NP-MRD: Showing NP-Card for methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate (NP0168257)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 04:01:15 UTC

Updated at

2022-09-03 04:01:15 UTC

NP-MRD ID

NP0168257

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

Description

Methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]Decane-2-carboxylate belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate is found in Xenia umbellata. Methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]Decane-2-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251514572D          

 30 31  0  0  0  0            999 V2000
    2.8110   -2.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3985   -1.5053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8110   -0.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6360   -0.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3985   -0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288    0.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288    1.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3985    2.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861    2.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    2.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8830    0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861   -0.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428   -1.0321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716    0.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5894    0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716    1.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396    2.2737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7041    0.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8474   -0.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6226   -0.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7659   -1.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5411   -1.9158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339   -2.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2771   -2.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3586   -1.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    0.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113    0.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7433    1.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5186    0.7697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6001    1.8644    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
  3  4  2  0  0  0  0
  3  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  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 66 67  0  0  0  0  0  0  0  0999 V2000
    4.6914   -0.7691   -0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8758   -1.4347    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1633   -2.6607   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6637   -0.9771    1.5844 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8985   -2.0490    2.4752 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2090   -0.5614    1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8923    0.5725    0.9614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.7134    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527    2.0230   -0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8076    2.9713   -0.2612 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363    3.6483    0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500    4.6300    1.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1008    3.4163    1.8348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1483   -0.3552   -0.1959 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0428   -0.7389   -1.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9455   -1.4515   -2.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438   -1.2637   -1.8313 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2411   -2.3507   -0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2674    0.1800   -1.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6093    0.4394   -0.2573 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7266    1.8327   -0.1536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273   -0.2470   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4828   -1.0309   -1.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5897   -1.4906   -2.4247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7575   -0.6802   -3.5269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180   -0.0575    0.4622 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2155    0.8560    1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436    2.0621    1.6378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526    0.4925    2.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3608    1.3592    3.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8375   -1.1213   -1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1931    0.1033   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0285   -2.6153   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2556   -2.8824    0.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8845   -3.5068   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3811   -0.1904    1.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8616   -2.2492    2.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1510   -0.1342    2.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331   -1.4652    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153    1.4246    1.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1345    2.5193   -0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    1.7994   -1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9568    4.1381    1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405    5.3989    1.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3035    5.1388    0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2787   -1.1793    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4392    0.0954   -2.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482   -1.4370   -1.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6937   -2.5107   -2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0096   -0.9804   -3.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0802   -2.5398   -0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564   -2.6799   -0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3420   -3.2850   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0779    0.7462   -2.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035    0.7982   -1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6864    2.0466   -0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6809    0.6070   -0.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0049   -0.6846    0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9233   -1.9812   -0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3610   -0.5617   -1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7834   -2.5248   -2.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3572   -1.0683   -4.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8259   -0.9476    1.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7354    1.4581    4.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8322    0.8626    4.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8701    2.3300    3.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 27  1  0
 27 28  2  0
 27 26  1  0
 26 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 14  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  8  7  2  0
  7  6  1  0
  6  4  1  0
  4  5  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 20 26  1  0
 24 17  1  0
 30 64  1  0
 30 65  1  0
 30 66  1  0
 26 63  1  1
 14 46  1  1
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  6
 25 62  1  0
  9 41  1  0
  9 42  1  0
 12 43  1  0
 12 44  1  0
 12 45  1  0
  7 40  1  0
  6 38  1  0
  6 39  1  0
  4 36  1  1
  5 37  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  1 31  1  0
  1 32  1  0
M  END


  Mrv1533004251514572D          

 30 31  0  0  0  0            999 V2000
    2.8110   -2.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3985   -1.5053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8110   -0.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6360   -0.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3985   -0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288    0.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288    1.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3985    2.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861    2.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    2.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8830    0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861   -0.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428   -1.0321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716    0.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5894    0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8716    1.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396    2.2737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7041    0.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8474   -0.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6226   -0.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7659   -1.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5411   -1.9158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339   -2.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2771   -2.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3586   -1.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    0.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113    0.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7433    1.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5186    0.7697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6001    1.8644    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
  3  4  2  0  0  0  0
  3  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  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0168257

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1C(CCC2(C)CC1(O)CCC2O)C(COC(C)=O)=CCC(O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O7/c1-14(2)18(25)7-6-16(12-30-15(3)24)17-8-10-22(4)13-23(28,11-9-19(22)26)20(17)21(27)29-5/h6,17-20,25-26,28H,1,7-13H2,2-5H3

> <INCHI_KEY>
XXCNRYRAZQDXFI-UHFFFAOYSA-N

> <FORMULA>
C23H36O7

> <MOLECULAR_WEIGHT>
424.534

> <EXACT_MASS>
424.246103499

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.55758169753514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

> <ALOGPS_LOGP>
1.48

> <JCHEM_LOGP>
1.2056549756666648

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.843405911666466

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.112807575417683

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5195395714685143

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
112.35069999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       5.247  -4.144   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.477  -2.810   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.247  -1.476   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.787  -1.476   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.477  -0.143   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.467   1.037   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.467   2.577   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.477   3.757   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.961   4.024   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.693   5.541   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.515   1.807   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.961  -0.410   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.693  -1.927   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.627   0.360   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.100   1.807   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.627   3.254   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.447   4.244   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.914   0.510   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.182  -1.006   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.629  -1.533   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.896  -3.049   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.343  -3.576   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.717  -4.039   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.984  -5.556   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.269  -3.513   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.094   1.500   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.541   0.974   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      10.721   1.964   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.168   1.437   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      10.453   3.480   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   12                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    5   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    9   17                                                  
CONECT   17   16                                                            
CONECT   18    6   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   18   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
Methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylic acid	Generator

Chemical Formula

C₂₃H₃₆O₇

Average Mass

424.5340 Da

Monoisotopic Mass

424.24610 Da

IUPAC Name

methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

Traditional Name

methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1C(CCC2(C)CC1(O)CCC2O)C(COC(C)=O)=CCC(O)C(C)=C

InChI Identifier

InChI=1S/C23H36O7/c1-14(2)18(25)7-6-16(12-30-15(3)24)17-8-10-22(4)13-23(28,11-9-19(22)26)20(17)21(27)29-5/h6,17-20,25-26,28H,1,7-13H2,2-5H3

InChI Key

XXCNRYRAZQDXFI-UHFFFAOYSA-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
Xenia umbellata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Methyl ester
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	1.48	ALOGPS
logP	1.21	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	14.11	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	112.35 m³·mol⁻¹	ChemAxon
Polarizability	45.56 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

72997084

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate (NP0168257)

MOL for NP0168257 (methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

3D MOL for NP0168257 (methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

3D SDF for NP0168257 (methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

3D-SDF for NP0168257 (methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

PDB for NP0168257 (methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

3D PDB for NP0168257 (methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

SMILES for NP0168257 (methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

INCHI for NP0168257 (methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

Structure for NP0168257 (methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

3D Structure for NP0168257 (methyl 3-[1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)