NP-MRD: Showing NP-Card for linderagalactone C (NP0034689)

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Record Information

Version

2.0

Created at

2021-06-20 18:20:51 UTC

Updated at

2021-06-30 00:05:15 UTC

NP-MRD ID

NP0034689

Secondary Accession Numbers

None

Natural Product Identification

Common Name

linderagalactone C

Provided By

JEOL Database JEOL Logo

Description

linderagalactone C is found in Lindera aggregata. linderagalactone C was first documented in 2009 (Gan, L. -S., et al.). 2-[(1S,2S,4R,8Z)-1,5,5-trimethyl-9-oxo-10-oxatricyclo[4.4.0.0²,⁴]Dec-6-en-8-ylidene]propanoic acid is a moderately acidic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120203D          

 37 39  0  0  0  0            999 V2000
    4.6066   -2.3694   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -1.5242    0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -1.1775    1.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9777   -0.6463    1.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4605   -1.6560    3.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647   -1.1339    0.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6987   -1.4975   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099   -1.5457    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -1.6628   -0.6412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1843   -3.1424   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -0.9773   -2.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329   -0.9741    0.1675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7905    0.4483    0.6601 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4281   -0.7088    1.5584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0063   -1.2294    1.6690 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0418   -2.4563    2.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8326   -0.2023    2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -0.1911    1.9828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059    0.6047    2.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2300   -3.1462    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -1.7507   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8865   -2.8875   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206   -1.3165    3.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -1.6749   -1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928   -3.2429   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774   -3.6750   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3756   -3.6596    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251   -0.9699   -2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3538    0.0659   -1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0643   -1.4900   -2.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -1.3648    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902    1.0718    0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6966    0.9986    0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -0.9020    2.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414   -3.2456    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2383   -2.1776    3.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504   -2.8795    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0  0  0  0
  7  8  2  0  0  0  0
  2  1  1  0  0  0  0
 15  8  1  0  0  0  0
 18 19  2  0  0  0  0
 15 17  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  1  0  0  0  0
 14 15  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
  6  2  2  0  0  0  0
 17 18  1  0  0  0  0
  2  3  1  0  0  0  0
 18  6  1  0  0  0  0
  9 10  1  6  0  0  0
  3  5  1  0  0  0  0
 15 16  1  1  0  0  0
  6  7  1  0  0  0  0
  9 11  1  0  0  0  0
  7 24  1  0  0  0  0
  5 23  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
 14 34  1  1  0  0  0
 12 31  1  1  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    4.6066   -2.3694   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -1.5242    0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -1.1775    1.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9777   -0.6463    1.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4605   -1.6560    3.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647   -1.1339    0.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6987   -1.4975   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099   -1.5457    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -1.6628   -0.6412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1843   -3.1424   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -0.9773   -2.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329   -0.9741    0.1675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7905    0.4483    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4281   -0.7088    1.5584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0063   -1.2294    1.6690 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0418   -2.4563    2.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8326   -0.2023    2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -0.1911    1.9828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059    0.6047    2.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2300   -3.1462    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -1.7507   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8865   -2.8875   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206   -1.3165    3.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -1.6749   -1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928   -3.2429   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774   -3.6750   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3756   -3.6596    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251   -0.9699   -2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3538    0.0659   -1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0643   -1.4900   -2.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -1.3648    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902    1.0718    0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6966    0.9986    0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -0.9020    2.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414   -3.2456    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2383   -2.1776    3.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504   -2.8795    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  7  8  2  0
  2  1  1  0
 15  8  1  0
 18 19  2  0
 15 17  1  0
  8  9  1  0
  9 12  1  0
 14 15  1  0
 12 14  1  0
 12 13  1  0
 14 13  1  0
  6  2  2  0
 17 18  1  0
  2  3  1  0
 18  6  1  0
  9 10  1  6
  3  5  1  0
 15 16  1  1
  6  7  1  0
  9 11  1  0
  7 24  1  0
  5 23  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 14 34  1  1
 12 31  1  1
 13 32  1  0
 13 33  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
M  END


  Mrv1652306202120203D          

 37 39  0  0  0  0            999 V2000
    4.6066   -2.3694   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -1.5242    0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -1.1775    1.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9777   -0.6463    1.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4605   -1.6560    3.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647   -1.1339    0.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6987   -1.4975   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099   -1.5457    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -1.6628   -0.6412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1843   -3.1424   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -0.9773   -2.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329   -0.9741    0.1675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7905    0.4483    0.6601 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4281   -0.7088    1.5584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0063   -1.2294    1.6690 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0418   -2.4563    2.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8326   -0.2023    2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -0.1911    1.9828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059    0.6047    2.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2300   -3.1462    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -1.7507   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8865   -2.8875   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206   -1.3165    3.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -1.6749   -1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928   -3.2429   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774   -3.6750   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3756   -3.6596    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251   -0.9699   -2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3538    0.0659   -1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0643   -1.4900   -2.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -1.3648    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902    1.0718    0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6966    0.9986    0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -0.9020    2.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414   -3.2456    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2383   -2.1776    3.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504   -2.8795    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0  0  0  0
  7  8  2  0  0  0  0
  2  1  1  0  0  0  0
 15  8  1  0  0  0  0
 18 19  2  0  0  0  0
 15 17  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  1  0  0  0  0
 14 15  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
  6  2  2  0  0  0  0
 17 18  1  0  0  0  0
  2  3  1  0  0  0  0
 18  6  1  0  0  0  0
  9 10  1  6  0  0  0
  3  5  1  0  0  0  0
 15 16  1  1  0  0  0
  6  7  1  0  0  0  0
  9 11  1  0  0  0  0
  7 24  1  0  0  0  0
  5 23  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
 14 34  1  1  0  0  0
 12 31  1  1  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034689

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(=C1\C([H])=C2[C@](OC1=O)(C([H])([H])[H])[C@@]1([H])C([H])([H])[C@@]1([H])C2(C([H])([H])[H])C([H])([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O4/c1-7(12(16)17)8-5-11-14(2,3)9-6-10(9)15(11,4)19-13(8)18/h5,9-10H,6H2,1-4H3,(H,16,17)/b8-7-/t9-,10+,15+/m1/s1

> <INCHI_KEY>
UGRZHFFMGZAMRB-OKLIMVKESA-N

> <FORMULA>
C15H18O4

> <MOLECULAR_WEIGHT>
262.305

> <EXACT_MASS>
262.12050906

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.412779365860064

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S,2S,4R,8Z)-1,5,5-trimethyl-9-oxo-10-oxatricyclo[4.4.0.0^{2,4}]dec-6-en-8-ylidene]propanoic acid

> <ALOGPS_LOGP>
2.61

> <JCHEM_LOGP>
2.224508650333333

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.675093809469351

> <JCHEM_PKA_STRONGEST_BASIC>
-6.999098584000324

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
69.62379999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1S,2S,4R,8Z)-1,5,5-trimethyl-9-oxo-10-oxatricyclo[4.4.0.0^{2,4}]dec-6-en-8-ylidene]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    4.6066   -2.3694   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -1.5242    0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -1.1775    1.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9777   -0.6463    1.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4605   -1.6560    3.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647   -1.1339    0.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6987   -1.4975   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099   -1.5457    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -1.6628   -0.6412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1843   -3.1424   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -0.9773   -2.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329   -0.9741    0.1675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7905    0.4483    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4281   -0.7088    1.5584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0063   -1.2294    1.6690 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0418   -2.4563    2.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8326   -0.2023    2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -0.1911    1.9828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059    0.6047    2.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2300   -3.1462    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -1.7507   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8865   -2.8875   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206   -1.3165    3.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -1.6749   -1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928   -3.2429   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774   -3.6750   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3756   -3.6596    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251   -0.9699   -2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3538    0.0659   -1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0643   -1.4900   -2.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -1.3648    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902    1.0718    0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6966    0.9986    0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -0.9020    2.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414   -3.2456    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2383   -2.1776    3.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504   -2.8795    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  7  8  2  0
  2  1  1  0
 15  8  1  0
 18 19  2  0
 15 17  1  0
  8  9  1  0
  9 12  1  0
 14 15  1  0
 12 14  1  0
 12 13  1  0
 14 13  1  0
  6  2  2  0
 17 18  1  0
  2  3  1  0
 18  6  1  0
  9 10  1  6
  3  5  1  0
 15 16  1  1
  6  7  1  0
  9 11  1  0
  7 24  1  0
  5 23  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 14 34  1  1
 12 31  1  1
 13 32  1  0
 13 33  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 11 28  1  0
 11 29  1  0
 11 30  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       4.607  -2.369  -0.190  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.958  -1.524   0.866  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.892  -1.178   1.956  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.978  -0.646   1.819  0.00  0.00           O+0
HETATM    5  O   UNK     0       4.460  -1.656   3.135  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.665  -1.134   0.911  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.699  -1.498  -0.110  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.410  -1.546   0.243  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.831  -1.663  -0.641  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.184  -3.142  -0.856  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.673  -0.977  -2.006  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.933  -0.974   0.168  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.791   0.448   0.660  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.428  -0.709   1.558  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.006  -1.229   1.669  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.042  -2.456   2.588  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.833  -0.202   2.222  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.173  -0.191   1.983  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.906   0.605   2.559  0.00  0.00           O+0
HETATM   20  H   UNK     0       5.230  -3.146   0.267  0.00  0.00           H+0
HETATM   21  H   UNK     0       5.245  -1.751  -0.829  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.886  -2.888  -0.829  0.00  0.00           H+0
HETATM   23  H   UNK     0       5.121  -1.317   3.775  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.019  -1.675  -1.130  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.093  -3.243  -1.462  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.377  -3.675  -1.373  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.376  -3.660   0.090  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.625  -0.970  -2.550  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.354   0.066  -1.901  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.064  -1.490  -2.634  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.930  -1.365   0.017  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.990   1.072   0.278  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.697   0.999   0.889  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.056  -0.902   2.416  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.641  -3.246   2.259  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.238  -2.178   3.611  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.050  -2.880   2.649  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    6    3                                                  
CONECT    3    4    2    5                                                  
CONECT    4    3                                                            
CONECT    5    3   23                                                       
CONECT    6    2   18    7                                                  
CONECT    7    8    6   24                                                  
CONECT    8    7   15    9                                                  
CONECT    9    8   12   10   11                                             
CONECT   10    9   25   26   27                                             
CONECT   11    9   28   29   30                                             
CONECT   12    9   14   13   31                                             
CONECT   13   12   14   32   33                                             
CONECT   14   15   12   13   34                                             
CONECT   15    8   17   14   16                                             
CONECT   16   15   35   36   37                                             
CONECT   17   15   18                                                       
CONECT   18   19   17    6                                                  
CONECT   19   18                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    5                                                            
CONECT   24    7                                                            
CONECT   25   10                                                            
CONECT   26   10                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   11                                                            
CONECT   30   11                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   13                                                            
CONECT   34   14                                                            
CONECT   35   16                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
    4.6066   -2.3694   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -1.5242    0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -1.1775    1.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9777   -0.6463    1.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4605   -1.6560    3.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647   -1.1339    0.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6987   -1.4975   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099   -1.5457    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -1.6628   -0.6412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1843   -3.1424   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -0.9773   -2.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329   -0.9741    0.1675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7905    0.4483    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4281   -0.7088    1.5584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0063   -1.2294    1.6690 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0418   -2.4563    2.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8326   -0.2023    2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -0.1911    1.9828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059    0.6047    2.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2300   -3.1462    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -1.7507   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8865   -2.8875   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206   -1.3165    3.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -1.6749   -1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928   -3.2429   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774   -3.6750   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3756   -3.6596    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251   -0.9699   -2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3538    0.0659   -1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0643   -1.4900   -2.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -1.3648    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902    1.0718    0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6966    0.9986    0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -0.9020    2.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414   -3.2456    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2383   -2.1776    3.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504   -2.8795    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  7  8  2  0
  2  1  1  0
 15  8  1  0
 18 19  2  0
 15 17  1  0
  8  9  1  0
  9 12  1  0
 14 15  1  0
 12 14  1  0
 12 13  1  0
 14 13  1  0
  6  2  2  0
 17 18  1  0
  2  3  1  0
 18  6  1  0
  9 10  1  6
  3  5  1  0
 15 16  1  1
  6  7  1  0
  9 11  1  0
  7 24  1  0
  5 23  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 14 34  1  1
 12 31  1  1
 13 32  1  0
 13 33  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
M  END

View in JSmol

Synonyms

Value	Source
2-[(1S,2S,4R,8Z)-1,5,5-Trimethyl-9-oxo-10-oxatricyclo[4.4.0.0,]dec-6-en-8-ylidene]propanoate	Generator

Chemical Formula

C₁₅H₁₈O₄

Average Mass

262.3050 Da

Monoisotopic Mass

262.12051 Da

IUPAC Name

2-[(1S,2S,4R,8Z)-1,5,5-trimethyl-9-oxo-10-oxatricyclo[4.4.0.0^{2,4}]dec-6-en-8-ylidene]propanoic acid

Traditional Name

2-[(1S,2S,4R,8Z)-1,5,5-trimethyl-9-oxo-10-oxatricyclo[4.4.0.0^{2,4}]dec-6-en-8-ylidene]propanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C(=C1\C([H])=C2[C@](OC1=O)(C([H])([H])[H])[C@@]1([H])C([H])([H])[C@@]1([H])C2(C([H])([H])[H])C([H])([H])[H])\C([H])([H])[H]

InChI Identifier

InChI=1S/C15H18O4/c1-7(12(16)17)8-5-11-14(2,3)9-6-10(9)15(11,4)19-13(8)18/h5,9-10H,6H2,1-4H3,(H,16,17)/b8-7-/t9-,10+,15+/m1/s1

InChI Key

UGRZHFFMGZAMRB-OKLIMVKESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lindera aggregata	JEOL database	Gan, L. -S., et al, J. Nat. Prod. 72, 1497 (2009)

Chemical Taxonomy

Classification

Not classified

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	2.61	ALOGPS
logP	2.22	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.62 m³·mol⁻¹	ChemAxon
Polarizability	27.41 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44254426

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gan, L. -S., et al. (2009). Gan, L. -S., et al, J. Nat. Prod. 72, 1497 (2009). J. Nat. Prod..

Showing NP-Card for linderagalactone C (NP0034689)

MOL for NP0034689 (linderagalactone C)

3D MOL for NP0034689 (linderagalactone C)

3D SDF for NP0034689 (linderagalactone C)

3D-SDF for NP0034689 (linderagalactone C)

PDB for NP0034689 (linderagalactone C)

3D PDB for NP0034689 (linderagalactone C)

SMILES for NP0034689 (linderagalactone C)

INCHI for NP0034689 (linderagalactone C)

Structure for NP0034689 (linderagalactone C)

3D Structure for NP0034689 (linderagalactone C)