NP-MRD: Showing NP-Card for Antiarone C (NP0054808)

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Record Information

Version

2.0

Created at

2022-04-28 01:02:31 UTC

Updated at

2022-04-28 01:02:31 UTC

NP-MRD ID

NP0054808

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Antiarone C

Description

Antiarone c belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, antiarone c is considered to be a flavonoid. Antiarone C is found in Antiaris toxicaria . Based on a literature review very few articles have been published on Antiarone c.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282203022D          

 32 33  0  0  0  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  3 10  1  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
 12 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 22 31  1  0  0  0  0
 20 32  1  0  0  0  0
M  END

     RDKit          3D

 62 63  0  0  0  0  0  0  0  0999 V2000
   -5.2776    5.1257   -2.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4727    3.7227   -1.9696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4571    2.9507   -1.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629    3.5297   -1.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397    2.8110   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3916    1.3983   -0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1675    0.7527    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0210   -0.2889    0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0450   -1.0613    1.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763   -2.0721    2.1245 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4683   -1.1061    1.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1088   -2.1315    2.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -3.0681    2.8105 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5215   -2.2224    2.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869   -1.3350    1.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6878   -1.3986    1.4520 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7053   -0.3305    0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5434    0.6474   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0544    0.1023   -1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3128    0.1279   -1.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3551    0.7120   -0.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   -0.4409   -2.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2928   -0.2311    0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8012    0.7970   -0.0110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    0.8068   -0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860   -0.6028   -0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5194   -1.0785    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2694   -2.2456    1.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9865   -2.6247    2.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3720   -3.2902    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5929    1.6071   -1.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7869    1.0117   -1.5222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1894    5.5956   -2.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3762    5.3244   -2.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0943    5.5413   -1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408    4.6089   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2882    3.2614   -0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225    1.2134   -0.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0328   -0.6622    1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6667   -3.4015    3.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0103   -3.0062    2.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1557   -2.1405    1.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4194    0.8369    0.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0180    1.5829   -0.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3322   -0.3400   -1.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3391    0.3354    0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3899    0.4601   -1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2910    1.8240   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9828   -1.0566   -3.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0576    0.3798   -3.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6297   -1.0900   -2.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409    1.5113   -0.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -1.2659   -0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5561   -0.9210   -1.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2310   -0.4170    1.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158   -2.8066    3.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5932   -3.5291    2.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6837   -1.8207    2.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8202   -3.7748   -0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1667   -4.1059    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4120   -2.8284    0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1323    0.1163   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 20 21  1  0
 20 22  1  0
 17 23  2  0
 23 24  1  0
  6 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 28 30  1  0
 25 31  2  0
 31 32  1  0
 31  3  1  0
 23 11  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  5 37  1  0
  7 38  1  0
  8 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 29 56  1  0
 29 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 30 61  1  0
 32 62  1  0
M  END


  Mrv1652304282203022D          

 32 33  0  0  0  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  3 10  1  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
 12 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 22 31  1  0  0  0  0
 20 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054808

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(\C=C\C(=O)C2=C(O)C=C(O)C(CC=C(C)C)=C2O)C(CC=C(C)C)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O6/c1-15(2)6-10-18-17(9-13-23(32-5)25(18)30)8-12-20(27)24-22(29)14-21(28)19(26(24)31)11-7-16(3)4/h6-9,12-14,28-31H,10-11H2,1-5H3/b12-8+

> <INCHI_KEY>
JIEHHEXNOZHGGL-XYOKQWHBSA-N

> <FORMULA>
C26H30O6

> <MOLECULAR_WEIGHT>
438.52

> <EXACT_MASS>
438.204238686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
47.83268473391138

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-[3-hydroxy-4-methoxy-2-(3-methylbut-2-en-1-yl)phenyl]-1-[2,4,6-trihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-en-1-one

> <ALOGPS_LOGP>
4.75

> <JCHEM_LOGP>
7.275526755333331

> <ALOGPS_LOGS>
-5.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.113021883891594

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.877718246336413

> <JCHEM_PKA_STRONGEST_BASIC>
-4.889859958134357

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
129.74939999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
antiarone C

> <JCHEM_VEBER_RULE>
0

$$$$

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      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.000 -16.940   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.000 -12.320   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   15                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7                                                            
CONECT    9    4                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    2   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21   32                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   19   25                                                  
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   22                                                            
CONECT   32   20                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀O₆

Average Mass

438.5200 Da

Monoisotopic Mass

438.20424 Da

IUPAC Name

(2E)-3-[3-hydroxy-4-methoxy-2-(3-methylbut-2-en-1-yl)phenyl]-1-[2,4,6-trihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-en-1-one

Traditional Name

antiarone C

CAS Registry Number

Not Available

SMILES

COC1=CC=C(\C=C\C(=O)C2=C(O)C=C(O)C(CC=C(C)C)=C2O)C(CC=C(C)C)=C1O

InChI Identifier

InChI=1S/C26H30O6/c1-15(2)6-10-18-17(9-13-23(32-5)25(18)30)8-12-20(27)24-22(29)14-21(28)19(26(24)31)11-7-16(3)4/h6-9,12-14,28-31H,10-11H2,1-5H3/b12-8+

InChI Key

JIEHHEXNOZHGGL-XYOKQWHBSA-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
Antiaris toxicaria	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

3-prenylated chalcones

Alternative Parents

Substituents

3-prenylated chalcone
2'-hydroxychalcone
Cinnamylphenol
Cinnamic acid or derivatives
Hydroxycinnamic acid or derivatives
Acylphloroglucinol derivative
Methoxyphenol
Benzenetriol
Phloroglucinol derivative
Aryl ketone
Methoxybenzene
Benzoyl
Styrene
Phenoxy compound
Phenol ether
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Acryloyl-group
Alpha,beta-unsaturated ketone
Enone
Vinylogous acid
Ketone
Polyol
Ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120276 )

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	4.75	ALOGPS
logP	7.28	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	6.88	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	129.75 m³·mol⁻¹	ChemAxon
Polarizability	47.83 Å³	ChemAxon
Number of Rings	2	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

C00007116

Chemspider ID

10219121

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14777670

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Antiarone C (NP0054808)

MOL for NP0054808 (Antiarone C)

3D MOL for NP0054808 (Antiarone C)

3D SDF for NP0054808 (Antiarone C)

3D-SDF for NP0054808 (Antiarone C)

PDB for NP0054808 (Antiarone C)

3D PDB for NP0054808 (Antiarone C)

SMILES for NP0054808 (Antiarone C)

INCHI for NP0054808 (Antiarone C)

Structure for NP0054808 (Antiarone C)

3D Structure for NP0054808 (Antiarone C)