NP-MRD: Showing NP-Card for 8-Dimethylallyllisetin (NP0057064)

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Record Information

Version

2.0

Created at

2022-04-28 02:37:10 UTC

Updated at

2022-04-28 02:37:10 UTC

NP-MRD ID

NP0057064

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-Dimethylallyllisetin

Description

8-Dimethylallyllisetin belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, 8-dimethylallyllisetin is considered to be a flavonoid lipid molecule. 8-Dimethylallyllisetin is found in Piscidia erythrina and Piscidia piscipula . 8-Dimethylallyllisetin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 04121517382D          

 33 36  0  0  0  0            999 V2000
    0.1596   -1.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9810   -1.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585   -2.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799   -2.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5769   -3.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1960   -2.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0334   -1.8747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9778   -2.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969   -2.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4343   -1.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3787   -2.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413   -3.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3231   -3.7378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9222   -4.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0848   -4.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8666   -5.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0292   -5.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8109   -6.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4100   -6.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1404   -3.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   -4.3011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7395   -4.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205   -4.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4136   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5922   -3.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2483   -4.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7259   -5.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820   -6.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8596   -6.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -6.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -3.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -3.3650    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 15 21  2  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 26 32  1  0  0  0  0
  3 32  2  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
   -4.1211    0.7917   -4.6180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6229    0.8259   -3.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433    0.6751   -2.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3951    0.4946   -2.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4938    0.3416   -1.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    0.3698   -0.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.2053    0.6461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844    0.0715   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444   -0.1110    0.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101   -0.2207   -0.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7368   -0.4162   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -0.4962    1.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324   -0.9246    1.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1452   -0.1281    2.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5182   -0.5585    2.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6900    1.2145    2.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7748   -0.5351   -1.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0935   -0.7294   -0.6769 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4728   -0.4561   -2.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1695   -0.2636   -2.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8589   -0.1832   -4.2382 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1223   -0.1435   -1.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8227    0.0476   -2.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5498    0.1188   -3.6065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1284    0.1519   -1.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250    0.5531    0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7821    0.5747    1.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4433   -0.6919    1.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6776   -0.7050    2.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2719   -2.0213    2.8069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5030    0.5056    2.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2195    0.7052   -0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5954    0.8888   -0.6917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8981    0.8472   -5.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3404    1.5557   -4.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5905   -0.1930   -4.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9729    0.4638   -3.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295    0.4757    1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2455   -1.2325    1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7100   -1.8961    1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2150   -0.0882    1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7617   -0.3478    3.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5840   -1.6556    2.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5567    1.8999    1.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4612    1.6972    3.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7604    1.1696    3.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8233   -0.8122   -1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2895   -0.5499   -3.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5504   -0.2590   -4.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9098    0.7051    2.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5107    1.4008    1.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -1.6554    1.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2078   -1.8813    3.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4334   -2.6713    1.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5287   -2.4632    3.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9581    1.3335    3.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3531    0.2688    3.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9619    0.8779    1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2026    0.9940   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 32  2  0
 32 33  1  0
 32 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  3
 29 30  1  0
 29 31  1  0
 26  6  2  0
  6  7  1  0
  7  8  1  0
  8 25  2  0
 25  5  1  0
  5  4  2  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 20  2  0
 20 21  1  0
 20 19  1  0
 19 17  2  0
 17 18  1  0
 17 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 11 10  2  0
 10  9  1  0
  4  3  1  0
 10 22  1  0
  5  6  1  0
  9  8  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 33 59  1  0
 27 50  1  0
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 31 56  1  0
 31 57  1  0
 31 58  1  0
  4 37  1  0
 21 49  1  0
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 18 47  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
M  END


  Mrv0541 04121517382D          

 33 36  0  0  0  0            999 V2000
    0.1596   -1.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9810   -1.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585   -2.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799   -2.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5769   -3.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1960   -2.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0334   -1.8747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9778   -2.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969   -2.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4343   -1.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3787   -2.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413   -3.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3231   -3.7378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9222   -4.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0848   -4.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8666   -5.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0292   -5.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8109   -6.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4100   -6.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1404   -3.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   -4.3011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7395   -4.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205   -4.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4136   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5922   -3.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2483   -4.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7259   -5.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820   -6.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8596   -6.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -6.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -3.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -3.3650    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 15 21  2  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 26 32  1  0  0  0  0
  3 32  2  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0057064

