NP-MRD: Showing NP-Card for flexilarin E (NP0038559)

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Record Information

Version

2.0

Created at

2021-06-20 21:13:06 UTC

Updated at

2021-06-30 00:11:24 UTC

NP-MRD ID

NP0038559

Secondary Accession Numbers

None

Natural Product Identification

Common Name

flexilarin E

Provided By

JEOL Database JEOL Logo

Description

(1R,3S,5S,7Z,9S,12R,13R)-9-hydroxy-5,9,13-trimethyl-16-methylidene-15-oxo-4,14-dioxatricyclo[11.3.2.0³,⁵]Octadec-7-en-12-yl acetate belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. flexilarin E is found in Sinularia flexibilis and Sinularia querciformis. flexilarin E was first documented in 2009 (Lin, Y.-S., et al.). Based on a literature review very few articles have been published on (1R,3S,5S,7Z,9S,12R,13R)-9-hydroxy-5,9,13-trimethyl-16-methylidene-15-oxo-4,14-dioxatricyclo[11.3.2.0³,⁵]Octadec-7-en-12-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123133D          

 60 62  0  0  0  0            999 V2000
    0.5058    0.5752    4.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    0.1893    2.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5801   -0.9740    2.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.4911    3.3703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058   -1.3240    1.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -2.1303    0.6929 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3550   -3.5419    1.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8848   -1.5609    1.0680 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0961   -0.0348    1.0132 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9388    0.8346    1.5485 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3693    2.3110    1.7224 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5691    2.9861    0.3951 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1578    4.3575    0.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4145    3.4489   -0.4920 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0189    3.3026   -0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641    3.6057   -1.9742 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9488    2.3042   -2.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0221    1.5315   -3.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2806    0.1932   -3.9377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4293    0.1345   -5.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6819    0.0448   -4.1851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626   -0.9993   -3.0579 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4271   -0.9549   -1.6355 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2567   -2.2671   -0.8558 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2125   -3.2093   -1.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -4.2745   -2.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8462   -5.1245   -2.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4642   -4.5168   -2.2768 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141    0.0599    4.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1437    1.4096    4.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366   -4.2216    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -3.5062    2.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6227   -3.9782    1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630   -2.0478    0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1086   -1.8599    2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3275    0.2668   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0080    0.1854    1.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535    0.8618    0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    2.8569    2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3040    2.3728    2.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    2.7331   -0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218    2.3471   -0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503    3.3481    1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6259    4.1055   -0.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1938    4.1030   -2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171    4.2748   -2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9879    1.9806   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0190    1.8512   -3.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954    0.9473   -5.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926   -0.8000   -5.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4312   -5.4960   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4755   -4.5437   -3.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0  0  0  0
 24  6  1  0  0  0  0
  9 10  1  0  0  0  0
 10  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  5  1  0  0  0  0
 23 22  1  0  0  0  0
  6  5  1  0  0  0  0
 14 12  1  0  0  0  0
  3  4  2  0  0  0  0
 18 17  2  0  0  0  0
  2  1  2  3  0  0  0
 16 14  1  0  0  0  0
 22 19  1  0  0  0  0
 14 15  1  6  0  0  0
 17 16  1  0  0  0  0
 19 20  1  0  0  0  0
 19 18  1  0  0  0  0
 19 21  1  6  0  0  0
  6  7  1  1  0  0  0
 24 25  1  0  0  0  0
 12 13  1  0  0  0  0
  8  6  1  0  0  0  0
 14 13  1  0  0  0  0
 10 38  1  6  0  0  0
 12 41  1  6  0  0  0
  8  9  1  0  0  0  0
 25 26  1  0  0  0  0
 12 11  1  0  0  0  0
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 27 60  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
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    0.4875   -2.1303    0.6929 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3550   -3.5419    1.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8848   -1.5609    1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0961   -0.0348    1.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3693    2.3110    1.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.9861    0.3951 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1578    4.3575    0.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4145    3.4489   -0.4920 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306202123133D          

 60 62  0  0  0  0            999 V2000
    0.5058    0.5752    4.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    0.1893    2.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3693    2.3110    1.7224 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.1578    4.3575    0.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1626   -0.9993   -3.0579 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4271   -0.9549   -1.6355 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2567   -2.2671   -0.8558 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2125   -3.2093   -1.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -4.2745   -2.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8462   -5.1245   -2.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4642   -4.5168   -2.2768 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141    0.0599    4.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1437    1.4096    4.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366   -4.2216    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -3.5062    2.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6227   -3.9782    1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630   -2.0478    0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1086   -1.8599    2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3275    0.2668   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0080    0.1854    1.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535    0.8618    0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    2.8569    2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3040    2.3728    2.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    2.7331   -0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218    2.3471   -0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503    3.3481    1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6259    4.1055   -0.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1938    4.1030   -2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171    4.2748   -2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9879    1.9806   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0190    1.8512   -3.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954    0.9473   -5.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926   -0.8000   -5.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    0.2049   -5.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9447    0.7811   -4.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -1.9265   -3.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2571   -1.0323   -2.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4950   -0.7301   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666   -0.1428   -1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7768   -2.6082   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4411   -5.9809   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4312   -5.4960   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4755   -4.5437   -3.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0  0  0  0
 24  6  1  0  0  0  0
  9 10  1  0  0  0  0
 10  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  5  1  0  0  0  0
 23 22  1  0  0  0  0
  6  5  1  0  0  0  0
 14 12  1  0  0  0  0
  3  4  2  0  0  0  0
 18 17  2  0  0  0  0
  2  1  2  3  0  0  0
 16 14  1  0  0  0  0
 22 19  1  0  0  0  0
 14 15  1  6  0  0  0
 17 16  1  0  0  0  0
 19 20  1  0  0  0  0
 19 18  1  0  0  0  0
 19 21  1  6  0  0  0
  6  7  1  1  0  0  0
 24 25  1  0  0  0  0
 12 13  1  0  0  0  0
  8  6  1  0  0  0  0
 14 13  1  0  0  0  0
 10 38  1  6  0  0  0
 12 41  1  6  0  0  0
  8  9  1  0  0  0  0
 25 26  1  0  0  0  0
 12 11  1  0  0  0  0
 26 27  1  0  0  0  0
 10 11  1  0  0  0  0
 26 28  2  0  0  0  0
 24 57  1  1  0  0  0
 23 55  1  0  0  0  0
 23 56  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 18 48  1  0  0  0  0
 17 47  1  0  0  0  0
 16 45  1  0  0  0  0
 16 46  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 15 44  1  0  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 20 51  1  0  0  0  0
 21 52  1  0  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038559

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1(\C([H])=C([H])\C([H])([H])[C@@]2(O[C@@]2([H])C([H])([H])[C@]2([H])C(=C([H])[H])C(=O)O[C@](C([H])([H])[H])(C([H])([H])C2([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])C1([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O6/c1-14-16-7-12-22(5,28-19(14)24)17(26-15(2)23)8-11-20(3,25)9-6-10-21(4)18(13-16)27-21/h6,9,16-18,25H,1,7-8,10-13H2,2-5H3/b9-6+/t16-,17-,18+,20-,21+,22-/m1/s1

> <INCHI_KEY>
SXSOYTHMKCYVOO-KNDSDOTKSA-N

> <FORMULA>
C22H32O6

> <MOLECULAR_WEIGHT>
392.492

> <EXACT_MASS>
392.21988875

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
42.20732822582671

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,5S,7E,9S,12R,13R)-9-hydroxy-5,9,13-trimethyl-16-methylidene-15-oxo-4,14-dioxatricyclo[11.3.2.0^{3,5}]octadec-7-en-12-yl acetate

> <ALOGPS_LOGP>
3.12

> <JCHEM_LOGP>
2.9130014096666663

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.689550220937594

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9345907333618957

> <JCHEM_POLAR_SURFACE_AREA>
85.36000000000001

> <JCHEM_REFRACTIVITY>
104.36479999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,5S,7E,9S,12R,13R)-9-hydroxy-5,9,13-trimethyl-16-methylidene-15-oxo-4,14-dioxatricyclo[11.3.2.0^{3,5}]octadec-7-en-12-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    0.5058    0.5752    4.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    0.1893    2.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5801   -0.9740    2.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.4911    3.3703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058   -1.3240    1.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -2.1303    0.6929 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3550   -3.5419    1.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8848   -1.5609    1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0961   -0.0348    1.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388    0.8346    1.5485 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3693    2.3110    1.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.9861    0.3951 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1578    4.3575    0.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4145    3.4489   -0.4920 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0189    3.3026   -0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641    3.6057   -1.9742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9488    2.3042   -2.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0221    1.5315   -3.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2806    0.1932   -3.9377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4293    0.1345   -5.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6819    0.0448   -4.1851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626   -0.9993   -3.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271   -0.9549   -1.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2567   -2.2671   -0.8558 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2125   -3.2093   -1.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -4.2745   -2.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8462   -5.1245   -2.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4642   -4.5168   -2.2768 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141    0.0599    4.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1437    1.4096    4.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366   -4.2216    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -3.5062    2.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6227   -3.9782    1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630   -2.0478    0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1086   -1.8599    2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3275    0.2668   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0080    0.1854    1.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535    0.8618    0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    2.8569    2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3040    2.3728    2.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    2.7331   -0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218    2.3471   -0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503    3.3481    1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6259    4.1055   -0.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1938    4.1030   -2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171    4.2748   -2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9879    1.9806   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0190    1.8512   -3.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954    0.9473   -5.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926   -0.8000   -5.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    0.2049   -5.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9447    0.7811   -4.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -1.9265   -3.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2571   -1.0323   -2.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4950   -0.7301   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666   -0.1428   -1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7768   -2.6082   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4411   -5.9809   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4312   -5.4960   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4755   -4.5437   -3.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 24  6  1  0
  9 10  1  0
 10  2  1  0
  2  3  1  0
  3  5  1  0
 23 22  1  0
  6  5  1  0
 14 12  1  0
  3  4  2  0
 18 17  2  0
  2  1  2  3
 16 14  1  0
 22 19  1  0
 14 15  1  6
 17 16  1  0
 19 20  1  0
 19 18  1  0
 19 21  1  6
  6  7  1  1
 24 25  1  0
 12 13  1  0
  8  6  1  0
 14 13  1  0
 10 38  1  6
 12 41  1  6
  8  9  1  0
 25 26  1  0
 12 11  1  0
 26 27  1  0
 10 11  1  0
 26 28  2  0
 24 57  1  1
 23 55  1  0
 23 56  1  0
 22 53  1  0
 22 54  1  0
 11 39  1  0
 11 40  1  0
 18 48  1  0
 17 47  1  0
 16 45  1  0
 16 46  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  1 29  1  0
  1 30  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.506   0.575   4.046  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.327   0.189   2.772  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.580  -0.974   2.523  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.291  -1.491   3.370  0.00  0.00           O+0
HETATM    5  O   UNK     0      -0.606  -1.324   1.212  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.488  -2.130   0.693  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.355  -3.542   1.314  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.885  -1.561   1.068  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.096  -0.035   1.013  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.939   0.835   1.549  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.369   2.311   1.722  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.569   2.986   0.395  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.158   4.357   0.340  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.415   3.449  -0.492  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.019   3.303  -0.075  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.664   3.606  -1.974  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.949   2.304  -2.675  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.022   1.532  -3.271  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.281   0.193  -3.938  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.429   0.135  -5.295  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.682   0.045  -4.185  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.163  -0.999  -3.058  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.427  -0.955  -1.636  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.257  -2.267  -0.856  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.212  -3.209  -1.399  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.718  -4.274  -2.085  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.846  -5.125  -2.583  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.464  -4.517  -2.277  0.00  0.00           O+0
HETATM   29  H   UNK     0       0.014   0.060   4.869  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.144   1.410   4.316  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.137  -4.222   0.960  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.420  -3.506   2.407  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.623  -3.978   1.079  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.663  -2.048   0.467  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.109  -1.860   2.103  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.328   0.267  -0.013  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.008   0.185   1.585  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.154   0.862   0.786  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.618   2.857   2.305  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.304   2.373   2.293  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.516   2.733  -0.065  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.422   2.347  -0.425  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.150   3.348   1.010  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.626   4.106  -0.506  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.194   4.103  -2.444  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.517   4.275  -2.146  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.988   1.981  -2.653  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.019   1.851  -3.247  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.095   0.947  -5.951  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.193  -0.800  -5.817  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.517   0.205  -5.189  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.945   0.781  -4.764  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.158  -1.927  -3.548  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.257  -1.032  -2.984  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.495  -0.730  -1.719  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.067  -0.143  -1.098  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.777  -2.608  -1.003  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.441  -5.981  -3.130  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.431  -5.496  -1.738  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.475  -4.544  -3.262  0.00  0.00           H+0
CONECT    1    2   29   30                                                  
CONECT    2   10    3    1                                                  
CONECT    3    2    5    4                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6   24    5    7    8                                             
CONECT    7    6   31   32   33                                             
CONECT    8    6    9   34   35                                             
CONECT    9   10    8   36   37                                             
CONECT   10    9    2   38   11                                             
CONECT   11   12   10   39   40                                             
CONECT   12   14   13   41   11                                             
CONECT   13   12   14                                                       
CONECT   14   12   16   15   13                                             
CONECT   15   14   42   43   44                                             
CONECT   16   14   17   45   46                                             
CONECT   17   18   16   47                                                  
CONECT   18   17   19   48                                                  
CONECT   19   22   20   18   21                                             
CONECT   20   19   49   50   51                                             
CONECT   21   19   52                                                       
CONECT   22   23   19   53   54                                             
CONECT   23   24   22   55   56                                             
CONECT   24   23    6   25   57                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26   58   59   60                                             
CONECT   28   26                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    7                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   11                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   15                                                            
CONECT   43   15                                                            
CONECT   44   15                                                            
CONECT   45   16                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   20                                                            
CONECT   50   20                                                            
CONECT   51   20                                                            
CONECT   52   21                                                            
CONECT   53   22                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   23                                                            
CONECT   57   24                                                            
CONECT   58   27                                                            
CONECT   59   27                                                            
CONECT   60   27                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

