NP-MRD: Showing NP-Card for methyl (1r,2r,3s,6s,7r)-3-[(2e)-1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate (NP0238759)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 22:12:09 UTC

Updated at

2022-09-06 22:12:09 UTC

NP-MRD ID

NP0238759

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Umbellacin B belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. methyl (1r,2r,3s,6s,7r)-3-[(2e)-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. Based on a literature review very few articles have been published on umbellacin B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072200122D          

 30 31  0  0  1  0            999 V2000
    6.5663    2.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9343    1.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0775    0.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590    1.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0158    2.7660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271    1.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383    0.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1816   -0.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9568   -1.0141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5888   -0.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3641   -0.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4456    0.3286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    0.3627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2631    1.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328    1.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9203    1.9629    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7771    2.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173    0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9203   -0.4126    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7771   -1.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058    1.5504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5739    2.0807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328   -0.2693    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1453   -0.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9703   -0.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328   -1.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1453   -2.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 14  8  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  1  0  0  0
 20 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 66 67  0  0  0  0  0  0  0  0999 V2000
    5.1289   -0.2850    0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998   -0.7737    1.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2573   -0.8051    2.9985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1231   -1.3130    1.5989 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3430   -2.7287    1.7114 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4097   -1.1280    0.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0267    0.2253   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697    0.5969   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255    2.0382   -0.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7496    2.7384   -0.7411 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072    4.0718   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    4.8600   -1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6867    4.6479   -1.2872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3205   -0.3447    0.0116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1795    0.2768    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2873    1.1142    0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6207    0.4552    0.5093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6538    1.5955    0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6529   -0.1651   -0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187   -1.2031   -0.9513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8992   -1.7851   -2.2059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6481   -2.2127    0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6380   -1.9656    1.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9971   -0.5593    1.5126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6478   -0.1788    2.8340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954   -0.5936   -1.1802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4687   -1.4413   -2.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9064   -2.5663   -2.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7289   -1.0252   -2.7631 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4153   -1.8332   -3.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1627    0.0983    0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7826   -0.2086   -0.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5326   -0.9590    3.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9252   -1.6972    2.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8072    0.1300    3.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -0.9463    2.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0194   -2.9136    1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2169   -1.4011   -0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6979   -1.9427    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8238    0.9929   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0065    2.5830    0.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    2.0321   -1.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0801    5.5802   -0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9217    5.4929   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9401    4.2663   -1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0529   -1.3057    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5855   -0.5060    1.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935    0.8695    1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4312    1.9631    1.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1268    1.6414   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708    2.4794    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408    1.9235   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6017    1.2001    0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6044   -0.7269   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595    0.5682   -1.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3039   -2.6790   -2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6474   -2.5344    0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9577   -3.1990   -0.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5628   -2.6119    1.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2017   -2.3966    2.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338   -0.5129    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421    0.7536    2.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3567    0.3857   -1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8055   -2.7536   -3.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888   -1.3120   -4.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4117   -2.0661   -3.2817 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  6
 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  6
 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  1
 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


  Mrv1652309072200122D          

 30 31  0  0  1  0            999 V2000
    6.5663    2.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9343    1.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0775    0.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590    1.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0158    2.7660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271    1.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383    0.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1816   -0.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9568   -1.0141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5888   -0.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3641   -0.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4456    0.3286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    0.3627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2631    1.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328    1.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9203    1.9629    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7771    2.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173    0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9203   -0.4126    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7771   -1.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058    1.5504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5739    2.0807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328   -0.2693    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1453   -0.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9703   -0.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328   -1.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1453   -2.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 14  8  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  1  0  0  0
 20 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0238759

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1[C@H](CC[C@@]2(C)C[C@]1(O)CC[C@H]2O)C(\COC(C)=O)=C/CC(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/b16-6-/t17-,18?,19-,20+,22+,23-/m1/s1

> <INCHI_KEY>
XXCNRYRAZQDXFI-REZJBEQSSA-N

> <FORMULA>
C23H36O7

> <MOLECULAR_WEIGHT>
424.534

> <EXACT_MASS>
424.246103499

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.201288495218876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
1.2056549756666648

> <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>
113.29

> <JCHEM_REFRACTIVITY>
112.35069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2R,3S,6S,7R)-3-[(2E)-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                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      12.257   4.110   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.077   3.120   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.345   1.603   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.630   3.647   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.363   5.163   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.451   2.657   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.718   1.140   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.538   0.150   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.806  -1.366   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.253  -1.893   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.432  -0.903   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.880  -1.430   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.165   0.613   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.091   0.677   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.091   2.217   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.101   3.397   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.585   3.664   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.317   5.181   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.139   1.447   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.585  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.317  -2.287   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.251  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.724   1.447   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.251   2.894   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.071   3.884   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.101  -0.503   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.871  -1.836   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.411  -1.836   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.101  -3.170   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.871  -4.504   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   24                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22   26                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   17   25                                                  
CONECT   25   24                                                            
CONECT   26   20   14   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₆O₇

Average Mass

424.5340 Da

Monoisotopic Mass

424.24610 Da

IUPAC Name

methyl (1R,2R,3S,6S,7R)-3-[(2E)-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 (1R,2R,3S,6S,7R)-3-[(2E)-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)[C@@H]1[C@H](CC[C@@]2(C)C[C@]1(O)CC[C@H]2O)C(\COC(C)=O)=C/CC(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/b16-6-/t17-,18?,19-,20+,22+,23-/m1/s1

InChI Key

XXCNRYRAZQDXFI-REZJBEQSSA-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	1.21	ChemAxon
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	46.2 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

C00041954

Chemspider ID

9706729

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11531946

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1r,2r,3s,6s,7r)-3-[(2e)-1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate (NP0238759)

MOL for NP0238759 (methyl (1r,2r,3s,6s,7r)-3-[(2e)-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 NP0238759 (methyl (1r,2r,3s,6s,7r)-3-[(2e)-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 NP0238759 (methyl (1r,2r,3s,6s,7r)-3-[(2e)-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 NP0238759 (methyl (1r,2r,3s,6s,7r)-3-[(2e)-1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

PDB for NP0238759 (methyl (1r,2r,3s,6s,7r)-3-[(2e)-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 NP0238759 (methyl (1r,2r,3s,6s,7r)-3-[(2e)-1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

SMILES for NP0238759 (methyl (1r,2r,3s,6s,7r)-3-[(2e)-1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

INCHI for NP0238759 (methyl (1r,2r,3s,6s,7r)-3-[(2e)-1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

Structure for NP0238759 (methyl (1r,2r,3s,6s,7r)-3-[(2e)-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 NP0238759 (methyl (1r,2r,3s,6s,7r)-3-[(2e)-1-(acetyloxy)-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)