NP-MRD: Showing NP-Card for flakinin A (NP0029871)

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Record Information

Version

2.0

Created at

2021-06-19 21:23:02 UTC

Updated at

2021-06-29 23:57:30 UTC

NP-MRD ID

NP0029871

Secondary Accession Numbers

None

Natural Product Identification

Common Name

flakinin A

Provided By

JEOL Database JEOL Logo

Description

Flakinin a belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Thus, flakinin a is considered to be an isoprenoid. flakinin A is found in Dendrobium nobile and Dendrobium Snowflake `Red Star'. flakinin A was first documented in 2000 (Morita,H., et al.). Based on a literature review very few articles have been published on Flakinin a.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306192123233D          

 40 43  0  0  0  0            999 V2000
    1.3460   -2.9636   -0.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -2.7677    0.2976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1114   -4.0890    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -1.5881    1.3057 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6088   -1.7745    2.2365 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1760   -1.9968    3.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801   -2.7395    4.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9497   -1.2747    4.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9996   -0.6218    3.8165 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0766    0.8353    4.2506 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0913    1.5570    3.3472 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6454    1.4013    3.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1780    1.6572    4.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820    0.9298    2.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7352    0.9333    1.5135 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3675   -0.2251    0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9364    0.0092    0.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570    0.8191    2.0150 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1488    1.4822    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -0.6270    2.3432 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5141   -2.0732   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2816   -3.2063   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -3.7868   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -2.5411   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492   -4.4461    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728   -4.8696    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589   -3.9786    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220   -1.6078    1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721   -2.6796    1.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -1.1563    4.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382    0.9654    5.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    1.2205    4.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033    2.6283    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425    1.8879    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0560   -0.2216   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5510    0.0983    0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.5237    0.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788    0.9554    0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    1.4848    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913   -0.8692    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16  4  1  0  0  0  0
 12 13  2  0  0  0  0
  4  5  1  0  0  0  0
 15 34  1  6  0  0  0
 20  9  1  0  0  0  0
 11 33  1  6  0  0  0
  9 10  1  0  0  0  0
 18 19  1  6  0  0  0
 10 11  1  0  0  0  0
 20 40  1  6  0  0  0
 11 18  1  0  0  0  0
  4  2  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
  5 20  1  0  0  0  0
  9  8  1  0  0  0  0
 18 20  1  0  0  0  0
  5  6  1  0  0  0  0
  8  6  1  0  0  0  0
 15 16  1  0  0  0  0
  6  7  2  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
 16 35  1  6  0  0  0
  4 28  1  1  0  0  0
  5 29  1  6  0  0  0
  9 30  1  6  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
 19 39  1  0  0  0  0
  2 24  1  6  0  0  0
 17 36  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
M  END

     RDKit          3D

 40 43  0  0  0  0  0  0  0  0999 V2000
    1.3460   -2.9636   -0.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -2.7677    0.2976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1114   -4.0890    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -1.5881    1.3057 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6088   -1.7745    2.2365 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1760   -1.9968    3.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801   -2.7395    4.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9497   -1.2747    4.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9996   -0.6218    3.8165 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0766    0.8353    4.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0913    1.5570    3.3472 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6454    1.4013    3.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1780    1.6572    4.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820    0.9298    2.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7352    0.9333    1.5135 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3675   -0.2251    0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9364    0.0092    0.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570    0.8191    2.0150 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1488    1.4822    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -0.6270    2.3432 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5141   -2.0732   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2816   -3.2063   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -3.7868   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -2.5411   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492   -4.4461    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728   -4.8696    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589   -3.9786    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220   -1.6078    1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721   -2.6796    1.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -1.1563    4.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382    0.9654    5.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    1.2205    4.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033    2.6283    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425    1.8879    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0560   -0.2216   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5510    0.0983    0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.5237    0.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788    0.9554    0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    1.4848    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913   -0.8692    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0
 14 15  1  0
 16  4  1  0
 12 13  2  0
  4  5  1  0
 15 34  1  6
 20  9  1  0
 11 33  1  6
  9 10  1  0
 18 19  1  6
 10 11  1  0
 20 40  1  6
 11 18  1  0
  4  2  1  0
 15 18  1  0
 16 17  1  0
  5 20  1  0
  9  8  1  0
 18 20  1  0
  5  6  1  0
  8  6  1  0
 15 16  1  0
  6  7  2  0
  2  1  1  0
 11 12  1  0
  2  3  1  0
 16 35  1  6
  4 28  1  1
  5 29  1  6
  9 30  1  6
 10 31  1  0
 10 32  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
  2 24  1  6
 17 36  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
M  END

  Mrv1652306192123233D          

 40 43  0  0  0  0            999 V2000
    1.3460   -2.9636   -0.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -2.7677    0.2976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1114   -4.0890    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -1.5881    1.3057 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6088   -1.7745    2.2365 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1760   -1.9968    3.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801   -2.7395    4.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9497   -1.2747    4.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9996   -0.6218    3.8165 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0766    0.8353    4.2506 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0913    1.5570    3.3472 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6454    1.4013    3.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1780    1.6572    4.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820    0.9298    2.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7352    0.9333    1.5135 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3675   -0.2251    0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9364    0.0092    0.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570    0.8191    2.0150 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1488    1.4822    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -0.6270    2.3432 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5141   -2.0732   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2816   -3.2063   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -3.7868   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -2.5411   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492   -4.4461    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728   -4.8696    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589   -3.9786    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220   -1.6078    1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721   -2.6796    1.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -1.1563    4.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382    0.9654    5.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    1.2205    4.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033    2.6283    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425    1.8879    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0560   -0.2216   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5510    0.0983    0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.5237    0.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788    0.9554    0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    1.4848    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913   -0.8692    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16  4  1  0  0  0  0
 12 13  2  0  0  0  0
  4  5  1  0  0  0  0
 15 34  1  6  0  0  0
 20  9  1  0  0  0  0
 11 33  1  6  0  0  0
  9 10  1  0  0  0  0
 18 19  1  6  0  0  0
 10 11  1  0  0  0  0
 20 40  1  6  0  0  0
 11 18  1  0  0  0  0
  4  2  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
  5 20  1  0  0  0  0
  9  8  1  0  0  0  0
 18 20  1  0  0  0  0
  5  6  1  0  0  0  0
  8  6  1  0  0  0  0
 15 16  1  0  0  0  0
  6  7  2  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
 16 35  1  6  0  0  0
  4 28  1  1  0  0  0
  5 29  1  6  0  0  0
  9 30  1  6  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
 19 39  1  0  0  0  0
  2 24  1  6  0  0  0
 17 36  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029871

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@@]2([H])OC(=O)[C@@]3([H])C([H])([H])[C@@]4([H])OC(=O)[C@]([H])([C@@]4([H])[C@@]23C([H])([H])[H])[C@]1([H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O5/c1-5(2)8-9-10-7(19-14(9)18)4-6-13(17)20-12(11(8)16)15(6,10)3/h5-12,16H,4H2,1-3H3/t6-,7-,8+,9+,10+,11-,12-,15+/m1/s1

> <INCHI_KEY>
ARTRGGOHXKOVOA-MPGIMBTLSA-N

> <FORMULA>
C15H20O5

> <MOLECULAR_WEIGHT>
280.32

> <EXACT_MASS>
280.131073744

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
27.792921146740625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4S,5S,6R,7S,10S,11R,12S)-6-hydroxy-11-methyl-5-(propan-2-yl)-2,8-dioxatetracyclo[8.2.1.0^{4,12}.0^{7,11}]tridecane-3,9-dione

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
0.7788524576666673

> <ALOGPS_LOGS>
-1.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.874426073302867

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2911260355373253

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
67.56320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4S,5S,6R,7S,10S,11R,12S)-6-hydroxy-5-isopropyl-11-methyl-2,8-dioxatetracyclo[8.2.1.0^{4,12}.0^{7,11}]tridecane-3,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 43  0  0  0  0  0  0  0  0999 V2000
    1.3460   -2.9636   -0.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -2.7677    0.2976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1114   -4.0890    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -1.5881    1.3057 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6088   -1.7745    2.2365 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1760   -1.9968    3.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801   -2.7395    4.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9497   -1.2747    4.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9996   -0.6218    3.8165 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0766    0.8353    4.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0913    1.5570    3.3472 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6454    1.4013    3.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1780    1.6572    4.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820    0.9298    2.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7352    0.9333    1.5135 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3675   -0.2251    0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9364    0.0092    0.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570    0.8191    2.0150 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1488    1.4822    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -0.6270    2.3432 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5141   -2.0732   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2816   -3.2063   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -3.7868   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -2.5411   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492   -4.4461    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728   -4.8696    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589   -3.9786    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220   -1.6078    1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721   -2.6796    1.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -1.1563    4.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382    0.9654    5.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    1.2205    4.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033    2.6283    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425    1.8879    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0560   -0.2216   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5510    0.0983    0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.5237    0.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788    0.9554    0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    1.4848    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913   -0.8692    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0
 14 15  1  0
 16  4  1  0
 12 13  2  0
  4  5  1  0
 15 34  1  6
 20  9  1  0
 11 33  1  6
  9 10  1  0
 18 19  1  6
 10 11  1  0
 20 40  1  6
 11 18  1  0
  4  2  1  0
 15 18  1  0
 16 17  1  0
  5 20  1  0
  9  8  1  0
 18 20  1  0
  5  6  1  0
  8  6  1  0
 15 16  1  0
  6  7  2  0
  2  1  1  0
 11 12  1  0
  2  3  1  0
 16 35  1  6
  4 28  1  1
  5 29  1  6
  9 30  1  6
 10 31  1  0
 10 32  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
  2 24  1  6
 17 36  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       1.346  -2.964  -0.682  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.184  -2.768   0.298  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.111  -4.089   1.018  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.388  -1.588   1.306  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.609  -1.775   2.236  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.176  -1.997   3.669  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.280  -2.740   4.035  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.950  -1.275   4.520  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.000  -0.622   3.817  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.077   0.835   4.251  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.091   1.557   3.347  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.645   1.401   3.749  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.178   1.657   4.845  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.082   0.930   2.692  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.735   0.933   1.514  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.368  -0.225   0.589  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.936   0.009   0.052  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.157   0.819   2.015  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.149   1.482   1.050  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.612  -0.627   2.343  0.00  0.00           C+0
HETATM   21  H   UNK     0       1.514  -2.073  -1.294  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.282  -3.206  -0.170  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.127  -3.787  -1.372  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.707  -2.541  -0.304  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.749  -4.446   1.592  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.373  -4.870   0.295  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.959  -3.979   1.702  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.522  -1.608   1.925  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.172  -2.680   1.981  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.934  -1.156   4.019  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.838   0.965   5.311  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.086   1.220   4.065  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.303   2.628   3.264  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.543   1.888   1.007  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.056  -0.222  -0.261  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.551   0.098   0.806  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.874   2.524   0.849  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.179   0.955   0.090  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.164   1.485   1.462  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.491  -0.869   1.732  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    4    1    3   24                                             
CONECT    3    2   25   26   27                                             
CONECT    4   16    5    2   28                                             
CONECT    5    4   20    6   29                                             
CONECT    6    5    8    7                                                  
CONECT    7    6                                                            
CONECT    8    9    6                                                       
CONECT    9   20   10    8   30                                             
CONECT   10    9   11   31   32                                             
CONECT   11   33   10   18   12                                             
CONECT   12   14   13   11                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   34   18   16                                             
CONECT   16    4   17   15   35                                             
CONECT   17   16   36                                                       
CONECT   18   19   11   15   20                                             
CONECT   19   18   37   38   39                                             
CONECT   20    9   40    5   18                                             
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    5                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   19                                                            
CONECT   38   19                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

RDKit          3D

40 43  0  0  0  0  0  0  0  0999 V2000
    1.3460   -2.9636   -0.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -2.7677    0.2976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1114   -4.0890    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -1.5881    1.3057 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6088   -1.7745    2.2365 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1760   -1.9968    3.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801   -2.7395    4.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9497   -1.2747    4.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9996   -0.6218    3.8165 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0766    0.8353    4.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0913    1.5570    3.3472 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6454    1.4013    3.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1780    1.6572    4.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820    0.9298    2.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7352    0.9333    1.5135 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3675   -0.2251    0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9364    0.0092    0.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570    0.8191    2.0150 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1488    1.4822    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -0.6270    2.3432 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5141   -2.0732   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2816   -3.2063   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -3.7868   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -2.5411   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492   -4.4461    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728   -4.8696    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589   -3.9786    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220   -1.6078    1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721   -2.6796    1.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -1.1563    4.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382    0.9654    5.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    1.2205    4.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033    2.6283    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5425    1.8879    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0560   -0.2216   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5510    0.0983    0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.5237    0.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788    0.9554    0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    1.4848    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913   -0.8692    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 14  1  0
 14 15  1  0
 16  4  1  0
 12 13  2  0
  4  5  1  0
 15 34  1  6
 20  9  1  0
 11 33  1  6
  9 10  1  0
 18 19  1  6
 10 11  1  0
 20 40  1  6
 11 18  1  0
  4  2  1  0
 15 18  1  0
 16 17  1  0
  5 20  1  0
  9  8  1  0
 18 20  1  0
  5  6  1  0
  8  6  1  0
 15 16  1  0
  6  7  2  0
  2  1  1  0
 11 12  1  0
  2  3  1  0
 16 35  1  6
  4 28  1  1
  5 29  1  6
  9 30  1  6
 10 31  1  0
 10 32  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
  2 24  1  6
 17 36  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₅

Average Mass

280.3200 Da

Monoisotopic Mass

280.13107 Da

IUPAC Name

(1R,4S,5S,6R,7S,10S,11R,12S)-6-hydroxy-11-methyl-5-(propan-2-yl)-2,8-dioxatetracyclo[8.2.1.0^{4,12}.0^{7,11}]tridecane-3,9-dione

Traditional Name

(1R,4S,5S,6R,7S,10S,11R,12S)-6-hydroxy-5-isopropyl-11-methyl-2,8-dioxatetracyclo[8.2.1.0^{4,12}.0^{7,11}]tridecane-3,9-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])[C@@]2([H])OC(=O)[C@@]3([H])C([H])([H])[C@@]4([H])OC(=O)[C@]([H])([C@@]4([H])[C@@]23C([H])([H])[H])[C@]1([H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H20O5/c1-5(2)8-9-10-7(19-14(9)18)4-6-13(17)20-12(11(8)16)15(6,10)3/h5-12,16H,4H2,1-3H3/t6-,7-,8+,9+,10+,11-,12-,15+/m1/s1

InChI Key

ARTRGGOHXKOVOA-MPGIMBTLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃-CD₃OD (9:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃-CD₃OD (9:1), 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
Dendrobium nobile	LOTUS Database	35616633
Dendrobium Snowflake `Red Star'	JEOL database	Morita,H., et al, Tetrahedron 56, 5801 (2000)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Dicarboxylic acid or derivatives
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Picrotoxane sesquiterpenoids (LMPR0103540002 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.06	ALOGPS
logP	0.78	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.56 m³·mol⁻¹	ChemAxon
Polarizability	27.79 Å³	ChemAxon
Number of Rings	4	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

8764185

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Morita,H., et al. (2000). Morita,H., et al, Tetrahedron 56, 5801 (2000). Tetrahedron.

Showing NP-Card for flakinin A (NP0029871)

MOL for NP0029871 (flakinin A)

3D MOL for NP0029871 (flakinin A)

3D SDF for NP0029871 (flakinin A)

3D-SDF for NP0029871 (flakinin A)

PDB for NP0029871 (flakinin A)

3D PDB for NP0029871 (flakinin A)

SMILES for NP0029871 (flakinin A)

INCHI for NP0029871 (flakinin A)

Structure for NP0029871 (flakinin A)

3D Structure for NP0029871 (flakinin A)