RDKit          3D

60 62  0  0  0  0  0  0  0  0999 V2000
    0.5058    0.5752    4.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    0.1893    2.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5801   -0.9740    2.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.4911    3.3703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058   -1.3240    1.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -2.1303    0.6929 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3550   -3.5419    1.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8848   -1.5609    1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0961   -0.0348    1.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388    0.8346    1.5485 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3693    2.3110    1.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.9861    0.3951 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1578    4.3575    0.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4145    3.4489   -0.4920 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0189    3.3026   -0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641    3.6057   -1.9742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9488    2.3042   -2.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0221    1.5315   -3.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2806    0.1932   -3.9377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4293    0.1345   -5.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6819    0.0448   -4.1851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626   -0.9993   -3.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271   -0.9549   -1.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2567   -2.2671   -0.8558 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2125   -3.2093   -1.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -4.2745   -2.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8462   -5.1245   -2.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4642   -4.5168   -2.2768 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141    0.0599    4.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1437    1.4096    4.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366   -4.2216    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -3.5062    2.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6227   -3.9782    1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630   -2.0478    0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1086   -1.8599    2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3275    0.2668   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0080    0.1854    1.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535    0.8618    0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    2.8569    2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3040    2.3728    2.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    2.7331   -0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218    2.3471   -0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503    3.3481    1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6259    4.1055   -0.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1938    4.1030   -2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171    4.2748   -2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9879    1.9806   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0190    1.8512   -3.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0954    0.9473   -5.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926   -0.8000   -5.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    0.2049   -5.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9447    0.7811   -4.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -1.9265   -3.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2571   -1.0323   -2.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4950   -0.7301   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666   -0.1428   -1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7768   -2.6082   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4411   -5.9809   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4312   -5.4960   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4755   -4.5437   -3.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 24  6  1  0
  9 10  1  0
 10  2  1  0
  2  3  1  0
  3  5  1  0
 23 22  1  0
  6  5  1  0
 14 12  1  0
  3  4  2  0
 18 17  2  0
  2  1  2  3
 16 14  1  0
 22 19  1  0
 14 15  1  6
 17 16  1  0
 19 20  1  0
 19 18  1  0
 19 21  1  6
  6  7  1  1
 24 25  1  0
 12 13  1  0
  8  6  1  0
 14 13  1  0
 10 38  1  6
 12 41  1  6
  8  9  1  0
 25 26  1  0
 12 11  1  0
 26 27  1  0
 10 11  1  0
 26 28  2  0
 24 57  1  1
 23 55  1  0
 23 56  1  0
 22 53  1  0
 22 54  1  0
 11 39  1  0
 11 40  1  0
 18 48  1  0
 17 47  1  0
 16 45  1  0
 16 46  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  1 29  1  0
  1 30  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(1R,3S,5S,7Z,9S,12R,13R)-9-Hydroxy-5,9,13-trimethyl-16-methylidene-15-oxo-4,14-dioxatricyclo[11.3.2.0,]octadec-7-en-12-yl acetic acid	Generator

Chemical Formula

C₂₂H₃₂O₆

Average Mass

392.4920 Da

Monoisotopic Mass

392.21989 Da

IUPAC Name

(1R,3S,5S,7E,9S,12R,13R)-9-hydroxy-5,9,13-trimethyl-16-methylidene-15-oxo-4,14-dioxatricyclo[11.3.2.0^{3,5}]octadec-7-en-12-yl acetate

Traditional Name

(1R,3S,5S,7E,9S,12R,13R)-9-hydroxy-5,9,13-trimethyl-16-methylidene-15-oxo-4,14-dioxatricyclo[11.3.2.0^{3,5}]octadec-7-en-12-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1(\C([H])=C([H])\C([H])([H])[C@@]2(O[C@@]2([H])C([H])([H])[C@]2([H])C(=C([H])[H])C(=O)O[C@](C([H])([H])[H])(C([H])([H])C2([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])C1([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C22H32O6/c1-14-16-7-12-22(5,28-19(14)24)17(26-15(2)23)8-11-20(3,25)9-6-10-21(4)18(13-16)27-21/h6,9,16-18,25H,1,7-8,10-13H2,2-5H3/b9-6+/t16-,17-,18+,20-,21+,22-/m1/s1

InChI Key

SXSOYTHMKCYVOO-KNDSDOTKSA-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
Sinularia flexibilis	JEOL database	Lin, Y.-S., et al, Tetrahedron 65, 9157 (2009)
Sinularia querciformis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Not Available

Direct Parent

Lactones

Alternative Parents

Substituents

Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.12	ALOGPS
logP	2.91	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.69	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.36 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.36 m³·mol⁻¹	ChemAxon
Polarizability	42.21 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

27024437

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44518136

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lin, Y.-S., et al. (2009). Lin, Y.-S., et al, Tetrahedron 65, 9157 (2009). Tetrahedron.

Showing NP-Card for flexilarin E (NP0038559)

MOL for NP0038559 (flexilarin E)

3D MOL for NP0038559 (flexilarin E)

3D SDF for NP0038559 (flexilarin E)

3D-SDF for NP0038559 (flexilarin E)

PDB for NP0038559 (flexilarin E)

3D PDB for NP0038559 (flexilarin E)

SMILES for NP0038559 (flexilarin E)

INCHI for NP0038559 (flexilarin E)

Structure for NP0038559 (flexilarin E)

3D Structure for NP0038559 (flexilarin E)