NP-MRD: Showing NP-Card for Tanikolide (NP0001811)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-10-21 16:38:41 UTC

Updated at

2021-07-15 16:45:20 UTC

NP-MRD ID

NP0001811

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tanikolide

Provided By

NPAtlas

Description

Tanikolide is found in Bacterium and Lyngbya majuscula. Tanikolide was first documented in 1999 (PMID: 10514329). Based on a literature review very few articles have been published on Tanikolide (PMID: 19572575) (PMID: 20158242) (PMID: 34203787) (PMID: 33006283) (PMID: 32280900) (PMID: 27191198).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117443D          

 52 52  0  0  0  0            999 V2000
    5.6840    1.3781   -0.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9465    0.9218   -2.1789 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4973    0.6441   -2.0497 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1690   -0.4688   -1.1364 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5687   -0.3911    0.2789 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0787   -1.6433    1.0036 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6106   -1.7445    0.9191 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9886   -0.5004    1.5543 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5412   -0.7507    1.4064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2720    0.4013    1.9927 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7266    0.2806    1.9610 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4800    0.1477    0.7093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9706    0.0900    1.1722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2715    1.2512    1.8874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2672   -1.0473   -0.1403 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7695   -0.6892   -1.5539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9338    0.0974   -2.1735 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9965    1.3604   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684    2.3884   -1.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030    1.3099   -0.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0843    1.7646   -0.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3199    2.2793   -1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4292    0.6550   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4224   -0.0431   -2.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    1.6209   -3.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375    0.4139   -3.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092    1.5820   -1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5151   -1.4650   -1.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.5696   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857   -0.4276    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    0.5079    0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3387   -1.5088    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -2.5264    0.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562   -1.9189   -0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -2.6477    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.4044    2.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521    0.3845    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -0.8720    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -1.6584    1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723    0.4098    3.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8769    1.3905    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0307   -0.5577    2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618    1.1924    2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6169   -0.0737    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -0.7486    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9205    1.7798    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237   -1.8856    0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2894   -1.5010   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -1.6092   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9302    0.0040   -1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8595   -0.4707   -1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7661    0.3021   -3.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 12  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
  2 24  1  0  0  0  0
  2 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  0  0  0  0
  5 31  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
  7 34  1  0  0  0  0
  7 35  1  0  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
  9 38  1  0  0  0  0
  9 39  1  0  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 14 46  1  0  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
M  END

     RDKit          3D

 52 52  0  0  0  0  0  0  0  0999 V2000
    5.6840    1.3781   -0.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9465    0.9218   -2.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4973    0.6441   -2.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1690   -0.4688   -1.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5687   -0.3911    0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0787   -1.6433    1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106   -1.7445    0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9886   -0.5004    1.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5412   -0.7507    1.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2720    0.4013    1.9927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7266    0.2806    1.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800    0.1477    0.7093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9706    0.0900    1.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2715    1.2512    1.8874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2672   -1.0473   -0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695   -0.6892   -1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9338    0.0974   -2.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9965    1.3604   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684    2.3884   -1.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030    1.3099   -0.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0843    1.7646   -0.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3199    2.2793   -1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4292    0.6550   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4224   -0.0431   -2.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    1.6209   -3.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375    0.4139   -3.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092    1.5820   -1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5151   -1.4650   -1.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.5696   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857   -0.4276    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    0.5079    0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3387   -1.5088    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -2.5264    0.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562   -1.9189   -0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -2.6477    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.4044    2.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521    0.3845    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -0.8720    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -1.6584    1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723    0.4098    3.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8769    1.3905    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0307   -0.5577    2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618    1.1924    2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6169   -0.0737    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -0.7486    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9205    1.7798    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237   -1.8856    0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2894   -1.5010   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -1.6092   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9302    0.0040   -1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8595   -0.4707   -1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7661    0.3021   -3.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  1
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
M  END


  Mrv1652306242117443D          

 52 52  0  0  0  0            999 V2000
    5.6840    1.3781   -0.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9465    0.9218   -2.1789 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4973    0.6441   -2.0497 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1690   -0.4688   -1.1364 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5687   -0.3911    0.2789 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0787   -1.6433    1.0036 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6106   -1.7445    0.9191 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9886   -0.5004    1.5543 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5412   -0.7507    1.4064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2720    0.4013    1.9927 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7266    0.2806    1.9610 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4800    0.1477    0.7093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9706    0.0900    1.1722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2715    1.2512    1.8874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2672   -1.0473   -0.1403 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7695   -0.6892   -1.5539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9338    0.0974   -2.1735 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9965    1.3604   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684    2.3884   -1.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030    1.3099   -0.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0843    1.7646   -0.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3199    2.2793   -1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4292    0.6550   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4224   -0.0431   -2.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    1.6209   -3.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375    0.4139   -3.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092    1.5820   -1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5151   -1.4650   -1.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.5696   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857   -0.4276    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    0.5079    0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3387   -1.5088    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -2.5264    0.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562   -1.9189   -0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -2.6477    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.4044    2.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521    0.3845    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -0.8720    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -1.6584    1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723    0.4098    3.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8769    1.3905    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0307   -0.5577    2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618    1.1924    2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6169   -0.0737    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -0.7486    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9205    1.7798    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237   -1.8856    0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2894   -1.5010   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -1.6092   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9302    0.0040   -1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8595   -0.4707   -1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7661    0.3021   -3.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 12  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
  2 24  1  0  0  0  0
  2 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  0  0  0  0
  5 31  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
  7 34  1  0  0  0  0
  7 35  1  0  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
  9 38  1  0  0  0  0
  9 39  1  0  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 14 46  1  0  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001811

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H32O3/c1-2-3-4-5-6-7-8-9-10-13-17(15-18)14-11-12-16(19)20-17/h18H,2-15H2,1H3/t17-/m1/s1

> <INCHI_KEY>
NLAYXWYCDWDTBF-QGZVFWFLSA-N

> <FORMULA>
C17H32O3

> <MOLECULAR_WEIGHT>
284.44

> <EXACT_MASS>
284.23514489

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
34.2250164996641

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R)-6-(hydroxymethyl)-6-undecyloxan-2-one

> <ALOGPS_LOGP>
5.35

> <JCHEM_LOGP>
4.768002077

> <ALOGPS_LOGS>
-4.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.34376156962976

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0858386894439427

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
81.44279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-6-(hydroxymethyl)-6-undecyloxan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 52 52  0  0  0  0  0  0  0  0999 V2000
    5.6840    1.3781   -0.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9465    0.9218   -2.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4973    0.6441   -2.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1690   -0.4688   -1.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5687   -0.3911    0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0787   -1.6433    1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106   -1.7445    0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9886   -0.5004    1.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5412   -0.7507    1.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2720    0.4013    1.9927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7266    0.2806    1.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800    0.1477    0.7093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9706    0.0900    1.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2715    1.2512    1.8874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2672   -1.0473   -0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695   -0.6892   -1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9338    0.0974   -2.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9965    1.3604   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684    2.3884   -1.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030    1.3099   -0.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0843    1.7646   -0.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3199    2.2793   -1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4292    0.6550   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4224   -0.0431   -2.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    1.6209   -3.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375    0.4139   -3.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092    1.5820   -1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5151   -1.4650   -1.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.5696   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857   -0.4276    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    0.5079    0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3387   -1.5088    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -2.5264    0.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562   -1.9189   -0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -2.6477    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.4044    2.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521    0.3845    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -0.8720    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -1.6584    1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723    0.4098    3.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8769    1.3905    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0307   -0.5577    2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618    1.1924    2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6169   -0.0737    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -0.7486    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9205    1.7798    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237   -1.8856    0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2894   -1.5010   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -1.6092   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9302    0.0040   -1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8595   -0.4707   -1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7661    0.3021   -3.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  1
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       5.684   1.378  -0.974  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.947   0.922  -2.179  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.497   0.644  -2.050  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.169  -0.469  -1.136  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.569  -0.391   0.279  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.079  -1.643   1.004  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.611  -1.744   0.919  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.989  -0.500   1.554  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.541  -0.751   1.406  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.272   0.401   1.993  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.727   0.281   1.961  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.480   0.148   0.709  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.971   0.090   1.172  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.271   1.251   1.887  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.267  -1.047  -0.140  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.769  -0.689  -1.554  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.934   0.097  -2.174  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.997   1.360  -1.355  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.568   2.388  -1.819  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.403   1.310  -0.105  0.00  0.00           O+0
HETATM   21  H   UNK     0       5.084   1.765  -0.144  0.00  0.00           H+0
HETATM   22  H   UNK     0       6.320   2.279  -1.283  0.00  0.00           H+0
HETATM   23  H   UNK     0       6.429   0.655  -0.619  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.422  -0.043  -2.548  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.100   1.621  -3.059  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.138   0.414  -3.109  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.909   1.582  -1.798  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.515  -1.465  -1.536  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.039  -0.570  -1.162  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.686  -0.428   0.429  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.239   0.508   0.792  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.339  -1.509   2.094  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.625  -2.526   0.646  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.156  -1.919  -0.052  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.269  -2.648   1.540  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.258  -0.404   2.619  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.252   0.385   0.972  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.644  -0.872   0.310  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.734  -1.658   1.998  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.972   0.410   3.093  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.877   1.391   1.643  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.031  -0.558   2.644  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.162   1.192   2.491  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.617  -0.074   0.312  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.030  -0.749   1.899  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.920   1.780   1.364  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.724  -1.886   0.289  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.289  -1.501  -0.381  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.568  -1.609  -2.102  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.930   0.004  -1.513  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.859  -0.471  -1.998  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.766   0.302  -3.230  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3   24   25                                             
CONECT    3    2    4   26   27                                             
CONECT    4    3    5   28   29                                             
CONECT    5    4    6   30   31                                             
CONECT    6    5    7   32   33                                             
CONECT    7    6    8   34   35                                             
CONECT    8    7    9   36   37                                             
CONECT    9    8   10   38   39                                             
CONECT   10    9   11   40   41                                             
CONECT   11   10   12   42   43                                             
CONECT   12   11   13   15   20                                             
CONECT   13   12   14   44   45                                             
CONECT   14   13   46                                                       
CONECT   15   12   16   47   48                                             
CONECT   16   15   17   49   50                                             
CONECT   17   16   18   51   52                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   12                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    2                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
CONECT   31    5                                                            
CONECT   32    6                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    7                                                            
CONECT   36    8                                                            
CONECT   37    8                                                            
CONECT   38    9                                                            
CONECT   39    9                                                            
CONECT   40   10                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   11                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   15                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   17                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  104    0
END

RDKit          3D

52 52  0  0  0  0  0  0  0  0999 V2000
    5.6840    1.3781   -0.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9465    0.9218   -2.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4973    0.6441   -2.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1690   -0.4688   -1.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5687   -0.3911    0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0787   -1.6433    1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106   -1.7445    0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9886   -0.5004    1.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5412   -0.7507    1.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2720    0.4013    1.9927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7266    0.2806    1.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800    0.1477    0.7093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9706    0.0900    1.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2715    1.2512    1.8874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2672   -1.0473   -0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695   -0.6892   -1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9338    0.0974   -2.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9965    1.3604   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684    2.3884   -1.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030    1.3099   -0.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0843    1.7646   -0.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3199    2.2793   -1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4292    0.6550   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4224   -0.0431   -2.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    1.6209   -3.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375    0.4139   -3.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092    1.5820   -1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5151   -1.4650   -1.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.5696   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857   -0.4276    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    0.5079    0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3387   -1.5088    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -2.5264    0.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562   -1.9189   -0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -2.6477    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.4044    2.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521    0.3845    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -0.8720    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -1.6584    1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723    0.4098    3.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8769    1.3905    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0307   -0.5577    2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618    1.1924    2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6169   -0.0737    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -0.7486    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9205    1.7798    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237   -1.8856    0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2894   -1.5010   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -1.6092   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9302    0.0040   -1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8595   -0.4707   -1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7661    0.3021   -3.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  1
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₇H₃₂O₃

Average Mass

284.4400 Da

Monoisotopic Mass

284.23514 Da

IUPAC Name

(6R)-6-(hydroxymethyl)-6-undecyloxan-2-one

Traditional Name

(6R)-6-(hydroxymethyl)-6-undecyloxan-2-one

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCC[C@]1(CO)CCCC(=O)O1

InChI Identifier

InChI=1S/C17H32O3/c1-2-3-4-5-6-7-8-9-10-13-17(15-18)14-11-12-16(19)20-17/h18H,2-15H2,1H3/t17-/m1/s1

InChI Key

NLAYXWYCDWDTBF-QGZVFWFLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Bacterium; sewage; soil	LOTUS Database	35616633
Lyngbya majuscula	NPAtlas	10514329

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	5.35	ALOGPS
logP	4.77	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	14.34	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	81.44 m³·mol⁻¹	ChemAxon
Polarizability	34.23 Å³	ChemAxon
Number of Rings	1	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

NPAtlas ID

NPA019438

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00049524

Chemspider ID

4440553

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

Singh IP, Milligan KE, Gerwick WH: Tanikolide, a toxic and antifungal lactone from the marine cyanobacterium Lyngbya majuscula. J Nat Prod. 1999 Sep;62(9):1333-5. doi: 10.1021/np990162c. [PubMed:10514329 ]
Gutierrez M, Andrianasolo EH, Shin WK, Goeger DE, Yokochi A, Schemies J, Jung M, France D, Cornell-Kennon S, Lee E, Gerwick WH: Structural and synthetic investigations of tanikolide dimer, a SIRT2 selective inhibitor, and tanikolide seco-acid from the Madagascar marine cyanobacterium Lyngbya majuscula. J Org Chem. 2009 Aug 7;74(15):5267-75. doi: 10.1021/jo900578j. [PubMed:19572575 ]
Gutierrez M, Tidgewell K, Capson TL, Engene N, Almanza A, Schemies J, Jung M, Gerwick WH: Malyngolide dimer, a bioactive symmetric cyclodepside from the panamanian marine cyanobacterium Lyngbya majuscula. J Nat Prod. 2010 Apr 23;73(4):709-11. doi: 10.1021/np9005184. [PubMed:20158242 ]
Breheny J, Kingston C, Doran R, Anes J, Martins M, Fanning S, Guiry PJ: Investigation of the Anti-Methicillin-Resistant Staphylococcus aureus Activity of (+)-Tanikolide- and (+)-Malyngolide-Based Analogues Prepared by Asymmetric Synthesis. Int J Mol Sci. 2021 Jun 15;22(12). pii: ijms22126400. doi: 10.3390/ijms22126400. [PubMed:34203787 ]
Wang PS, Gong LZ: Palladium-Catalyzed Asymmetric Allylic C-H Functionalization: Mechanism, Stereo- and Regioselectivities, and Synthetic Applications. Acc Chem Res. 2020 Dec 15;53(12):2841-2854. doi: 10.1021/acs.accounts.0c00477. Epub 2020 Oct 2. [PubMed:33006283 ]
Tang L, Shang J, Song C, Yang R, Shang X, Mao W, Bao D, Tan Q: Untargeted Metabolite Profiling of Antimicrobial Compounds in the Brown Film of Lentinula edodes Mycelium via LC-MS/MS Analysis. ACS Omega. 2020 Mar 27;5(13):7567-7575. doi: 10.1021/acsomega.0c00398. eCollection 2020 Apr 7. [PubMed:32280900 ]
Akula R, Doran R, Guiry PJ: Highly Enantioselective Formation of alpha-Allyl-alpha-Arylcyclopentanones via Pd-Catalysed Decarboxylative Asymmetric Allylic Alkylation. Chemistry. 2016 Jul 11;22(29):9938-42. doi: 10.1002/chem.201602250. Epub 2016 Jun 14. [PubMed:27191198 ]
Han X, Dong L, Geng C, Jiao P: Catalytic Asymmetric Synthesis of Isoxazolines from Silyl Nitronates. Org Lett. 2015 Jul 2;17(13):3194-7. doi: 10.1021/acs.orglett.5b00826. Epub 2015 Jun 17. [PubMed:26083080 ]
Jie Z, Qiuzheng D, Suzhen Z, Fang S, Xinyu L, Zhenzhong Z: Enantioseparation of Three Important Intermediates of Tanikolide with Immobilized Cellulose Chiral Stationary Phase. J Chromatogr Sci. 2015 Jul;53(6):959-62. doi: 10.1093/chromsci/bmu158. Epub 2014 Dec 3. [PubMed:25472803 ]
Xie Y, Sun M, Zhou H, Cao Q, Gao K, Niu C, Yang H: Enantiospecific total synthesis of (+)-tanikolide via a key [2,3]-Meisenheimer rearrangement with an allylic amine N-oxide-directed epoxidation and a one-pot trichloroisocyanuric acid N-debenzylation and N-chlorination. J Org Chem. 2013 Oct 18;78(20):10251-63. doi: 10.1021/jo4016437. Epub 2013 Oct 2. [PubMed:24053434 ]
Murai K, Nakamura A, Matsushita T, Shimura M, Fujioka H: C3-symmetric trisimidazoline-catalyzed enantioselective bromolactonization of internal alkenoic acids. Chemistry. 2012 Jul 2;18(27):8448-53. doi: 10.1002/chem.201200647. Epub 2012 May 23. [PubMed:22623128 ]
Gourdet B, Lam HW: Catalytic asymmetric dihydroxylation of enamides and application to the total synthesis of (+)-tanikolide. Angew Chem Int Ed Engl. 2010 Nov 8;49(46):8733-7. doi: 10.1002/anie.201004328. [PubMed:20886496 ]
Fujioka H, Matsuda S, Horai M, Fujii E, Morishita M, Nishiguchi N, Hata K, Kita Y: Facile and efficient synthesis of lactols by a domino reaction of 2,3-epoxy alcohols with a hypervalent iodine(III) reagent and its application to the synthesis of lactones and the asymmetric synthesis of (+)-tanikolide. Chemistry. 2007;13(18):5238-48. doi: 10.1002/chem.200601341. [PubMed:17385198 ]

Showing NP-Card for Tanikolide (NP0001811)

MOL for NP0001811 (Tanikolide)

3D MOL for NP0001811 (Tanikolide)

3D SDF for NP0001811 (Tanikolide)

3D-SDF for NP0001811 (Tanikolide)

PDB for NP0001811 (Tanikolide)

3D PDB for NP0001811 (Tanikolide)

SMILES for NP0001811 (Tanikolide)

INCHI for NP0001811 (Tanikolide)

Structure for NP0001811 (Tanikolide)

3D Structure for NP0001811 (Tanikolide)