NP-MRD: Showing NP-Card for 2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid (NP0032684)

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Record Information

Version

2.0

Created at

2021-06-19 23:25:24 UTC

Updated at

2021-06-30 00:02:02 UTC

NP-MRD ID

NP0032684

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid

Provided By

JEOL Database JEOL Logo

Description

2-Acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid methyl ester belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position. 2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid is found in Ligularia lapathifolia. 2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid was first documented in 2007 (Fei, D. -Q., et al.). Based on a literature review very few articles have been published on 2-Acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid methyl ester.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101253D          

 35 36  0  0  0  0            999 V2000
    1.5592    0.0399    4.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6924   -0.1651    3.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -1.4697    2.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -2.4118    3.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8075   -1.6193    1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539   -0.5283    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.5632   -1.0365 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4986   -1.9128   -1.5601 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8147   -3.0925   -0.8739 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3227   -3.2383   -1.2187 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1943   -3.9441   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5088   -4.6291   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9828   -5.3233    1.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865   -4.6175   -1.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551   -3.8515    1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901   -3.0400    0.6871 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1773   -3.7403    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -0.4356    5.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5959   -0.3406    4.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968    1.1161    4.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633    0.4717    0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671   -0.2907   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7446    0.2050   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813   -1.9912   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3467   -1.9618   -2.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3141   -4.0063   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988   -3.8296   -2.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1896   -2.2799   -1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9570   -5.7841    1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2800   -6.1117    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967   -4.5998    2.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884   -4.2655    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0670   -3.1855    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2547   -4.7543    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2233   -3.8400    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 16  1  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
  3  4  2  0  0  0  0
  9 16  1  0  0  0  0
  9 26  1  6  0  0  0
  7  6  1  0  0  0  0
 16 17  1  1  0  0  0
  7  8  1  0  0  0  0
 16 15  1  0  0  0  0
 15 11  2  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
  5  3  1  0  0  0  0
 11 12  1  0  0  0  0
  6  5  2  0  0  0  0
 12 13  1  0  0  0  0
  3  2  1  0  0  0  0
 12 14  2  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  6 21  1  0  0  0  0
  8 24  1  0  0  0  0
  8 25  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 15 32  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
M  END

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    1.5592    0.0399    4.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6924   -0.1651    3.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -1.4697    2.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -2.4118    3.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8075   -1.6193    1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539   -0.5283    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.5632   -1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4986   -1.9128   -1.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147   -3.0925   -0.8739 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3227   -3.2383   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1943   -3.9441   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5088   -4.6291   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9828   -5.3233    1.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865   -4.6175   -1.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551   -3.8515    1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901   -3.0400    0.6871 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1773   -3.7403    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -0.4356    5.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5959   -0.3406    4.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968    1.1161    4.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633    0.4717    0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671   -0.2907   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7446    0.2050   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813   -1.9912   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3467   -1.9618   -2.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3141   -4.0063   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988   -3.8296   -2.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1896   -2.2799   -1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9570   -5.7841    1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2800   -6.1117    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967   -4.5998    2.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884   -4.2655    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0670   -3.1855    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2547   -4.7543    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2233   -3.8400    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 16  1  0
  2  1  1  0
  9  8  1  0
  3  4  2  0
  9 16  1  0
  9 26  1  6
  7  6  1  0
 16 17  1  1
  7  8  1  0
 16 15  1  0
 15 11  2  0
 11 10  1  0
 10  9  1  0
  5  3  1  0
 11 12  1  0
  6  5  2  0
 12 13  1  0
  3  2  1  0
 12 14  2  0
  7 22  1  0
  7 23  1  0
  6 21  1  0
  8 24  1  0
  8 25  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 15 32  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
M  END


  Mrv1652306202101253D          

 35 36  0  0  0  0            999 V2000
    1.5592    0.0399    4.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6924   -0.1651    3.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -1.4697    2.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -2.4118    3.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8075   -1.6193    1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539   -0.5283    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.5632   -1.0365 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4986   -1.9128   -1.5601 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8147   -3.0925   -0.8739 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3227   -3.2383   -1.2187 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1943   -3.9441   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5088   -4.6291   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9828   -5.3233    1.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865   -4.6175   -1.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551   -3.8515    1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901   -3.0400    0.6871 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1773   -3.7403    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -0.4356    5.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5959   -0.3406    4.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968    1.1161    4.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633    0.4717    0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671   -0.2907   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7446    0.2050   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813   -1.9912   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3467   -1.9618   -2.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3141   -4.0063   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988   -3.8296   -2.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1896   -2.2799   -1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9570   -5.7841    1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2800   -6.1117    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967   -4.5998    2.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884   -4.2655    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0670   -3.1855    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2547   -4.7543    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2233   -3.8400    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 16  1  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
  3  4  2  0  0  0  0
  9 16  1  0  0  0  0
  9 26  1  6  0  0  0
  7  6  1  0  0  0  0
 16 17  1  1  0  0  0
  7  8  1  0  0  0  0
 16 15  1  0  0  0  0
 15 11  2  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
  5  3  1  0  0  0  0
 11 12  1  0  0  0  0
  6  5  2  0  0  0  0
 12 13  1  0  0  0  0
  3  2  1  0  0  0  0
 12 14  2  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  6 21  1  0  0  0  0
  8 24  1  0  0  0  0
  8 25  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 15 32  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032684

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C(C(=O)C([H])([H])[H])C([H])([H])[C@@]2([H])C([H])([H])C([H])([H])C([H])=C(C(=O)OC([H])([H])[H])[C@@]12C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O3/c1-9(15)10-7-11-5-4-6-12(13(16)17-3)14(11,2)8-10/h6,8,11H,4-5,7H2,1-3H3/t11-,14+/m1/s1

> <INCHI_KEY>
FDIMCRDSRBAVOQ-RISCZKNCSA-N

> <FORMULA>
C14H18O3

> <MOLECULAR_WEIGHT>
234.295

> <EXACT_MASS>
234.12559444

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
25.750645213233657

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (3aR,7aR)-2-acetyl-3a-methyl-3a,6,7,7a-tetrahydro-1H-indene-4-carboxylate

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.377457405

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.670259248418578

> <JCHEM_PKA_STRONGEST_BASIC>
-5.1441780791338605

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
66.52890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (3aR,7aR)-2-acetyl-3a-methyl-1,6,7,7a-tetrahydroindene-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    1.5592    0.0399    4.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6924   -0.1651    3.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -1.4697    2.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -2.4118    3.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8075   -1.6193    1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539   -0.5283    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.5632   -1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4986   -1.9128   -1.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147   -3.0925   -0.8739 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3227   -3.2383   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1943   -3.9441   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5088   -4.6291   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9828   -5.3233    1.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865   -4.6175   -1.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551   -3.8515    1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901   -3.0400    0.6871 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1773   -3.7403    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -0.4356    5.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5959   -0.3406    4.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968    1.1161    4.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633    0.4717    0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671   -0.2907   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7446    0.2050   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813   -1.9912   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3467   -1.9618   -2.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3141   -4.0063   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988   -3.8296   -2.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1896   -2.2799   -1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9570   -5.7841    1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2800   -6.1117    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967   -4.5998    2.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884   -4.2655    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0670   -3.1855    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2547   -4.7543    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2233   -3.8400    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 16  1  0
  2  1  1  0
  9  8  1  0
  3  4  2  0
  9 16  1  0
  9 26  1  6
  7  6  1  0
 16 17  1  1
  7  8  1  0
 16 15  1  0
 15 11  2  0
 11 10  1  0
 10  9  1  0
  5  3  1  0
 11 12  1  0
  6  5  2  0
 12 13  1  0
  3  2  1  0
 12 14  2  0
  7 22  1  0
  7 23  1  0
  6 21  1  0
  8 24  1  0
  8 25  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 15 32  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  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       1.559   0.040   4.516  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.692  -0.165   3.110  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.657  -1.470   2.732  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.531  -2.412   3.500  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.808  -1.619   1.245  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.854  -0.528   0.452  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.021  -0.563  -1.036  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.499  -1.913  -1.560  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.815  -3.092  -0.874  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.323  -3.238  -1.219  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.194  -3.944  -0.009  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.509  -4.629  -0.028  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.983  -5.323   1.221  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.187  -4.617  -1.054  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.655  -3.852   1.024  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.890  -3.040   0.687  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.177  -3.740   1.155  0.00  0.00           C+0
HETATM   18  H   UNK     0       2.386  -0.436   5.053  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.596  -0.341   4.870  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.597   1.116   4.707  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.763   0.472   0.871  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.067  -0.291  -1.502  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.745   0.205  -1.335  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.581  -1.991  -1.396  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.347  -1.962  -2.645  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.314  -4.006  -1.233  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.199  -3.830  -2.132  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.190  -2.280  -1.347  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.957  -5.784   1.032  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.280  -6.112   1.503  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.097  -4.600   2.033  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.488  -4.266   2.011  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.067  -3.186   0.836  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.255  -4.754   0.744  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.223  -3.840   2.245  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    1    3                                                       
CONECT    3    4    5    2                                                  
CONECT    4    3                                                            
CONECT    5   16    3    6                                                  
CONECT    6    7    5   21                                                  
CONECT    7    6    8   22   23                                             
CONECT    8    9    7   24   25                                             
CONECT    9    8   16   26   10                                             
CONECT   10   11    9   27   28                                             
CONECT   11   15   10   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   29   30   31                                             
CONECT   14   12                                                            
CONECT   15   16   11   32                                                  
CONECT   16    5    9   17   15                                             
CONECT   17   16   33   34   35                                             
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23    7                                                            
CONECT   24    8                                                            
CONECT   25    8                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   10                                                            
CONECT   29   13                                                            
CONECT   30   13                                                            
CONECT   31   13                                                            
CONECT   32   15                                                            
CONECT   33   17                                                            
CONECT   34   17                                                            
CONECT   35   17                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

RDKit          3D

35 36  0  0  0  0  0  0  0  0999 V2000
    1.5592    0.0399    4.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6924   -0.1651    3.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -1.4697    2.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -2.4118    3.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8075   -1.6193    1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539   -0.5283    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.5632   -1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4986   -1.9128   -1.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147   -3.0925   -0.8739 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3227   -3.2383   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1943   -3.9441   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5088   -4.6291   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9828   -5.3233    1.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865   -4.6175   -1.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551   -3.8515    1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901   -3.0400    0.6871 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1773   -3.7403    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -0.4356    5.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5959   -0.3406    4.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968    1.1161    4.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633    0.4717    0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671   -0.2907   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7446    0.2050   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813   -1.9912   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3467   -1.9618   -2.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3141   -4.0063   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988   -3.8296   -2.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1896   -2.2799   -1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9570   -5.7841    1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2800   -6.1117    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967   -4.5998    2.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884   -4.2655    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0670   -3.1855    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2547   -4.7543    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2233   -3.8400    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 16  1  0
  2  1  1  0
  9  8  1  0
  3  4  2  0
  9 16  1  0
  9 26  1  6
  7  6  1  0
 16 17  1  1
  7  8  1  0
 16 15  1  0
 15 11  2  0
 11 10  1  0
 10  9  1  0
  5  3  1  0
 11 12  1  0
  6  5  2  0
 12 13  1  0
  3  2  1  0
 12 14  2  0
  7 22  1  0
  7 23  1  0
  6 21  1  0
  8 24  1  0
  8 25  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 15 32  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
2-Acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-Oate methyl ester	Generator

Chemical Formula

C₁₄H₁₈O₃

Average Mass

234.2950 Da

Monoisotopic Mass

234.12559 Da

IUPAC Name

methyl (3aR,7aR)-2-acetyl-3a-methyl-3a,6,7,7a-tetrahydro-1H-indene-4-carboxylate

Traditional Name

methyl (3aR,7aR)-2-acetyl-3a-methyl-1,6,7,7a-tetrahydroindene-4-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C1=C(C(=O)C([H])([H])[H])C([H])([H])[C@@]2([H])C([H])([H])C([H])([H])C([H])=C(C(=O)OC([H])([H])[H])[C@@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C14H18O3/c1-9(15)10-7-11-5-4-6-12(13(16)17-3)14(11,2)8-10/h6,8,11H,4-5,7H2,1-3H3/t11-,14+/m1/s1

InChI Key

FDIMCRDSRBAVOQ-RISCZKNCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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
Ligularia lapathifolia	JEOL database	Fei, D. -Q., et al, J. Nat. Prod. 70, 241 (2007)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Enoate esters

Alternative Parents

Substituents

Enoate ester
Methyl ester
Ketone
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	2.52	ALOGPS
logP	2.38	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	19.67	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.53 m³·mol⁻¹	ChemAxon
Polarizability	25.75 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

17267194

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16109808

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Fei, D. -Q., et al. (2007). Fei, D. -Q., et al, J. Nat. Prod. 70, 241 (2007) . J. Nat. Prod..

Showing NP-Card for 2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid (NP0032684)

MOL for NP0032684 (2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid)

3D MOL for NP0032684 (2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid)

3D SDF for NP0032684 (2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid)

3D-SDF for NP0032684 (2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid)

PDB for NP0032684 (2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid)

3D PDB for NP0032684 (2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid)

SMILES for NP0032684 (2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid)

INCHI for NP0032684 (2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid)

Structure for NP0032684 (2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid)

3D Structure for NP0032684 (2-acetyl-3abeta-methyl-3a,6,7,7abeta-tetrahydro-1H-inden-4-oic acid)