NP-MRD: Showing NP-Card for 3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate (NP0325476)

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Record Information

Version

2.0

Created at

2022-09-12 06:15:30 UTC

Updated at

2022-09-12 06:15:30 UTC

NP-MRD ID

NP0325476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate

Description

Tschimganic ester C belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. 3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate is found in Prangos tschimganica. Based on a literature review very few articles have been published on Tschimganic ester C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122208152D          

 34 37  0  0  1  0            999 V2000
    2.5559    2.9980    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
    1.7309    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    2.1434    2.0625    0.0000 O   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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    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
    2.1434   -0.4125    0.0000 C   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    5.5820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    4.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0946    4.0315    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3768    3.2562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    4.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4374    4.5202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428    5.4387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8731    6.0707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    5.5820    0.0000 C   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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  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  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 15 21  2  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
    1.6561   -3.4944   -1.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360   -2.7938   -1.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7589   -3.7936   -1.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2082   -2.3141   -3.0064 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -1.6379   -0.7125 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5441   -0.8163   -0.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6844    0.1696    0.1187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7989    0.9836    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123    2.1673   -0.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9179    2.8066   -1.3496 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    3.9174   -1.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7179    4.0713   -1.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9645    2.9441   -0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071    2.5652    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0923    1.3644    0.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2369    0.9860    1.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2249   -0.2098    2.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0514   -0.9269    2.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9929   -2.0347    2.7107 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9853   -0.5302    1.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    0.5946    0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8861   -0.9069   -0.7728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7812   -0.8106    0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5187   -1.4233    1.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0464   -0.0380    0.2158 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1700    0.5673   -1.0313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2539   -0.8848    0.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4865   -0.0538    0.1701 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6455   -0.6779    0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3791    1.3534    0.6976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0509    2.2708   -0.3227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3638    1.3798    1.7991 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3001    2.7001    2.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9914    1.0065    1.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142   -4.5334   -2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4555   -2.9750   -2.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0496   -3.5769   -0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2245   -3.5382   -0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4929   -3.7750   -2.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3787   -4.8359   -1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0347   -1.7996   -3.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468   -2.1064    0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4068   -1.5212   -0.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6552   -0.3576   -1.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316    4.6687   -2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894    4.8884   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9911    3.1751    0.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1463    1.5734    1.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0649   -0.5890    2.6628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2674    0.8708   -1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3099   -1.7740   -0.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3293   -1.2473    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5557    0.0339   -0.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5450   -1.6522    0.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3613    1.6796    1.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8527    2.3221   -0.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7228    0.7611    2.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4422    3.3004    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456    0.5869    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4773    1.9198    0.9838 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 13 14  2  0
 14 15  1  0
 15 21  2  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 17 16  2  0
  5 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  6
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 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 21  8  1  0
 34 25  1  0
 13  9  1  0
 16 15  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  1
  6 43  1  0
  6 44  1  0
 11 45  1  0
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 14 47  1  0
 17 49  1  0
 16 48  1  0
 26 50  1  0
 27 51  1  0
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 28 53  1  6
 29 54  1  0
 30 55  1  1
 31 56  1  0
 32 57  1  1
 33 58  1  0
 34 59  1  0
 34 60  1  0
M  END


  Mrv1652309122208152D          

 34 37  0  0  1  0            999 V2000
    2.5559    2.9980    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
    1.7309    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    2.1434    2.0625    0.0000 O   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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    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
    2.1434   -0.4125    0.0000 C   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    5.5820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    4.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0946    4.0315    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3768    3.2562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    4.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4374    4.5202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428    5.4387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8731    6.0707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    5.5820    0.0000 C   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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  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  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 15 21  2  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0325476

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)C(COC1=C2OC=CC2=CC2=C1OC(=O)C=C2)OC(=O)C1(O)C[C@@H](O)C(O)[C@H](O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O11/c1-22(2,29)15(33-21(28)23(30)8-13(24)17(27)14(25)9-23)10-32-20-18-12(5-6-31-18)7-11-3-4-16(26)34-19(11)20/h3-7,13-15,17,24-25,27,29-30H,8-10H2,1-2H3/t13-,14-,15?,17?,23?/m1/s1

> <INCHI_KEY>
IRLMRXHNZUJFJB-LXKUUIQNSA-N

> <FORMULA>
C23H26O11

> <MOLECULAR_WEIGHT>
478.45

> <EXACT_MASS>
478.147511657

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.29863414439572

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-3-methyl-1-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)butan-2-yl (3R,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate

> <JCHEM_LOGP>
-0.8692922186666661

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.150410717793399

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.133976983243771

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9259412257206012

> <JCHEM_POLAR_SURFACE_AREA>
176.12

> <JCHEM_REFRACTIVITY>
114.37769999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3R,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       4.771   5.596   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.231   8.264   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.335   7.700   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.799   2.016   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.705   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.799  -0.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.667   9.240   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.990  10.420   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.527   7.793   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.043   7.525   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.570   6.078   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.033   8.705   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.550   8.438   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.506  10.152   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.496  11.332   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.990  10.420   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    9   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20    8   15                                                  
CONECT   22    5   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27   34                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₆O₁₁

Average Mass

478.4500 Da

Monoisotopic Mass

478.14751 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)(O)C(COC1=C2OC=CC2=CC2=C1OC(=O)C=C2)OC(=O)C1(O)C[C@@H](O)C(O)[C@H](O)C1

InChI Identifier

InChI=1S/C23H26O11/c1-22(2,29)15(33-21(28)23(30)8-13(24)17(27)14(25)9-23)10-32-20-18-12(5-6-31-18)7-11-3-4-16(26)34-19(11)20/h3-7,13-15,17,24-25,27,29-30H,8-10H2,1-2H3/t13-,14-,15?,17?,23?/m1/s1

InChI Key

IRLMRXHNZUJFJB-LXKUUIQNSA-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
Prangos tschimganica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Quinic acid
1-benzopyran
Benzopyran
Benzofuran
Pyranone
Cyclohexanol
Alkyl aryl ether
Benzenoid
Pyran
Cyclitol or derivatives
Heteroaromatic compound
Tertiary alcohol
Furan
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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

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

9987473

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11812811

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate (NP0325476)

MOL for NP0325476 (3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate)

3D MOL for NP0325476 (3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate)

3D SDF for NP0325476 (3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate)

3D-SDF for NP0325476 (3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate)

PDB for NP0325476 (3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate)

3D PDB for NP0325476 (3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate)

SMILES for NP0325476 (3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate)

INCHI for NP0325476 (3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate)

Structure for NP0325476 (3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate)

3D Structure for NP0325476 (3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate)