NP-MRD: Showing NP-Card for (-)-Dracunculifoside C (NP0072857)

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Record Information

Version

2.0

Created at

2022-04-28 18:08:05 UTC

Updated at

2022-04-28 18:08:05 UTC

NP-MRD ID

NP0072857

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Dracunculifoside C

Description

Dracunculifoside C belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. (-)-Dracunculifoside C is found in Baccharis dracunculifolia DC. . Based on a literature review very few articles have been published on Dracunculifoside C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220082D          

 36 38  0  0  1  0            999 V2000
    3.5724   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   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
    1.4289   -2.4750    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   -1.2375    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
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    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
    1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.9000    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
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  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
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 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  9 19  1  0  0  0  0
  4 20  1  1  0  0  0
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  3 34  1  6  0  0  0
  2 35  1  1  0  0  0
  1 36  1  6  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
   -9.0035   -2.6125   -1.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1000   -2.6692   -0.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2169   -1.4740    1.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0513   -1.9628    0.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9658   -1.0885    0.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0272    0.2446    1.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9916    1.1319    0.9481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7520    0.8356    0.4609 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7468    1.1726    1.3717 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5046    0.8076    0.9761 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5132    1.9510    1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7999    1.5930    0.7044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5939    0.6075    1.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1244   -0.0574    2.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9385    0.3159    0.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743    0.9785   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7882    0.7376   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2252    1.5258   -1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4695    1.3542   -2.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3185    0.3952   -1.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5817    0.1857   -2.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8890   -0.3958   -0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7228   -1.3776   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6385   -0.2173   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6117    0.2626   -0.4133 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4272   -1.1279   -0.3826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2301    0.9549   -1.4220 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4896    1.7851   -2.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4021    1.6672   -0.7934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5025    1.7337   -1.6422 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3211    2.0506    1.9607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3181   -0.1211    1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5076   -3.0671   -2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2306   -3.0551    0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9782   -1.3128    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9990   -3.4114    1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7717   -2.1673    2.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9113   -2.9940    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587   -1.5242    0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6382   -0.2181    0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8564    0.0117    1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1691    2.7671    0.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844    2.3798    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4866   -0.4712    1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8356    1.7677   -0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5970    2.3071   -2.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8277    1.9589   -3.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1783   -0.5232   -2.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3913   -1.9343    0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3374   -0.8419    0.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6866    0.3937   -0.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1931   -1.5576    0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794    0.1600   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2695    0.1937    2.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
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 36  6  2  0
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  2  1  2  0
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 11 32  1  0
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 30 31  1  0
 30 28  1  0
 27 20  1  0
  8  9  1  0
 29 56  1  0
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 18 48  1  0
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 35 61  1  0
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  5 40  1  0
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  4 38  1  0
  4 39  1  0
  3 37  1  0
  7 42  1  0
  8 43  1  0
 32 59  1  1
 33 60  1  0
 30 57  1  6
 31 58  1  0
M  END


  Mrv1652304282220082D          

 36 38  0  0  1  0            999 V2000
    3.5724   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   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
    1.4289   -2.4750    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   -1.2375    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
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    2.8579    0.8250    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
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    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
    1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -9.9000    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
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  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
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
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 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  9 19  1  0  0  0  0
  4 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  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
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
 30 32  1  0  0  0  0
 29 33  1  0  0  0  0
  3 34  1  6  0  0  0
  2 35  1  1  0  0  0
  1 36  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0072857

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C(O)=C2)O[C@@H](OC2=C(O)C=C(CCC(O)=O)C=C2)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O12/c25-14-5-1-12(9-15(14)26)4-8-20(30)34-11-18-21(31)22(32)23(33)24(36-18)35-17-6-2-13(10-16(17)27)3-7-19(28)29/h1-2,4-6,8-10,18,21-27,31-33H,3,7,11H2,(H,28,29)/b8-4+/t18-,21-,22+,23-,24-/m1/s1

> <INCHI_KEY>
ZEAUIMYFGPAHKG-WMPHAITBSA-N

> <FORMULA>
C24H26O12

> <MOLECULAR_WEIGHT>
506.46

> <EXACT_MASS>
506.142426277

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
48.91206335501107

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(4-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
1.6071241083333334

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.098563674207758

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6316848614229147

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64911030973359

> <JCHEM_POLAR_SURFACE_AREA>
203.44

> <JCHEM_REFRACTIVITY>
121.60229999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxyphenyl)propanoic acid

> <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       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.334 -19.250   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000 -18.480   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000 -16.940   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.334 -16.170   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -1.334 -19.250   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2    6   36                                                  
CONECT    2    1    3   35                                                  
CONECT    3    2    4   34                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    9                                                            
CONECT   20    4   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   33                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30   26                                                       
CONECT   32   30                                                            
CONECT   33   29                                                            
CONECT   34    3                                                            
CONECT   35    2                                                            
CONECT   36    1                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₆O₁₂

Average Mass

506.4600 Da

Monoisotopic Mass

506.14243 Da

IUPAC Name

3-(4-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxyphenyl)propanoic acid

Traditional Name

3-(4-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C(O)=C2)O[C@@H](OC2=C(O)C=C(CCC(O)=O)C=C2)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C24H26O12/c25-14-5-1-12(9-15(14)26)4-8-20(30)34-11-18-21(31)22(32)23(33)24(36-18)35-17-6-2-13(10-16(17)27)3-7-19(28)29/h1-2,4-6,8-10,18,21-27,31-33H,3,7,11H2,(H,28,29)/b8-4+/t18-,21-,22+,23-,24-/m1/s1

InChI Key

ZEAUIMYFGPAHKG-WMPHAITBSA-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
Baccharis dracunculifolia	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
O-glycosyl compound
3-phenylpropanoic-acid
Phenoxy compound
Catechol
Phenol ether
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Fatty acyl
Oxane
Benzenoid
Monosaccharide
Dicarboxylic acid or derivatives
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Acetal
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	1.1	ALOGPS
logP	1.61	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.63	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	203.44 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	121.6 m³·mol⁻¹	ChemAxon
Polarizability	48.91 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00032916

Chemspider ID

9937601

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11762905

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (-)-Dracunculifoside C (NP0072857)

MOL for NP0072857 ((-)-Dracunculifoside C)

3D MOL for NP0072857 ((-)-Dracunculifoside C)

3D SDF for NP0072857 ((-)-Dracunculifoside C)

3D-SDF for NP0072857 ((-)-Dracunculifoside C)

PDB for NP0072857 ((-)-Dracunculifoside C)

3D PDB for NP0072857 ((-)-Dracunculifoside C)

SMILES for NP0072857 ((-)-Dracunculifoside C)

INCHI for NP0072857 ((-)-Dracunculifoside C)

Structure for NP0072857 ((-)-Dracunculifoside C)

3D Structure for NP0072857 ((-)-Dracunculifoside C)