacephalin A)

INCHI for NP0072205 (Ligulacephalin A)

Structure for NP0072205 (Ligulacephalin A)

3D Structure for NP0072205 (Ligulacephalin A)