NP-MRD: Showing NP-Card for (1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol (NP0320361)

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Record Information

Version

2.0

Created at

2022-09-11 21:58:02 UTC

Updated at

2022-09-11 21:58:02 UTC

NP-MRD ID

NP0320361

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

Description

Edunol belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. (1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol was first documented in 2004 (PMID: 14698175). Based on a literature review very few articles have been published on Edunol (PMID: 29656660).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112223582D          

 26 30  0  0  1  0            999 V2000
    0.5329   -5.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1711   -4.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6520   -4.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6322   -4.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552   -4.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164   -3.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7394   -3.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -2.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -2.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158   -2.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546   -2.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7316   -2.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1230   -1.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4848   -2.2437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2779   -2.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9774   -2.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7059   -2.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7349   -3.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0354   -3.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3069   -3.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5317   -3.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0236   -2.9278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5280   -3.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9892   -2.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4811   -2.1384    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  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
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  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
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
  8 23  1  0  0  0  0
 15 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
M  END

     RDKit          3D

 46 50  0  0  0  0  0  0  0  0999 V2000
   -6.2692   -0.5852    0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4281   -1.0821   -0.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1058   -1.4550   -1.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1341   -1.1937   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4541   -0.8280    0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3598    0.1686    0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -0.2801    0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0191    0.5831    0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2864    1.9053    0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970    2.3509    0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658    1.4835    0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9815    1.9655    0.4950 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    2.8349    0.1055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0142    2.3421   -0.2263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3883    1.2574    0.7707 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6464    0.5897    0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9716    0.7861    0.6549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9587   -0.0062    0.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6152   -1.0052   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2737   -1.1775   -1.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2673   -0.4006   -0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644   -0.3871   -0.6749 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4031    0.1232    0.5745 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7883   -1.6310   -1.1944 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9033   -0.8541   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3511   -0.0399    0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2534    0.5179    0.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0056   -1.0380    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3513   -0.8682    0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5607   -1.0727   -2.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1512   -2.5753   -1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1307   -1.0868   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4811   -1.5623   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0309   -1.7316    1.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1187   -0.3597    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8156   -1.3051    0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8604    3.3857    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1421    2.9348    0.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7878    3.1070   -0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    1.8187   -1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4196    1.6242    1.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933    1.5723    1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028   -1.9635   -1.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5965   -0.6892    1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7408   -1.4787   -0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2516   -0.1713   -1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 18 26  1  0
 26 25  1  0
 25 24  1  0
 18 17  1  0
 17 16  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11  6  1  0
 23  8  1  0
 16 21  1  0
 16 15  1  0
 24 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  1
 23 44  1  1
 20 43  1  0
 25 45  1  0
 25 46  1  0
 17 42  1  0
 10 37  1  0
 12 38  1  0
M  END


  Mrv1652309112223582D          

 26 30  0  0  1  0            999 V2000
    0.5329   -5.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1711   -4.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6520   -4.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6322   -4.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552   -4.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164   -3.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7394   -3.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -2.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -2.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158   -2.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546   -2.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7316   -2.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1230   -1.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4848   -2.2437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2779   -2.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9774   -2.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7059   -2.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7349   -3.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0354   -3.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3069   -3.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5317   -3.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0236   -2.9278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5280   -3.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9892   -2.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4811   -2.1384    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  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
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  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
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
  8 23  1  0  0  0  0
 15 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0320361

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=CC2=C(OC[C@H]3[C@@H]2OC2=CC4=C(OCO4)C=C32)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O5/c1-11(2)3-4-12-5-14-17(7-16(12)22)23-9-15-13-6-19-20(25-10-24-19)8-18(13)26-21(14)15/h3,5-8,15,21-22H,4,9-10H2,1-2H3/t15-,21-/m1/s1

> <INCHI_KEY>
UFBHHWPUVXVFRG-QVKFZJNVSA-N

> <FORMULA>
C21H20O5

> <MOLECULAR_WEIGHT>
352.386

> <EXACT_MASS>
352.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
38.37413952393149

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12S)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0^{2,10}.0^{4,8}.0^{13,18}]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

> <JCHEM_LOGP>
4.018695128999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.220995598557707

> <JCHEM_PKA_STRONGEST_BASIC>
-4.352339612597391

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
96.60760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12S)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0^{2,10}.0^{4,8}.0^{13,18}]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       0.995 -10.359   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.319  -8.975   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.217  -8.868   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.180  -7.698   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.716  -7.805   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.577  -6.528   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.114  -6.635   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.974  -5.358   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.299  -3.974   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.763  -3.867   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.902  -5.144   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.366  -5.037   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.160  -2.697   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.696  -2.804   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.372  -4.188   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.852  -4.612   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.158  -3.796   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.518  -4.519   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.572  -6.058   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.266  -6.874   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.906  -6.151   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.459  -6.679   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.511  -5.465   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      14.052  -6.482   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      14.913  -5.205   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.965  -3.992   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22    8   15                                                  
CONECT   24   19   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   18                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀O₅

Average Mass

352.3860 Da

Monoisotopic Mass

352.13107 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC2=C(OC[C@H]3[C@@H]2OC2=CC4=C(OCO4)C=C32)C=C1O

InChI Identifier

InChI=1S/C21H20O5/c1-11(2)3-4-12-5-14-17(7-16(12)22)23-9-15-13-6-19-20(25-10-24-19)8-18(13)26-21(14)15/h3,5-8,15,21-22H,4,9-10H2,1-2H3/t15-,21-/m1/s1

InChI Key

UFBHHWPUVXVFRG-QVKFZJNVSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Pterocarpan
Isoflavanol
Isoflavan
Chromane
1-benzopyran
Benzopyran
Coumaran
Benzodioxole
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00009651

Chemspider ID

10289952

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21676224

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Adem FA, Kuete V, Mbaveng AT, Heydenreich M, Koch A, Ndakala A, Irungu B, Yenesew A, Efferth T: Cytotoxic flavonoids from two Lonchocarpus species. Nat Prod Res. 2019 Sep;33(18):2609-2617. doi: 10.1080/14786419.2018.1462179. Epub 2018 Apr 16. [PubMed:29656660 ]
da Silva AJ, Coelho AL, Simas AB, Moraes RA, Pinheiro DA, Fernandes FF, Arruda EZ, Costa PR, Melo PA: Synthesis and pharmacological evaluation of prenylated and benzylated pterocarpans against snake venom. Bioorg Med Chem Lett. 2004 Jan 19;14(2):431-5. doi: 10.1016/j.bmcl.2003.10.044. [PubMed:14698175 ]
LOTUS database [Link]

Showing NP-Card for (1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol (NP0320361)

MOL for NP0320361 ((1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol)

3D MOL for NP0320361 ((1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol)

3D SDF for NP0320361 ((1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol)

3D-SDF for NP0320361 ((1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol)

PDB for NP0320361 ((1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol)

3D PDB for NP0320361 ((1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol)

SMILES for NP0320361 ((1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol)

INCHI for NP0320361 ((1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol)

Structure for NP0320361 ((1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol)

3D Structure for NP0320361 ((1s,12s)-15-(3-methylbut-2-en-1-yl)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol)