NP-MRD: Showing NP-Card for Racemosic acid (NP0074294)

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Record Information

Version

2.0

Created at

2022-04-28 19:27:10 UTC

Updated at

2022-04-28 19:27:11 UTC

NP-MRD ID

NP0074294

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Racemosic acid

Description

(2E)-3-[(2S,4R,5S,6R,7S)-5,6,11,13-tetrahydroxy-4-(hydroxymethyl)-10-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,8-dioxatricyclo[7.4.0.0²,⁷]Trideca-1(13),9,11-trien-12-yl]but-2-enoic acid 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. Racemosic acid is found in Ficus microcarpa and Ficus racemosa . Based on a literature review very few articles have been published on (2E)-3-[(2S,4R,5S,6R,7S)-5,6,11,13-tetrahydroxy-4-(hydroxymethyl)-10-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,8-dioxatricyclo[7.4.0.0²,⁷]Trideca-1(13),9,11-trien-12-yl]but-2-enoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221272D          

 36 39  0  0  1  0            999 V2000
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966    1.4672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4703   -1.3283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7252   -2.1129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1732   -2.7260    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3662   -2.5545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1113   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8142   -3.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0691   -3.9522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281   -3.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -2.2844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0025    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5546    3.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2996    3.8210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3615    2.8649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  8 10  1  1  0  0  0
 10 11  1  0  0  0  0
  7 12  1  6  0  0  0
  6 13  1  6  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  1 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  6  0  0  0
 24 25  1  0  0  0  0
 21 26  1  6  0  0  0
 20 27  1  6  0  0  0
 19 28  1  1  0  0  0
 16 29  1  0  0  0  0
 15 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 30 35  1  0  0  0  0
 14 36  1  0  0  0  0
M  END

     RDKit          3D

 64 67  0  0  0  0  0  0  0  0999 V2000
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   -0.2591    3.7718   -0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0007    2.3505   -0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239    1.8756    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258    2.6484    0.2178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4187    0.5059    0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777   -0.3264    0.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    0.0979   -0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815   -0.9316   -0.2464 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6915   -0.7939    1.0116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294   -1.9699    1.2884 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1912   -1.7241    2.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4133   -1.3075    3.5929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1873   -2.3644    0.1089 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4185   -2.8849    0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3519   -1.2309   -0.8914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1660   -0.2157   -0.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9789   -0.8348   -1.3443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6324   -1.9493   -2.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1513   -1.6783    0.7510 C   0  0  2  0  0  0  0  0  0  0  0  0
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    6.0149   -0.4933   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6089   -3.8689    0.1242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3993    4.2143   -0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7001    3.5527   -2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4175    5.2039   -1.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203    4.4507    0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6624    7.0381    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2143    2.2899    0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5413   -1.9376   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5926   -2.7336    1.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9794   -0.9647    2.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547   -2.6894    2.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8287   -1.5241    4.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632   -3.1811   -0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7490   -3.4042   -0.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8886   -1.7191   -1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8607    0.2909    0.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1887   -2.6134   -1.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1487    1.5945   -0.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2504   -2.1353    1.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9703    0.0043    1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7876   -1.1498    1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2353    0.4533    0.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4638   -3.7663    0.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8042   -4.1964   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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  4  6  1  0
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  2  7  1  0
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  8  9  1  0
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 35 36  1  0
 11 12  1  0
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 20 22  1  0
 22 23  1  0
 12 24  2  0
 24 25  1  0
 24  7  1  0
 28 10  1  0
 22 13  1  0
 35 27  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  6 41  1  0
  9 42  1  0
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 25 54  1  0
M  END


  Mrv1652304282221272D          

 36 39  0  0  1  0            999 V2000
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966    1.4672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    4.7252   -2.1129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1732   -2.7260    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3662   -2.5545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1113   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8142   -3.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5322   -2.2844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2575    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2996    3.8210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3615    2.8649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
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  8 10  1  1  0  0  0
 10 11  1  0  0  0  0
  7 12  1  6  0  0  0
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 14 15  2  0  0  0  0
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  1 17  1  0  0  0  0
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 18 19  1  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
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 22 24  1  6  0  0  0
 24 25  1  0  0  0  0
 21 26  1  6  0  0  0
 20 27  1  6  0  0  0
 19 28  1  1  0  0  0
 16 29  1  0  0  0  0
 15 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 30 35  1  0  0  0  0
 14 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0074294

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(=C/C(O)=O)C1=C(O)C2=C(O[C@@H]3[C@H]2O[C@H](CO)[C@@H](O)[C@H]3O)C([C@H]2O[C@@H](CO)[C@@H](O)[C@@H](O)[C@@H]2O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O14/c1-5(2-8(25)26)9-14(29)10(20-18(33)16(31)12(27)6(3-23)34-20)19-11(15(9)30)21-22(36-19)17(32)13(28)7(4-24)35-21/h2,6-7,12-13,16-18,20-24,27-33H,3-4H2,1H3,(H,25,26)/b5-2+/t6-,7+,12+,13+,16+,17+,18-,20+,21-,22-/m0/s1

