NP-MRD: Showing NP-Card for methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate (NP0197879)

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Record Information

Version

2.0

Created at

2022-09-04 16:13:47 UTC

Updated at

2022-09-04 16:13:47 UTC

NP-MRD ID

NP0197879

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

Description

Blumicin-A 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,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate is found in Xenia plicata. methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate was first documented in 2005 (PMID: 16180809). Based on a literature review very few articles have been published on blumicin-A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042218132D          

 30 31  0  0  1  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  2  0  0  0  0  0  0  0  0  0
    2.9288    0.5556    0.0000 C   0  0  1  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
    4.3361    0.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928    1.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248    2.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6815    2.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5383    3.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691    2.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4940    3.1023    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2546   -0.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113    0.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0298   -0.5730    0.0000 O   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  1  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  1  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  1  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END

     RDKit          3D

 66 67  0  0  0  0  0  0  0  0999 V2000
    2.0021   -2.3800   -2.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -1.4010   -2.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010   -1.7668   -1.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2266   -3.0005   -1.4841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1242   -0.8045   -1.2183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5836    0.2173   -0.2790 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4477    1.0121   -0.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6790    1.1218   -0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1547    0.4971    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4101    0.6611    1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9772    0.0510    2.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0943    0.9169    2.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5609   -1.3184    1.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570   -0.1086    3.1933 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961    1.7615   -2.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893    2.5220   -2.8039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6915    3.6601   -2.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667    4.4064   -2.9858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2987    4.0863   -1.1826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7385    1.1723    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5307    0.5875    1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7487   -0.1602    0.6950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9504    0.7186    0.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5014   -0.7935   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766   -1.6297   -0.6683 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4952   -2.6002   -1.6894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9493   -2.3603    0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8360   -2.2472    1.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9891   -1.3063    1.6298 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3289   -0.7795    2.8752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6441   -2.7371   -3.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9894   -1.9109   -2.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0351   -3.2442   -2.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5243   -0.2788   -2.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -0.1403    0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4332    1.7047   -1.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5483   -0.1061    1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0792    1.2621    0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5358    1.4580    1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9327    0.2872    3.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6812    1.6024    3.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6325   -1.2527    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4318   -1.9660    2.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9790   -1.7829    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8605   -1.0543    3.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8744    2.3025   -2.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1686    0.9617   -2.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7635    3.9211   -2.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5915    4.4261   -4.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8186    5.4455   -2.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2911    1.3748   -0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3445    2.1482    0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    1.3984    1.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8901   -0.0506    1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7833    0.1587    0.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7185    1.5479   -0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2091    1.2255    1.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3817   -1.4873   -0.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5286   -0.1017   -1.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6819   -3.4866   -1.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9088   -2.0374    0.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868   -3.4653    0.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2719   -1.9491    2.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2854   -3.2445    2.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9087   -1.8406    1.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750    0.1760    2.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  6  7  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 25  5  1  0
 29 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  6
  6 35  1  1
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 24 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
 28 63  1  0
 28 64  1  0
 29 65  1  6
 30 66  1  0
 15 46  1  0
 15 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
M  END


  Mrv1652309042218132D          

 30 31  0  0  1  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  2  0  0  0  0  0  0  0  0  0
    2.9288    0.5556    0.0000 C   0  0  1  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
    4.3361    0.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928    1.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248    2.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6815    2.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5383    3.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691    2.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4940    3.1023    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2546   -0.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113    0.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0298   -0.5730    0.0000 O   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  1  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  1  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  1  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0197879

> <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/C=C/C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O7/c1-15(24)30-13-16(7-6-10-21(2,3)27)17-8-11-22(4)14-23(28,12-9-18(22)25)19(17)20(26)29-5/h6-7,10,17-19,25,27-28H,8-9,11-14H2,1-5H3/b10-6+,16-7-/t17-,18-,19+,22+,23-/m1/s1

> <INCHI_KEY>
AZMYPPRBOSDBMG-RFZFUTDVSA-N

> <FORMULA>
C23H36O7

> <MOLECULAR_WEIGHT>
424.534

> <EXACT_MASS>
424.246103499

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.48262425446012

> <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,4E)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

> <JCHEM_LOGP>
1.1069829719999988

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.843401881844237

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.112795960355346

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5252918905381314

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
113.85639999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2R,3S,6S,7R)-3-[(2E,4E)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

> <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       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       6.914   0.510   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.094   1.500   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.827   3.017   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.006   4.007   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.739   5.523   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.471   7.040   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.222   5.256   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.255   5.791   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.182  -1.006   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.629  -1.533   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.809  -0.543   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.541   0.974   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.256  -1.070   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.467   2.577   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.477   3.757   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.961   4.024   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.693   5.541   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.515   1.807   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.961  -0.410   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.693  -1.927   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.627   0.360   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.100   1.807   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.627   3.254   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.447   4.244   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   25                                                  
CONECT    6    5    7   20                                                  
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15    7   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    6   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   29                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24    5   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   22   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

Not Available

Traditional Name

Not Available

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/C=C/C(C)(C)O

InChI Identifier

InChI=1S/C23H36O7/c1-15(24)30-13-16(7-6-10-21(2,3)27)17-8-11-22(4)14-23(28,12-9-18(22)25)19(17)20(26)29-5/h6-7,10,17-19,25,27-28H,8-9,11-14H2,1-5H3/b10-6+,16-7-/t17-,18-,19+,22+,23-/m1/s1

InChI Key

AZMYPPRBOSDBMG-RFZFUTDVSA-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 plicata	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

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

9893513

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11718794

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

El-Gamal AA, Chiang CY, Huang SH, Wang SK, Duh CY: Xenia diterpenoids from the formosan soft coral Xenia blumi. J Nat Prod. 2005 Sep;68(9):1336-40. doi: 10.1021/np058047r. [PubMed:16180809 ]
LOTUS database [Link]

Showing NP-Card for methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate (NP0197879)

MOL for NP0197879 (methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

3D MOL for NP0197879 (methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

3D SDF for NP0197879 (methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

3D-SDF for NP0197879 (methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

PDB for NP0197879 (methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

3D PDB for NP0197879 (methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

SMILES for NP0197879 (methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

INCHI for NP0197879 (methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

Structure for NP0197879 (methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)

3D Structure for NP0197879 (methyl (1r,2r,3s,6s,7r)-3-[(2e,4e)-1-(acetyloxy)-6-hydroxy-6-methylhepta-2,4-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate)