NP-MRD: Showing NP-Card for (-)-4'-Deoxykanokoside A (NP0074996)

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Record Information

Version

2.0

Created at

2022-04-28 20:18:49 UTC

Updated at

2022-04-28 20:18:49 UTC

NP-MRD ID

NP0074996

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-4'-Deoxykanokoside A

Description

(1S,2S,4S,5S,6S,7S)-10-({[(2R,3S,4S,6R)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-5-(hydroxymethyl)-3,8-dioxatricyclo[4.4.0.0²,⁴]Dec-9-en-7-yl (2R)-2-methylbutanoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review very few articles have been published on (1S,2S,4S,5S,6S,7S)-10-({[(2R,3S,4S,6R)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-5-(hydroxymethyl)-3,8-dioxatricyclo[4.4.0.0²,⁴]Dec-9-en-7-yl (2R)-2-methylbutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222192D          

 32 35  0  0  1  0            999 V2000
    4.0548    2.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8586    1.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0665    1.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706    2.0937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6669    2.8951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4590    3.1258    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6552    3.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    4.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6436    4.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    3.5872    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8352    3.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0315    4.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8469    2.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654    3.3293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3357    2.7964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6479    2.0328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8305    2.1442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3162    4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8449    4.7532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5084    4.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702    0.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4661    0.1512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2582    0.3819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8540   -0.1887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6461    0.0420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8423    0.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2465    1.4139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4544    1.1832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4427    2.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2348    2.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2419   -0.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6578   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  3  1  1  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  1  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  6  0  0  0
 15 17  1  6  0  0  0
 14 18  1  1  0  0  0
 18 19  1  0  0  0  0
 14 20  1  6  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  1  0  0  0
 29 30  1  0  0  0  0
 25 31  1  6  0  0  0
 24 32  1  6  0  0  0
M  END

     RDKit          3D

 64 67  0  0  0  0  0  0  0  0999 V2000
    4.6804   -3.4432    1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9390   -2.7183   -0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4085   -1.2992    0.0280 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6255   -0.7037   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4331   -0.4844    0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7157    0.0654    1.8925 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1699   -0.3270    0.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1511    0.4264    0.9293 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1019   -0.4395    1.3627 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3159   -0.9976    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1324   -0.2101   -0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -0.8265   -1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2070   -0.4058   -1.8949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194   -0.5009   -0.8852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1024   -1.4758   -1.1951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1740   -1.3811   -0.3543 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6382   -2.7544    0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0097   -3.5269   -0.9671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9537   -0.5505    0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5563    0.8714    0.5497 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6421    1.7132    0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762    0.7992   -0.7991 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8148    0.7802   -1.8380 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2553    1.1924   -0.5733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6646    2.0144    0.2967 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7538    3.3777    0.0404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1541    3.0225    1.0054 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5702    2.8596    0.5712 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8454    3.7925   -0.4353 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4621    3.1254    1.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1866    4.4676    2.1296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161    1.4541    0.0253 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6391   -3.8910    1.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2656   -2.8124    1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0163   -4.3198    0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7300   -3.2337   -0.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0470   -2.6721   -0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4032   -1.2629    0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8893   -1.1695   -2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6672   -0.8558   -1.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3684    0.3811   -1.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6058    0.8189    1.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998   -2.0565    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503   -1.9492   -1.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683   -0.6564   -2.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7035   -0.8591    0.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0743   -0.9314   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4823   -2.6078    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8082   -3.1957    0.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2024   -3.8383   -1.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305   -0.4935    1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2315   -1.0158    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8101    1.2180    1.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5678    2.4588    1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701    1.6272   -0.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3735    1.5800   -1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945    1.6184   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922    1.5820    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0638    3.2009    2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2169    3.3009   -1.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5319    3.0809    1.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1287    2.5512    2.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0648    4.9645    1.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3161    1.5209   -0.8675 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 28 32  1  0
 32  8  1  0
 22 14  1  0
 32 24  1  0
 27 25  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  1
  4 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  1
 10 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  1
 16 47  1  6
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  1
 21 54  1  0
 22 55  1  6
 23 56  1  0
 24 57  1  6
 25 58  1  1
 27 59  1  1
 29 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  0
 32 64  1  6
M  END


  Mrv1652304282222192D          

 32 35  0  0  1  0            999 V2000
    4.0548    2.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8586    1.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0665    1.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706    2.0937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6669    2.8951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4590    3.1258    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6552    3.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    4.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6436    4.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    3.5872    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8352    3.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0315    4.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8469    2.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654    3.3293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3357    2.7964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6479    2.0328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8305    2.1442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3162    4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8449    4.7532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5084    4.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702    0.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4661    0.1512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2582    0.3819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8540   -0.1887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6461    0.0420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8423    0.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2465    1.4139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4544    1.1832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4427    2.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2348    2.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2419   -0.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6578   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  3  1  1  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  1  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  6  0  0  0
 15 17  1  6  0  0  0
 14 18  1  1  0  0  0
 18 19  1  0  0  0  0
 14 20  1  6  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  1  0  0  0
 29 30  1  0  0  0  0
 25 31  1  6  0  0  0
 24 32  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0074996

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)C(=O)O[C@@H]1OC=C(CO[C@@H]2O[C@@H](CO)C[C@H](O)[C@@H]2O)[C@H]2[C@@H]3O[C@@H]3[C@@](O)(CO)[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O11/c1-3-9(2)18(26)32-19-14-13(16-17(31-16)21(14,27)8-23)10(6-28-19)7-29-20-15(25)12(24)4-11(5-22)30-20/h6,9,11-17,19-20,22-25,27H,3-5,7-8H2,1-2H3/t9-,11-,12+,13-,14-,15+,16+,17+,19+,20-,21-/m1/s1

> <INCHI_KEY>
SFNPKJAVSVEQDC-HDBLPFJRSA-N

> <FORMULA>
C21H32O11

> <MOLECULAR_WEIGHT>
460.476

> <EXACT_MASS>
460.19446185

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
45.85957220675944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4S,5S,6S,7S)-10-({[(2R,3S,4S,6R)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-5-(hydroxymethyl)-3,8-dioxatricyclo[4.4.0.0^{2,4}]dec-9-en-7-yl (2R)-2-methylbutanoate

> <ALOGPS_LOGP>
-0.82

> <JCHEM_LOGP>
-1.649702613000002

> <ALOGPS_LOGS>
-1.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.830635713791693

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.2185526557781

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9445994904104227

> <JCHEM_POLAR_SURFACE_AREA>
167.67000000000002

> <JCHEM_REFRACTIVITY>
105.10499999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5S,6S,7S)-10-({[(2R,3S,4S,6R)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-5-(hydroxymethyl)-3,8-dioxatricyclo[4.4.0.0^{2,4}]dec-9-en-7-yl (2R)-2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0       7.569   4.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.203   3.274   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.724   2.843   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.612   3.908   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.978   5.404   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.457   5.835   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.823   7.331   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.302   7.761   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.668   9.257   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.414   6.696   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.892   7.127   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.259   8.622   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.048   5.200   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.669   6.215   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.493   5.220   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.076   3.794   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.550   4.002   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.324   7.609   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.444   8.873   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.816   7.497   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.358   1.347   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.470   0.282   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.949   0.713   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.061  -0.352   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.539   0.078   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.906   1.574   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.793   2.639   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.315   2.209   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      10.160   4.135   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      11.638   4.566   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      11.652  -0.987   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       8.694  -1.848   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10                                                            
CONECT   14    5   15   18   20                                             
CONECT   15   14   16   17                                                  
CONECT   16   15    4   17                                                  
CONECT   17   16   15                                                       
CONECT   18   14   19                                                       
CONECT   19   18                                                            
CONECT   20   14                                                            
CONECT   21    3   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   32                                                  
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27   23                                                       
CONECT   29   27   30                                                       
CONECT   30   29                                                            
CONECT   31   25                                                            
CONECT   32   24                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S,4S,5S,6S,7S)-10-({[(2R,3S,4S,6R)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-5-(hydroxymethyl)-3,8-dioxatricyclo[4.4.0.0,]dec-9-en-7-yl (2R)-2-methylbutanoic acid	Generator

Chemical Formula

C₂₁H₃₂O₁₁

Average Mass

460.4760 Da

Monoisotopic Mass

460.19446 Da

IUPAC Name

(1S,2S,4S,5S,6S,7S)-10-({[(2R,3S,4S,6R)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-5-(hydroxymethyl)-3,8-dioxatricyclo[4.4.0.0^{2,4}]dec-9-en-7-yl (2R)-2-methylbutanoate

Traditional Name

(1S,2S,4S,5S,6S,7S)-10-({[(2R,3S,4S,6R)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-5-(hydroxymethyl)-3,8-dioxatricyclo[4.4.0.0^{2,4}]dec-9-en-7-yl (2R)-2-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)C(=O)O[C@@H]1OC=C(CO[C@@H]2O[C@@H](CO)C[C@H](O)[C@@H]2O)[C@H]2[C@@H]3O[C@@H]3[C@@](O)(CO)[C@@H]12

InChI Identifier

InChI=1S/C21H32O11/c1-3-9(2)18(26)32-19-14-13(16-17(31-16)21(14,27)8-23)10(6-28-19)7-29-20-15(25)12(24)4-11(5-22)30-20/h6,9,11-17,19-20,22-25,27H,3-5,7-8H2,1-2H3/t9-,11-,12+,13-,14-,15+,16+,17+,19+,20-,21-/m1/s1

InChI Key

SFNPKJAVSVEQDC-HDBLPFJRSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Oxane
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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	-0.82	ALOGPS
logP	-1.6	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.22	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	167.67 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	105.1 m³·mol⁻¹	ChemAxon
Polarizability	45.86 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163105951

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-4'-Deoxykanokoside A (NP0074996)

MOL for NP0074996 ((-)-4'-Deoxykanokoside A)

3D MOL for NP0074996 ((-)-4'-Deoxykanokoside A)

3D SDF for NP0074996 ((-)-4'-Deoxykanokoside A)

3D-SDF for NP0074996 ((-)-4'-Deoxykanokoside A)

PDB for NP0074996 ((-)-4'-Deoxykanokoside A)

3D PDB for NP0074996 ((-)-4'-Deoxykanokoside A)

SMILES for NP0074996 ((-)-4'-Deoxykanokoside A)

INCHI for NP0074996 ((-)-4'-Deoxykanokoside A)

Structure for NP0074996 ((-)-4'-Deoxykanokoside A)

3D Structure for NP0074996 ((-)-4'-Deoxykanokoside A)