NP-MRD: Showing NP-Card for 8alpha,15-epoxylabdan-16beta-oic acid (NP0039292)

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Record Information

Version

2.0

Created at

2021-06-20 21:46:07 UTC

Updated at

2021-06-30 00:12:33 UTC

NP-MRD ID

NP0039292

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8alpha,15-epoxylabdan-16beta-oic acid

Provided By

JEOL Database JEOL Logo

Description

(13S)-8alpha,15-Epoxylabdane-16-oic acid belongs to the class of organic compounds known as oxocins. Oxocins are compounds containing an oxocin ring, which is a eight-member unsaturated aromatic ring containing one oxygen atom and seven carbon atoms. 8alpha,15-epoxylabdan-16beta-oic acid is found in Eragrostis viscosa. 8alpha,15-epoxylabdan-16beta-oic acid was first documented in 2010 (Sebastiao, N. N.,et al.). Based on a literature review very few articles have been published on (13S)-8alpha,15-Epoxylabdane-16-oic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123463D          

 57 59  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202123463D          

 57 59  0  0  0  0            999 V2000
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   -0.8848   -0.4198    1.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1751   -1.8107    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6277   -0.2385   -1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -1.2874    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6067   -1.6445   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676    1.7031   -0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    3.0225   -1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308    1.8033   -1.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1465    3.5080    0.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7240    3.6341   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384    1.0028   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5943    2.3318    0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666    0.7831    1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7261    3.0599    2.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625    4.2885    3.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    3.2157    5.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6991    2.8783    5.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647    0.9583    5.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7030    1.2382    4.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339    0.7490    3.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417   -0.6321    4.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2801   -1.0404    2.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9078   -0.8283    2.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6344    1.1633    2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 23 22  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5  6  1  0  0  0  0
 17 16  1  0  0  0  0
  4  2  1  0  0  0  0
 16 15  1  0  0  0  0
  7 23  1  0  0  0  0
 15 14  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  6  0  0  0
 10 11  1  0  0  0  0
  7  8  1  6  0  0  0
 11 12  1  0  0  0  0
 17 18  1  0  0  0  0
 23 12  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  9 39  1  1  0  0  0
  7  6  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
  7  9  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  4 30  1  0  0  0  0
  4 31  1  0  0  0  0
  6 34  1  0  0  0  0
  6 35  1  0  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 23 57  1  1  0  0  0
 17 51  1  1  0  0  0
 21 53  1  0  0  0  0
 21 54  1  0  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 13 46  1  0  0  0  0
 20 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039292

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]1([H])C([H])([H])C([H])([H])O[C@]2(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]3([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]3(C([H])([H])[H])[C@@]2([H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O3/c1-18(2)10-5-11-19(3)15(18)8-12-20(4)16(19)7-6-14(17(21)22)9-13-23-20/h14-16H,5-13H2,1-4H3,(H,21,22)/t14-,15-,16+,19-,20+/m0/s1

> <INCHI_KEY>
YFIPORYTRCKHQY-RQOBALISSA-N

> <FORMULA>
C20H34O3

> <MOLECULAR_WEIGHT>
322.489

> <EXACT_MASS>
322.250794955

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
36.97850598894162

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,6aR,8aS,12aS,12bR)-6a,9,9,12a-tetramethyl-tetradecahydro-1H-naphtho[2,1-b]oxocine-3-carboxylic acid

> <ALOGPS_LOGP>
5.14

> <JCHEM_LOGP>
4.538850043

> <ALOGPS_LOGS>
-5.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.88687810441729

