NP-MRD: Showing NP-Card for (2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate (NP0321807)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 00:12:57 UTC

Updated at

2022-09-12 00:12:57 UTC

NP-MRD ID

NP0321807

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate

Description

Tashironin belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. (2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate was first documented in 2014 (PMID: 25272497). Based on a literature review a small amount of articles have been published on Tashironin (PMID: 25966312) (PMID: 28933167) (PMID: 28644021) (PMID: 25675361).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122202122D          

 28 32  0  0  1  0            999 V2000
    3.5957    1.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0029    0.6827    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2719   -0.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6133   -0.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372   -0.1211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9784   -0.9956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1780    0.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631    1.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0847    1.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677    0.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4546    0.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243   -0.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784   -1.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4485   -0.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813    0.1261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414    0.7923    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5674    1.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8026    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033    2.7278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2300    3.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5707    2.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433    3.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9154    4.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1147    4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    3.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393    1.1831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1859    2.0440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 17 27  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  6  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -2.2759   -3.3397   -0.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732   -2.0007   -0.0504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4943   -1.2848   -1.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6596    0.1373   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5532    0.2792    0.3201 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1588    0.4886    1.5851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7626   -1.0094    0.3415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3225   -1.1414    1.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6425    0.1641    2.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649    0.5255    3.1708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106    1.0213    0.8288 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3545    2.2668    1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6246    1.4136    0.1042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1571    2.7178    0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560    1.5165   -1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1066    0.9853   -1.4109 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3458    0.2576   -0.2287 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6711   -0.0749   -0.1826 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269    0.7738   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489    1.9968   -0.4742 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0941    0.3002   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249   -1.0347    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6221   -1.5098    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6470   -0.6024   -0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694    0.7494   -0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1387    1.1718   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -1.0257   -0.4223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5624   -1.2834   -1.7580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716   -3.3575   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0265   -3.9160    0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401   -3.8941   -0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260   -2.1223    0.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4616   -1.7564   -1.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8918   -1.2668   -2.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7244    0.8891   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6802    0.1235   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544    0.9183    1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -1.2696    2.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314   -1.9859    1.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2941    1.9907    1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3289    2.6257    2.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825    3.0307    0.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1744    2.8432    0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5655    3.5687    0.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3168    2.6310    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0973    2.5787   -1.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898    0.9960   -2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135   -1.7510    0.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7682   -2.5719    0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6566   -1.0063    0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2907    1.4460   -0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9830    2.2356   -0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -1.8353    0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434   -1.6025   -2.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  5 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 17 27  1  0
 27 28  1  0
 27  7  1  0
  7  8  1  1
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  1
  7  2  1  0
  7  5  1  0
 11 13  1  0
 11 17  1  0
 26 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  6 37  1  0
 14 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
 26 52  1  0
 27 53  1  1
 28 54  1  0
  8 38  1  0
  8 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
M  END


  Mrv1652309122202122D          

 28 32  0  0  1  0            999 V2000
    3.5957    1.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0029    0.6827    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2719   -0.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6133   -0.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372   -0.1211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9784   -0.9956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1780    0.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631    1.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0847    1.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677    0.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4546    0.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243   -0.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784   -1.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4485   -0.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813    0.1261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414    0.7923    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5674    1.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8026    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033    2.7278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2300    3.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5707    2.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433    3.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9154    4.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1147    4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    3.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393    1.1831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1859    2.0440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 17 27  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0321807

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@]2(O)C3(C)CO[C@]4(OC(=O)C5=CC=CC=C5)[C@H](O)C12CC(=O)C34C

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O6/c1-13-9-10-21(26)18(2)12-27-22(28-16(24)14-7-5-4-6-8-14)17(25)20(13,21)11-15(23)19(18,22)3/h4-8,13,17,25-26H,9-12H2,1-3H3/t13-,17-,18?,19?,20?,21+,22+/m1/s1

> <INCHI_KEY>
BRRTVYWNYBLCAX-JHMPXYSCSA-N

> <FORMULA>
C22H26O6

> <MOLECULAR_WEIGHT>
386.444

> <EXACT_MASS>
386.172938557

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
39.561808190206186

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,5S,9R,13R)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0^{1,5}.0^{6,10}]tridecan-9-yl benzoate

> <JCHEM_LOGP>
2.8858310336666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.902403044353086

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.659690773502653

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3159848145001893

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
99.1151

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,5S,9R,13R)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0^{1,5}.0^{6,10}]tridecan-9-yl benzoate

> <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       6.712   2.430   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.605   1.274   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.108  -0.181   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.878  -1.109   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.616  -0.226   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.693  -1.858   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.066   1.247   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.692   2.578   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.238   2.204   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.158   3.733   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.873   0.944   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.849   0.059   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.099  -0.447   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.013  -2.114   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.837  -1.206   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.152   0.235   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.757   1.479   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.059   3.193   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.498   4.720   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.993   5.092   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.429   5.829   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.065   5.458   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.134   6.566   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.709   8.046   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.214   8.418   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.855   7.309   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.433   2.208   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.080   3.816   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   13                                             
CONECT    6    5                                                            
CONECT    7    5    2    8   27                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   17                                             
CONECT   12   11                                                            
CONECT   13   11    5   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   11   18   27                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   17    7   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆O₆

Average Mass

386.4440 Da

Monoisotopic Mass

386.17294 Da

IUPAC Name

(2R,5S,9R,13R)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0^{1,5}.0^{6,10}]tridecan-9-yl benzoate

Traditional Name

(2R,5S,9R,13R)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0^{1,5}.0^{6,10}]tridecan-9-yl benzoate

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@]2(O)C3(C)CO[C@]4(OC(=O)C5=CC=CC=C5)[C@H](O)C12CC(=O)C34C

InChI Identifier

InChI=1S/C22H26O6/c1-13-9-10-21(26)18(2)12-27-22(28-16(24)14-7-5-4-6-8-14)17(25)20(13,21)11-15(23)19(18,22)3/h4-8,13,17,25-26H,9-12H2,1-3H3/t13-,17-,18?,19?,20?,21+,22+/m1/s1

InChI Key

BRRTVYWNYBLCAX-JHMPXYSCSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Benzoyl
Ketal
Oxepane
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid ester
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.89	ChemAxon
pKa (Strongest Acidic)	12.66	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.12 m³·mol⁻¹	ChemAxon
Polarizability	39.56 Å³	ChemAxon
Number of Rings	5	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

C00033403

Chemspider ID

20560991

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16729380

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Niu CS, Wang YD, Qu J, Yu SS, Li Y, Liu YB, Ma SG, Lv HN, Chen X, Xu S: [Chemical constituents from roots of Illicium majus]. Zhongguo Zhong Yao Za Zhi. 2014 Jul;39(14):2689-92. [PubMed:25272497 ]
Lu HN, Ma SG, Liu YB, Qu J, Li Y, Xu S, Zhu H, Yu SS: Sesquiterpenes from the roots of Illicium oligandrum. J Asian Nat Prod Res. 2015 May;17(5):430-8. doi: 10.1080/10286020.2015.1039524. Epub 2015 May 12. [PubMed:25966312 ]
Yang Q, Ma W, Wang G, Bao W, Dong X, Liang X, Zhu L, Lee CS: Tunable Cyclization Strategy for the Synthesis of Zizaene-, allo-Cedrane-, seco-Kaurane-, and seco-Atesane-Type Skeletons. Org Lett. 2017 Oct 6;19(19):5324-5327. doi: 10.1021/acs.orglett.7b02610. Epub 2017 Sep 21. [PubMed:28933167 ]
Ohtawa M, Krambis MJ, Cerne R, Schkeryantz JM, Witkin JM, Shenvi RA: Synthesis of (-)-11-O-Debenzoyltashironin: Neurotrophic Sesquiterpenes Cause Hyperexcitation. J Am Chem Soc. 2017 Jul 19;139(28):9637-9644. doi: 10.1021/jacs.7b04206. Epub 2017 Jul 6. [PubMed:28644021 ]
Sharma MK, Banwell MG, Willis AC: Chemoenzymatic routes to enantiomerically enriched and polyoxygenated perhydro-3,5a-methanoindeno[4,5-c]furans related to the tashironin class of sesquiterpenes. J Org Chem. 2015 Mar 6;80(5):2930-6. doi: 10.1021/acs.joc.5b00303. Epub 2015 Feb 24. [PubMed:25675361 ]
LOTUS database [Link]

Showing NP-Card for (2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate (NP0321807)

MOL for NP0321807 ((2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate)

3D MOL for NP0321807 ((2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate)

3D SDF for NP0321807 ((2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate)

3D-SDF for NP0321807 ((2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate)

PDB for NP0321807 ((2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate)

3D PDB for NP0321807 ((2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate)

SMILES for NP0321807 ((2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate)

INCHI for NP0321807 ((2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate)

Structure for NP0321807 ((2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate)

3D Structure for NP0321807 ((2r,5s,9r,13r)-5,13-dihydroxy-2,6,10-trimethyl-11-oxo-8-oxatetracyclo[7.3.1.0¹,⁵.0⁶,¹⁰]tridecan-9-yl benzoate)