NP-MRD: Showing NP-Card for [(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate (NP0187001)

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Record Information

Version

2.0

Created at

2022-09-04 03:01:46 UTC

Updated at

2022-09-04 03:01:46 UTC

NP-MRD ID

NP0187001

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate

Description

(1S,2R,3R,4S)-2-[(Benzoyloxy)methyl]-5-cyclohexene-1,2,3,4-tetraol 1,3,4-triacetate belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. [(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate is found in Monanthotaxis congoensis. Based on a literature review very few articles have been published on (1S,2R,3R,4S)-2-[(Benzoyloxy)methyl]-5-cyclohexene-1,2,3,4-tetraol 1,3,4-triacetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042205012D          

 29 30  0  0  1  0            999 V2000
    0.4323   -4.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -4.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966   -4.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -3.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966   -2.8377    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7111   -3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256   -2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256   -2.0127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1401   -1.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545   -2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5690   -1.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7111   -1.6002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2414   -0.9683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1808   -0.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683   -1.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744   -0.6228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1202    0.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9327    0.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2148    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6845    1.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279    1.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    0.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966   -2.0127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2822   -1.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.8377    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 13 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  END

     RDKit          3D

 51 52  0  0  0  0  0  0  0  0999 V2000
   -4.5175    0.9741    3.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7800   -0.0878    2.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6669   -1.2688    3.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1753    0.1703    1.7197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4763   -0.8265    1.0051 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1485   -1.0749   -0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9863   -0.1639   -1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1736    1.0122   -0.9658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9654    1.8857   -2.0205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3932    3.2005   -1.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1684    4.1443   -3.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9857    3.5538   -0.9379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8633    0.6017   -0.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3712    1.7782    0.3059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    0.2375   -1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023    0.0248   -0.7036 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5493   -0.3264   -1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069   -0.4588   -2.6687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8000   -0.5407   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023   -0.4081    0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -0.6166    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054   -0.9589    0.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414   -1.1000   -0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9223   -0.8860   -1.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0596   -0.4647    0.7100 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4122   -1.6620    0.2504 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6034   -2.2641    0.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773   -3.5166    0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9562   -1.7237    2.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4446    1.2752    3.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8851    1.8806    3.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8601    0.5180    4.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4875   -1.7932    1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7410   -1.9661   -0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4538   -0.3154   -2.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7170    1.5776   -0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8393    5.0355   -2.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4309    3.6935   -4.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1338    4.5432   -3.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6129    1.7153    0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1446   -0.6450   -1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2253    1.0916   -2.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0612   -0.1392    1.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2127   -0.5182    2.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1775   -1.1320    1.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9948   -1.3687   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9083   -1.0057   -2.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5948   -0.1540    1.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6156   -3.9403   -0.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2311   -4.2529    1.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -3.3345    0.1012 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  2  0
  7  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  1  1
 13 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
 13 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 25  5  1  0
 24 19  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  1
  6 34  1  0
  7 35  1  0
  8 36  1  1
 11 37  1  0
 11 38  1  0
 11 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  1
 28 49  1  0
 28 50  1  0
 28 51  1  0
M  END


  Mrv1652309042205012D          

 29 30  0  0  1  0            999 V2000
    0.4323   -4.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -4.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966   -4.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -3.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966   -2.8377    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7111   -3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256   -2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256   -2.0127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1401   -1.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545   -2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5690   -1.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7111   -1.6002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2414   -0.9683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1808   -0.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683   -1.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744   -0.6228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1202    0.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9327    0.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2148    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6845    1.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279    1.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    0.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966   -2.0127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2822   -1.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.8377    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 13 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0187001

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O9/c1-12(21)27-16-9-10-17(28-13(2)22)20(25,18(16)29-14(3)23)11-26-19(24)15-7-5-4-6-8-15/h4-10,16-18,25H,11H2,1-3H3/t16-,17-,18+,20+/m0/s1

> <INCHI_KEY>
BJASBPAUIPMSBA-PNYFIKQUSA-N

> <FORMULA>
C20H22O9

> <MOLECULAR_WEIGHT>
406.387

> <EXACT_MASS>
406.126382288

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
39.967017350011204

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
1.0582186866666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.933586253427274

> <JCHEM_PKA_STRONGEST_BASIC>
-4.14004937275091

> <JCHEM_POLAR_SURFACE_AREA>
125.43

> <JCHEM_REFRACTIVITY>
97.62700000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       0.807  -8.377   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.527  -7.607   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.860  -8.377   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.527  -6.067   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.860  -5.297   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.194  -6.067   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.528  -5.297   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.528  -3.757   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.861  -2.987   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -7.195  -3.757   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.195  -5.297   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -8.529  -2.987   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.194  -2.987   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.184  -1.807   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.204  -1.807   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.688  -2.075   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.302  -0.895   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.819  -1.163   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.224   0.552   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.741   0.819   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.268   2.267   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.278   3.446   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.239   3.179   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.766   1.732   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.860  -3.757   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.527  -2.987   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.807  -3.757   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.141  -2.987   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.807  -5.297   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   15   25                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   13    5   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
(1S,2R,3R,4S)-2-[(Benzoyloxy)methyl]-5-cyclohexene-1,2,3,4-tetraol 1,3,4-triacetic acid	Generator

Chemical Formula

C₂₀H₂₂O₉

Average Mass

406.3870 Da

Monoisotopic Mass

406.12638 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H22O9/c1-12(21)27-16-9-10-17(28-13(2)22)20(25,18(16)29-14(3)23)11-26-19(24)15-7-5-4-6-8-15/h4-10,16-18,25H,11H2,1-3H3/t16-,17-,18+,20+/m0/s1

InChI Key

BJASBPAUIPMSBA-PNYFIKQUSA-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
Monanthotaxis congoensis	LOTUS Database	35616633

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	1.06	ChemAxon
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	10	ChemAxon
Refractivity	97.63 m³·mol⁻¹	ChemAxon
Polarizability	39.97 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

56958773

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate (NP0187001)

MOL for NP0187001 ([(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate)

3D MOL for NP0187001 ([(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate)

3D SDF for NP0187001 ([(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate)

3D-SDF for NP0187001 ([(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate)

PDB for NP0187001 ([(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate)

3D PDB for NP0187001 ([(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate)

SMILES for NP0187001 ([(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate)

INCHI for NP0187001 ([(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate)

Structure for NP0187001 ([(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate)

3D Structure for NP0187001 ([(1r,2s,5s,6r)-2,5,6-tris(acetyloxy)-1-hydroxycyclohex-3-en-1-yl]methyl benzoate)