> <JCHEM_PKA_STRONGEST_BASIC>
-4.166541354954904

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
91.4436

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.75e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6aR,8aS,12aS,12bR)-6a,9,9,12a-tetramethyl-dodecahydronaphtho[2,1-b]oxocine-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    0.2655    0.0948   -3.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    0.7131   -1.8781 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3015    1.9246   -2.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6096   -0.2797   -1.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0552   -1.4249   -0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2147   -0.9290    0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9505    0.0313    0.2411 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0312   -0.8146   -0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468    1.1758   -0.6632 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4122    2.2316   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9534    2.9023    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5093    1.9214    1.2931 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9153    1.4700    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7895    2.6539    2.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6973    3.2061    3.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7145    2.6608    4.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669    1.1460    4.7964 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0251    0.7073    4.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3906   -0.4334    4.7640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362    1.6947    4.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4555    0.2580    4.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452   -0.2777    2.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276    0.7263    1.5638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3869   -0.0931   -3.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159   -0.8647   -2.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0617    0.7634   -3.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355    2.6146   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0545    1.5949   -3.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243    2.4881   -1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -0.6934   -2.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3419    0.2612   -0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8919   -2.0177   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4794   -2.1072   -1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8848   -0.4198    1.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1751   -1.8107    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6277   -0.2385   -1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -1.2874    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6067   -1.6445   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676    1.7031   -0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    3.0225   -1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308    1.8033   -1.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1465    3.5080    0.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7240    3.6341   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384    1.0028   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5943    2.3318    0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666    0.7831    1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7261    3.0599    2.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625    4.2885    3.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    3.2157    5.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6991    2.8783    5.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647    0.9583    5.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7030    1.2382    4.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339    0.7490    3.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417   -0.6321    4.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2801   -1.0404    2.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9078   -0.8283    2.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6344    1.1633    2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 23 22  1  0
 17 21  1  0
 21 22  1  0
  5  6  1  0
 17 16  1  0
  4  2  1  0
 16 15  1  0
  7 23  1  0
 15 14  1  0
  9 10  1  0
  2  1  1  6
 10 11  1  0
  7  8  1  6
 11 12  1  0
 17 18  1  0
 23 12  1  0
  2  3  1  0
  2  9  1  0
  9 39  1  1
  7  6  1  0
 12 13  1  6
 12 14  1  0
  7  9  1  0
 18 19  2  0
 18 20  1  0
  5 32  1  0
  5 33  1  0
  4 30  1  0
  4 31  1  0
  6 34  1  0
  6 35  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 23 57  1  1
 17 51  1  1
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 16 49  1  0
 16 50  1  0
 15 47  1  0
 15 48  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 20 52  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.266   0.095  -3.039  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.535   0.713  -1.878  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.302   1.925  -2.472  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.610  -0.280  -1.373  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.055  -1.425  -0.540  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.215  -0.929   0.636  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.951   0.031   0.241  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.031  -0.815  -0.475  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.347   1.176  -0.663  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.412   2.232  -1.019  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.953   2.902   0.240  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.509   1.921   1.293  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.915   1.470   0.850  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.789   2.654   2.503  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.697   3.206   3.225  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.714   2.661   4.647  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.467   1.146   4.796  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.025   0.707   4.631  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.391  -0.433   4.764  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.836   1.695   4.331  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.455   0.258   4.017  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.045  -0.278   2.632  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.528   0.726   1.564  0.00  0.00           C+0
HETATM   24  H   UNK     0      -0.387  -0.093  -3.901  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.716  -0.865  -2.787  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.062   0.763  -3.381  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.636   2.615  -3.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.054   1.595  -3.198  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.824   2.488  -1.692  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.173  -0.693  -2.220  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.342   0.261  -0.758  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.892  -2.018  -0.150  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.479  -2.107  -1.173  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.885  -0.420   1.341  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.175  -1.811   1.158  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.628  -0.239  -1.183  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.722  -1.287   0.226  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.607  -1.645  -1.044  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.368   1.703  -0.008  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.983   3.022  -1.641  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.231   1.803  -1.603  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.147   3.508   0.669  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.724   3.634  -0.036  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.938   1.003  -0.133  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.594   2.332   0.809  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.367   0.783   1.573  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.726   3.060   2.748  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.863   4.289   3.266  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.983   3.216   5.247  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.699   2.878   5.082  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.665   0.958   5.864  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.703   1.238   4.283  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.434   0.749   3.955  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.642  -0.632   4.636  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.280  -1.040   2.807  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.908  -0.828   2.244  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.634   1.163   2.022  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    4    1    3    9                                             
CONECT    3    2   27   28   29                                             
CONECT    4    5    2   30   31                                             
CONECT    5    4    6   32   33                                             
CONECT    6    5    7   34   35                                             
CONECT    7   23    8    6    9                                             
CONECT    8    7   36   37   38                                             
CONECT    9   10    2   39    7                                             
CONECT   10    9   11   40   41                                             
CONECT   11   10   12   42   43                                             
CONECT   12   11   23   13   14                                             
CONECT   13   12   44   45   46                                             
CONECT   14   15   12                                                       
CONECT   15   16   14   47   48                                             
CONECT   16   17   15   49   50                                             
CONECT   17   21   16   18   51                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   52                                                       
CONECT   21   17   22   53   54                                             
CONECT   22   23   21   55   56                                             
CONECT   23   22    7   12   57                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    3                                                            
CONECT   30    4                                                            
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33    5                                                            
CONECT   34    6                                                            
CONECT   35    6                                                            
CONECT   36    8                                                            
CONECT   37    8                                                            
CONECT   38    8                                                            
CONECT   39    9                                                            
CONECT   40   10                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   11                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   13                                                            
CONECT   47   15                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   20                                                            
CONECT   53   21                                                            
CONECT   54   21                                                            
CONECT   55   22                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

RDKit          3D

57 59  0  0  0  0  0  0  0  0999 V2000
    0.2655    0.0948   -3.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    0.7131   -1.8781 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3015    1.9246   -2.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6096   -0.2797   -1.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0552   -1.4249   -0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2147   -0.9290    0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9505    0.0313    0.2411 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0312   -0.8146   -0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468    1.1758   -0.6632 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4122    2.2316   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9534    2.9023    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5093    1.9214    1.2931 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9153    1.4700    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7895    2.6539    2.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6973    3.2061    3.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7145    2.6608    4.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669    1.1460    4.7964 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0251    0.7073    4.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3906   -0.4334    4.7640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362    1.6947    4.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4555    0.2580    4.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452   -0.2777    2.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276    0.7263    1.5638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3869   -0.0931   -3.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159   -0.8647   -2.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0617    0.7634   -3.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355    2.6146   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0545    1.5949   -3.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243    2.4881   -1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -0.6934   -2.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3419    0.2612   -0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8919   -2.0177   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4794   -2.1072   -1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8848   -0.4198    1.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1751   -1.8107    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6277   -0.2385   -1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -1.2874    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6067   -1.6445   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676    1.7031   -0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    3.0225   -1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308    1.8033   -1.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1465    3.5080    0.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7240    3.6341   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384    1.0028   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5943    2.3318    0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666    0.7831    1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7261    3.0599    2.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625    4.2885    3.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    3.2157    5.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6991    2.8783    5.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647    0.9583    5.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7030    1.2382    4.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339    0.7490    3.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417   -0.6321    4.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2801   -1.0404    2.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9078   -0.8283    2.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6344    1.1633    2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 23 22  1  0
 17 21  1  0
 21 22  1  0
  5  6  1  0
 17 16  1  0
  4  2  1  0
 16 15  1  0
  7 23  1  0
 15 14  1  0
  9 10  1  0
  2  1  1  6
 10 11  1  0
  7  8  1  6
 11 12  1  0
 17 18  1  0
 23 12  1  0
  2  3  1  0
  2  9  1  0
  9 39  1  1
  7  6  1  0
 12 13  1  6
 12 14  1  0
  7  9  1  0
 18 19  2  0
 18 20  1  0
  5 32  1  0
  5 33  1  0
  4 30  1  0
  4 31  1  0
  6 34  1  0
  6 35  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 23 57  1  1
 17 51  1  1
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 16 49  1  0
 16 50  1  0
 15 47  1  0
 15 48  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 20 52  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(13S)-8a,15-Epoxylabdane-16-Oate	Generator
(13S)-8a,15-Epoxylabdane-16-Oic acid	Generator
(13S)-8alpha,15-Epoxylabdane-16-Oate	Generator
(13S)-8Α,15-epoxylabdane-16-Oate	Generator
(13S)-8Α,15-epoxylabdane-16-Oic acid	Generator

Chemical Formula

C₂₀H₃₄O₃

Average Mass

322.4890 Da

Monoisotopic Mass

322.25079 Da

IUPAC Name

(3S,6aR,8aS,12aS,12bR)-6a,9,9,12a-tetramethyl-tetradecahydro-1H-naphtho[2,1-b]oxocine-3-carboxylic acid

Traditional Name

(3S,6aR,8aS,12aS,12bR)-6a,9,9,12a-tetramethyl-dodecahydronaphtho[2,1-b]oxocine-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@]1([H])C([H])([H])C([H])([H])O[C@]2(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]3([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]3(C([H])([H])[H])[C@@]2([H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C20H34O3/c1-18(2)10-5-11-19(3)15(18)8-12-20(4)16(19)7-6-14(17(21)22)9-13-23-20/h14-16H,5-13H2,1-4H3,(H,21,22)/t14-,15-,16+,19-,20+/m0/s1

InChI Key

YFIPORYTRCKHQY-RQOBALISSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Eragrostis viscosa	JEOL database	Sebastiao, N. N.,et al, Phytochemistry 71, 798 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxocins. Oxocins are compounds containing an oxocin ring, which is a eight-member unsaturated aromatic ring containing one oxygen atom and seven carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxocins

Sub Class

Not Available

Direct Parent

Oxocins

Alternative Parents

Substituents

Oxocin
Oxacycle
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	5.14	ALOGPS
logP	4.54	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.44 m³·mol⁻¹	ChemAxon
Polarizability	36.98 Å³	ChemAxon
Number of Rings	3	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

28287505

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101509275

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sebastiao, N. N.,et al. (2010). Sebastiao, N. N.,et al, Phytochemistry 71, 798 (2010). Phytochem..

Showing NP-Card for 8alpha,15-epoxylabdan-16beta-oic acid (NP0039292)

MOL for NP0039292 (8alpha,15-epoxylabdan-16beta-oic acid)

3D MOL for NP0039292 (8alpha,15-epoxylabdan-16beta-oic acid)

3D SDF for NP0039292 (8alpha,15-epoxylabdan-16beta-oic acid)

3D-SDF for NP0039292 (8alpha,15-epoxylabdan-16beta-oic acid)

PDB for NP0039292 (8alpha,15-epoxylabdan-16beta-oic acid)

3D PDB for NP0039292 (8alpha,15-epoxylabdan-16beta-oic acid)

SMILES for NP0039292 (8alpha,15-epoxylabdan-16beta-oic acid)

INCHI for NP0039292 (8alpha,15-epoxylabdan-16beta-oic acid)

Structure for NP0039292 (8alpha,15-epoxylabdan-16beta-oic acid)

3D Structure for NP0039292 (8alpha,15-epoxylabdan-16beta-oic acid)