> <INCHI_KEY>
UOMHRBZAKXQMCC-IMNWMVRASA-N

> <FORMULA>
C22H28O14

> <MOLECULAR_WEIGHT>
516.452

> <EXACT_MASS>
516.147905582

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.81380394495177

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-[(2S,4R,5S,6R,7S)-5,6,11,13-tetrahydroxy-4-(hydroxymethyl)-10-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,8-dioxatricyclo[7.4.0.0^{2,7}]trideca-1(9),10,12-trien-12-yl]but-2-enoic acid

> <ALOGPS_LOGP>
-1.48

> <JCHEM_LOGP>
-3.325385785333332

> <ALOGPS_LOGS>
-1.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.537107124091056

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.298235527998258

> <JCHEM_PKA_STRONGEST_BASIC>
-3.644730894740417

> <JCHEM_POLAR_SURFACE_AREA>
247.05999999999995

> <JCHEM_REFRACTIVITY>
115.74219999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.13e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-[(2S,4R,5S,6R,7S)-5,6,11,13-tetrahydroxy-4-(hydroxymethyl)-10-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,8-dioxatricyclo[7.4.0.0^{2,7}]trideca-1(9),10,12-trien-12-yl]but-2-enoic 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       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.610  -1.280   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.810   2.235   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.727   3.059   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.234   2.739   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.679   0.130   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.382  -2.159   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.838  -2.159   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.344  -2.479   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.820  -3.944   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.790  -5.089   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.284  -4.768   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.808  -3.304   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.253  -5.913   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.729  -7.377   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.266  -6.553   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      10.327  -4.264   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.375  -1.335   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.899   0.130   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.947   3.059   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.471   4.524   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.502   5.668   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.026   7.133   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      10.008   5.348   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       9.454   2.739   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.935   3.699   0.000  0.00  0.00           O+0
CONECT    1    2    5   17                                                  
CONECT    2    1    3   14                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4    1                                                       
CONECT    6    4    7   13                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    3                                                       
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    7                                                            
CONECT   13    6                                                            
CONECT   14    2   15   36                                                  
CONECT   15   14   16   30                                                  
CONECT   16   15   17   29                                                  
CONECT   17   16    1   18                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20   28                                                  
CONECT   20   19   21   27                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   21                                                            
CONECT   27   20                                                            
CONECT   28   19                                                            
CONECT   29   16                                                            
CONECT   30   15   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   30                                                            
CONECT   36   14                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Value	Source
(2E)-3-[(2S,4R,5S,6R,7S)-5,6,11,13-Tetrahydroxy-4-(hydroxymethyl)-10-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,8-dioxatricyclo[7.4.0.0,]trideca-1(13),9,11-trien-12-yl]but-2-enoate	Generator

Chemical Formula

C₂₂H₂₈O₁₄

Average Mass

516.4520 Da

Monoisotopic Mass

516.14791 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C\C(=C/C(O)=O)C1=C(O)C2=C(O[C@@H]3[C@H]2O[C@H](CO)[C@@H](O)[C@H]3O)C([C@H]2O[C@@H](CO)[C@@H](O)[C@@H](O)[C@@H]2O)=C1O

InChI Identifier

InChI=1S/C22H28O14/c1-5(2-8(25)26)9-14(29)10(20-18(33)16(31)12(27)6(3-23)34-20)19-11(15(9)30)21-22(36-19)17(32)13(28)7(4-24)35-21/h2,6-7,12-13,16-18,20-24,27-33H,3-4H2,1H3,(H,25,26)/b5-2+/t6-,7+,12+,13+,16+,17+,18-,20+,21-,22-/m0/s1

InChI Key

UOMHRBZAKXQMCC-IMNWMVRASA-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
Ficus microcarpa	Plant	KNApSAcK
Ficus racemosa	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
Hexose monosaccharide
C-glycosyl compound
Coumaran
Styrene
Alkyl aryl ether
Benzenoid
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Primary alcohol
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-1.5	ALOGPS
logP	-3.3	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	247.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	115.74 m³·mol⁻¹	ChemAxon
Polarizability	48.81 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	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

162911640

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Racemosic acid (NP0074294)

MOL for NP0074294 (Racemosic acid)

3D MOL for NP0074294 (Racemosic acid)

3D SDF for NP0074294 (Racemosic acid)

3D-SDF for NP0074294 (Racemosic acid)

PDB for NP0074294 (Racemosic acid)

3D PDB for NP0074294 (Racemosic acid)

SMILES for NP0074294 (Racemosic acid)

INCHI for NP0074294 (Racemosic acid)

Structure for NP0074294 (Racemosic acid)

3D Structure for NP0074294 (Racemosic acid)