NP-MRD: Showing NP-Card for (-)-Uvarigranol H (NP0082206)

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Record Information

Version

2.0

Created at

2022-04-29 03:15:14 UTC

Updated at

2022-04-29 03:15:14 UTC

NP-MRD ID

NP0082206

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Uvarigranol H

Description

Uvarigranol H belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. (-)-Uvarigranol H is found in Uvaria grandiflora . Based on a literature review very few articles have been published on Uvarigranol H.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292205152D          

 34 36  0  0  1  0            999 V2000
    2.1434   -2.8875    0.0000 C   0  0  1  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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0416   -1.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6408   -1.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0281   -0.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5909   -0.2897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -0.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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 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
   -2.1434   -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   -4.1250    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
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  6  0  0  0
  6  8  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
 10 12  1  0  0  0  0
  5 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
  4 22  1  1  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  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
  1 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
   -4.6117   -0.0420    2.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -1.1383    1.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6902   -2.2403    1.9925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3525   -0.9587    0.1828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397   -1.8126   -0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2984   -2.2382   -0.0903 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3613   -2.9128    1.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532   -3.2546   -1.0638 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1398   -2.4883   -2.1174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4461   -2.6767   -3.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945   -1.7655   -4.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2345   -3.5910   -3.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279   -3.7478   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1776   -2.9175    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -1.4869    0.7545 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0511   -0.7796    0.3799 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7999   -0.0524    1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183   -0.0165    2.4649 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0164    0.6738    0.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4995    0.6799   -0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6467    1.3675   -0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3620    2.0814    0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8883    2.0825    1.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7299    1.3869    1.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104   -1.0956   -0.0574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9077    0.1185    0.3312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9621    1.2556   -0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309    1.2113   -1.5664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6107    2.4367    0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665    2.4074    1.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7816    3.5633    1.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307    4.7182    1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2628    4.7036   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    3.5704   -0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6362   -0.4607    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514    0.2180    3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6179    0.8423    1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4849   -1.4361   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2172   -2.7766   -0.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9775   -2.4727    1.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -4.0455   -1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655   -1.3862   -4.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4924   -0.8936   -4.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3131   -2.2169   -5.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8203   -4.7710   -0.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0277   -3.3236    1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6677   -1.3497    1.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9371    0.1177   -1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0294    1.3742   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2585    2.6107   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4447    2.6411    2.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3651    1.3926    2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0871   -0.8870   -1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1230    1.5143    1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208    3.5501    2.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3249    5.5746    1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2968    5.6015   -0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2057    3.5413   -1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 15 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 25  6  1  0
 34 29  1  0
 24 19  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  8 41  1  6
 11 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  1
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  6
 30 54  1  0
 31 55  1  0
 32 56  1  0
 33 57  1  0
 34 58  1  0
M  END


  Mrv1652304292205152D          

 34 36  0  0  1  0            999 V2000
    2.1434   -2.8875    0.0000 C   0  0  1  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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0416   -1.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6408   -1.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0281   -0.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5909   -0.2897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -0.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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 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
   -2.1434   -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   -4.1250    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
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  6  0  0  0
  6  8  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
 10 12  1  0  0  0  0
  5 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
  4 22  1  1  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  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
  1 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0082206

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@@]1(O)[C@@H](OC(C)=O)C=C[C@@H](OC(=O)C2=CC=CC=C2)[C@@H]1OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O9/c1-16(26)31-15-25(30)21(32-17(2)27)14-13-20(33-23(28)18-9-5-3-6-10-18)22(25)34-24(29)19-11-7-4-8-12-19/h3-14,20-22,30H,15H2,1-2H3/t20-,21+,22+,25-/m1/s1

> <INCHI_KEY>
YLTFYCDKEPALPH-HXKBJWFLSA-N

> <FORMULA>
C25H24O9

> <MOLECULAR_WEIGHT>
468.458

> <EXACT_MASS>
468.142032353

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
46.4327665222148

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5S,6R)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-(benzoyloxy)-6-hydroxycyclohex-3-en-1-yl benzoate

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
3.1123931249999996

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.933578440003233

> <JCHEM_PKA_STRONGEST_BASIC>
-4.140052790342584

> <JCHEM_POLAR_SURFACE_AREA>
125.43000000000004

> <JCHEM_REFRACTIVITY>
118.29750000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,6R)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-(benzoyloxy)-6-hydroxycyclohex-3-en-1-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       4.001  -5.390   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       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   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       1.944  -3.260   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.390  -3.260   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.929  -3.207   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.652  -1.847   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.836  -0.541   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.191  -1.793   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2    6   31                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    1    7    8                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    5   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22    4   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31    1   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₄O₉

Average Mass

468.4580 Da

Monoisotopic Mass

468.14203 Da

IUPAC Name

(1S,2R,5S,6R)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-(benzoyloxy)-6-hydroxycyclohex-3-en-1-yl benzoate

Traditional Name

(1S,2R,5S,6R)-5-(acetyloxy)-6-[(acetyloxy)methyl]-2-(benzoyloxy)-6-hydroxycyclohex-3-en-1-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@@]1(O)[C@@H](OC(C)=O)C=C[C@@H](OC(=O)C2=CC=CC=C2)[C@@H]1OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C25H24O9/c1-16(26)31-15-25(30)21(32-17(2)27)14-13-20(33-23(28)18-9-5-3-6-10-18)22(25)34-24(29)19-11-7-4-8-12-19/h3-14,20-22,30H,15H2,1-2H3/t20-,21+,22+,25-/m1/s1

InChI Key

YLTFYCDKEPALPH-HXKBJWFLSA-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
Uvaria grandiflora	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Cyclitol or derivatives
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Carboxylic acid ester
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.73	ALOGPS
logP	3.11	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	11.93	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	125.43 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	118.3 m³·mol⁻¹	ChemAxon
Polarizability	46.43 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00049022

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

102121368

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (-)-Uvarigranol H (NP0082206)

MOL for NP0082206 ((-)-Uvarigranol H)

3D MOL for NP0082206 ((-)-Uvarigranol H)

3D SDF for NP0082206 ((-)-Uvarigranol H)

3D-SDF for NP0082206 ((-)-Uvarigranol H)

PDB for NP0082206 ((-)-Uvarigranol H)

3D PDB for NP0082206 ((-)-Uvarigranol H)

SMILES for NP0082206 ((-)-Uvarigranol H)

INCHI for NP0082206 ((-)-Uvarigranol H)

Structure for NP0082206 ((-)-Uvarigranol H)

3D Structure for NP0082206 ((-)-Uvarigranol H)