NP-MRD: Showing NP-Card for (1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate (NP0316155)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 15:09:32 UTC

Updated at

2022-09-11 15:09:32 UTC

NP-MRD ID

NP0316155

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate

Description

(1R,4aR,6R,7S,7aR)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-yl 3-methylbutanoate belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. (1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate is found in Viburnum luzonicum. Based on a literature review very few articles have been published on (1R,4aR,6R,7S,7aR)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-yl 3-methylbutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112217092D          

 33 35  0  0  1  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  1  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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1854   -2.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499   -3.3682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2624   -4.0827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499   -4.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624   -5.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -4.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6124   -5.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -5.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749   -6.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499   -6.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374   -5.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6876   -5.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499   -4.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749   -4.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294   -3.2820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0294   -4.1070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2089   -3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8734   -4.1219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  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  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  1  0  0  0
 31 32  1  0  0  0  0
 33 29  1  6  0  0  0
  8 33  1  0  0  0  0
 14 33  1  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
   -6.8331    2.4786   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5148    1.3193   -1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4969    1.1309   -2.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0760    1.4569   -1.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566    1.4540   -0.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9729    2.4589    0.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4695    0.3131   -0.1070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5675    0.1151    0.9396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0262   -1.0073    1.7041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1940   -2.1918    1.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3345   -2.4654    0.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5247   -3.7361   -0.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4532   -4.5986   -0.6535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2355   -1.5716   -0.3473 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1049   -2.1825   -0.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8163   -1.3065    0.9407 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8913   -0.6289    0.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1941   -0.6984    0.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4132   -1.4004    1.7984 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3070   -0.0047    0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5210   -0.1205    0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6710    0.5292    0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5690    1.3304   -1.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7260    1.9283   -1.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9601    1.7430   -0.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1200    2.3530   -1.4463 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0553    0.9414    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184    0.3538    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1645   -0.2642    1.4079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6754   -0.5538    2.6725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5008    1.1006    1.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    1.1740    2.3553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243   -0.2550    0.3489 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5028    3.3959   -0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2606    2.3400    0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9025    2.4703    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5466    0.4007   -0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0334    2.0647   -2.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9636    0.7440   -3.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2532    0.3294   -1.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8213    0.6019   -2.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9795    2.4038   -2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4327    1.0191    1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9887   -2.9206    1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4144   -4.3058   -0.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996   -3.4812   -1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7149   -5.5326   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2776   -1.3882   -1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0505   -3.1951    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413   -2.2574   -0.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480   -1.8806    1.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0705    0.5869   -0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6457   -0.7507    1.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6215    1.5120   -1.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6314    2.5547   -2.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0035    2.9299   -2.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9792    0.7409    0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9680   -0.2964    1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5856   -1.4993    2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9310    1.3028    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2534    1.8851    1.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5273    0.4704    3.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9710    0.5604   -0.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 16 29  1  0
 29 30  1  1
 29 31  1  0
 31 32  1  0
 29 33  1  0
 33  8  1  0
 33 14  1  0
 28 22  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  8 43  1  1
 10 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  6
 15 49  1  0
 15 50  1  0
 16 51  1  1
 20 52  1  0
 21 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  1  0
 33 63  1  6
M  END


  Mrv1652309112217092D          

 33 35  0  0  1  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  1  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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1854   -2.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499   -3.3682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2624   -4.0827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499   -4.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624   -5.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -4.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6124   -5.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -5.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749   -6.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499   -6.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374   -5.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6876   -5.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499   -4.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749   -4.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294   -3.2820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0294   -4.1070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2089   -3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8734   -4.1219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  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  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  1  0  0  0
 31 32  1  0  0  0  0
 33 29  1  6  0  0  0
  8 33  1  0  0  0  0
 14 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0316155

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)O[C@H]1OC=C(CO)[C@@H]2C[C@@H](OC(=O)\C=C\C3=CC=C(O)C=C3)[C@@](O)(CO)[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O9/c1-14(2)9-21(29)33-23-22-18(16(11-25)12-31-23)10-19(24(22,30)13-26)32-20(28)8-5-15-3-6-17(27)7-4-15/h3-8,12,14,18-19,22-23,25-27,30H,9-11,13H2,1-2H3/b8-5+/t18-,19+,22-,23+,24-/m0/s1

> <INCHI_KEY>
RJHVTZAZDRWBJX-LBULPHINSA-N

> <FORMULA>
C24H30O9

> <MOLECULAR_WEIGHT>
462.495

> <EXACT_MASS>
462.188982546

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
48.291255995051245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4aR,6R,7S,7aR)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-yl 3-methylbutanoate

> <JCHEM_LOGP>
1.7404428706666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.677083114777115

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.398370063916573

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7762757562613585

> <JCHEM_POLAR_SURFACE_AREA>
142.75

> <JCHEM_REFRACTIVITY>
117.53710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4aR,6R,7S,7aR)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1H,4aH,5H,6H,7aH-cyclopenta[c]pyran-1-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.813  -4.880   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.186  -6.287   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.956  -7.621   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.186  -8.955   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.956 -10.288   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.646  -8.955   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.876 -10.288   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.336 -10.288   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.566 -11.622   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.026 -11.622   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.256 -10.288   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.284 -10.288   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.026  -8.955   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.566  -8.955   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.655  -6.126   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.655  -7.666   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.123  -6.287   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.497  -7.694   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   33                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   33                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   29                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   22                                                       
CONECT   29   16   30   31   33                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   29    8   14                                                  
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
(1R,4AR,6R,7S,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₄H₃₀O₉

Average Mass

462.4950 Da

Monoisotopic Mass

462.18898 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)O[C@H]1OC=C(CO)[C@@H]2C[C@@H](OC(=O)\C=C\C3=CC=C(O)C=C3)[C@@](O)(CO)[C@H]12

InChI Identifier

InChI=1S/C24H30O9/c1-14(2)9-21(29)33-23-22-18(16(11-25)12-31-23)10-19(24(22,30)13-26)32-20(28)8-5-15-3-6-17(27)7-4-15/h3-8,12,14,18-19,22-23,25-27,30H,9-11,13H2,1-2H3/b8-5+/t18-,19+,22-,23+,24-/m0/s1

InChI Key

RJHVTZAZDRWBJX-LBULPHINSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Viburnum luzonicum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Coumaric acid or derivatives
Cinnamic acid ester
Iridoid-skeleton
Aromatic monoterpenoid
Bicyclic monoterpenoid
Monoterpenoid
Styrene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Cyclic alcohol
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

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

163189238

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate (NP0316155)

MOL for NP0316155 ((1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

3D MOL for NP0316155 ((1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

3D SDF for NP0316155 ((1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

3D-SDF for NP0316155 ((1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

PDB for NP0316155 ((1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

3D PDB for NP0316155 ((1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

SMILES for NP0316155 ((1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

INCHI for NP0316155 ((1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

Structure for NP0316155 ((1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

3D Structure for NP0316155 ((1r,4ar,6r,7s,7ar)-7-hydroxy-4,7-bis(hydroxymethyl)-6-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1h,4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)