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C(CC=C(C)C)=C2OC3=C(C2=C1)C(=O)C1=C(O)C=C(O)C(CC=C(C)C)=C1O3

> <INCHI_IDENTIFIER>
InChI=1S/C26H26O7/c1-12(2)6-8-14-17(27)11-18(28)21-23(30)20-16-10-19(31-5)22(29)15(9-7-13(3)4)24(16)32-26(20)33-25(14)21/h6-7,10-11,27-29H,8-9H2,1-5H3

> <INCHI_KEY>
GQRNMTDWOFXCTJ-UHFFFAOYSA-N

> <FORMULA>
C26H26O7

> <MOLECULAR_WEIGHT>
450.487

> <EXACT_MASS>
450.167853177

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
48.50080743779072

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7,14-trihydroxy-13-methoxy-4,15-bis(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1(10),3,5,7,11,13,15-heptaen-9-one

> <ALOGPS_LOGP>
4.88

> <JCHEM_LOGP>
6.246821397666667

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.508012755406297

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.277858400748319

> <JCHEM_PKA_STRONGEST_BASIC>
-3.024576803606086

> <JCHEM_POLAR_SURFACE_AREA>
109.36000000000001

> <JCHEM_REFRACTIVITY>
125.8022

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-prenyllisetin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0       0.298  -3.626   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.831  -3.482   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.723  -4.737   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.256  -4.593   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.147  -5.849   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.677  -6.027   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.833  -5.009   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.529  -3.499   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.292  -5.501   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.448  -4.483   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.144  -2.974   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.907  -4.975   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.210  -6.485   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.670  -6.977   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.055  -7.503   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.358  -9.013   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.818  -9.505   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.121 -11.015   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.580 -11.507   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.965 -12.032   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.595  -7.011   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.440  -8.029   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.980  -7.537   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.638  -8.292   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.505  -7.249   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.972  -7.393   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.330  -8.793   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.222 -10.049   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.580 -11.449   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.471 -12.704   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.047 -11.593   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.081  -6.137   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.547  -6.281   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   21                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   15    9   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22    6   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24    5   26                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   26    3   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₆O₇

Average Mass

450.4870 Da

Monoisotopic Mass

450.16785 Da

IUPAC Name

5,7,14-trihydroxy-13-methoxy-4,15-bis(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1(10),3,5,7,11,13,15-heptaen-9-one

Traditional Name

8-prenyllisetin

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(CC=C(C)C)=C2OC3=C(C2=C1)C(=O)C1=C(O)C=C(O)C(CC=C(C)C)=C1O3

InChI Identifier

InChI=1S/C26H26O7/c1-12(2)6-8-14-17(27)11-18(28)21-23(30)20-16-10-19(31-5)22(29)15(9-7-13(3)4)24(16)32-26(20)33-25(14)21/h6-7,10-11,27-29H,8-9H2,1-5H3

InChI Key

GQRNMTDWOFXCTJ-UHFFFAOYSA-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
Piscidia erythrina	Plant	KNApSAcK
Piscidia piscipula	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Isoflavone
Coumaronochromene
Coumarin
Chromone
1-benzopyran
Benzopyran
Benzofuran
Furopyran
Anisole
Phenol ether
Pyranone
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyran
Vinylogous acid
Furan
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Other Flavonoids (LMPK12160008 )

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	4.88	ALOGPS
logP	6.25	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.28	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.8 m³·mol⁻¹	ChemAxon
Polarizability	48.5 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44260101

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 8-Dimethylallyllisetin (NP0057064)

MOL for NP0057064 (8-Dimethylallyllisetin)

3D MOL for NP0057064 (8-Dimethylallyllisetin)

3D SDF for NP0057064 (8-Dimethylallyllisetin)

3D-SDF for NP0057064 (8-Dimethylallyllisetin)

PDB for NP0057064 (8-Dimethylallyllisetin)

3D PDB for NP0057064 (8-Dimethylallyllisetin)

SMILES for NP0057064 (8-Dimethylallyllisetin)

INCHI for NP0057064 (8-Dimethylallyllisetin)

Structure for NP0057064 (8-Dimethylallyllisetin)

3D Structure for NP0057064 (8-Dimethylallyllisetin)