NP-MRD: Showing NP-Card for (-)-Breyniaionoside A (NP0071990)

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Record Information

Version

2.0

Created at

2022-04-28 17:22:42 UTC

Updated at

2022-04-28 17:22:42 UTC

NP-MRD ID

NP0071990

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Breyniaionoside A

Description

ZINC36378661 belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. (-)-Breyniaionoside A is found in Breynia officinalis. Based on a literature review very few articles have been published on ZINC36378661.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219222D          

 28 29  0  0  1  0            999 V2000
   -0.3873   -4.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -5.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -6.0909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -4.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -4.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -3.6159    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3873   -4.0284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3272   -3.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4891   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0519   -2.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4392   -1.4594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0020   -0.7598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894   -0.0314    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2139   -0.0026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6012    0.7259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1640    1.4255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3395    1.3967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9522    0.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9023    2.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2896    2.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5513    2.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4257    0.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -0.7022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637   -1.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009   -2.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6408   -3.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -3.3288    0.0000 C   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
  2  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
  1  7  1  0  0  0  0
  7  8  1  6  0  0  0
  6  9  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 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
 13 18  1  0  0  0  0
 17 19  1  1  0  0  0
 19 20  1  0  0  0  0
 16 21  1  6  0  0  0
 15 22  1  1  0  0  0
 14 23  1  6  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
  6 26  1  6  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
M  END

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
   -2.4456    0.1094   -2.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0887    0.1340   -1.2128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5227    0.4880   -1.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1600    1.0690   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2704    1.5225   -0.2643 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3470    1.0448    1.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365    1.6956    0.7587 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2021    1.6632    2.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3251    3.1823    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055    1.1191   -0.4000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9056    2.1459   -1.2494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539    0.4672    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0989   -0.6588    0.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1202   -1.3224    1.3468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1743   -2.7393    1.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576   -3.5076    0.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479   -1.4078    0.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3242   -0.7823    0.8488 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6035    0.2936    0.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9249    0.3419   -0.3724 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1387    1.5714   -1.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4813    1.5979   -1.6408 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569   -0.8905   -1.2205 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3299   -0.7939   -1.9602 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728   -2.0719   -0.2840 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6064   -3.1968   -0.9232 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3920   -1.8078    0.9479 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2743   -1.3994    1.9756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8833    0.9807   -3.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536    0.1217   -2.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8390   -0.7995   -3.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743   -0.8959   -0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0797   -0.4535   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7024    1.1574   -2.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8877    1.6918    1.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2569   -0.0020    1.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498    2.4435    2.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3234    0.7061    2.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1526    1.9005    1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7350    3.5869    1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0777    3.3094   -0.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    3.7078    0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565    2.4033   -1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705    0.9042   -0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0923   -1.0960    1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4744   -0.7635    2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341   -2.7566    2.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7726   -3.1576    2.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0347   -4.3319    1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0838   -0.3728    1.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6567    0.3245    0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5102    1.5269   -2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9816    2.4765   -0.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8531    2.5205   -1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -0.9489   -1.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2079   -1.1116   -2.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366   -2.2682   -0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3451   -3.7363   -1.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650   -2.7655    1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7988   -2.1690    2.3154 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  7 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 10  2  1  0
 27 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  6 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  1
 15 47  1  0
 15 48  1  0
 16 49  1  0
 18 50  1  1
 20 51  1  1
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  6
 24 56  1  0
 25 57  1  1
 26 58  1  0
 27 59  1  1
 28 60  1  0
M  END


  Mrv1652304282219222D          

 28 29  0  0  1  0            999 V2000
   -0.3873   -4.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -5.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -6.0909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -4.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -4.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -3.6159    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3873   -4.0284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3272   -3.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4891   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0519   -2.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4392   -1.4594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0020   -0.7598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894   -0.0314    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2139   -0.0026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6012    0.7259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1640    1.4255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3395    1.3967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9522    0.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9023    2.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2896    2.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5513    2.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4257    0.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -0.7022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637   -1.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009   -2.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6408   -3.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -3.3288    0.0000 C   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
  2  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
  1  7  1  0  0  0  0
  7  8  1  6  0  0  0
  6  9  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 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
 13 18  1  0  0  0  0
 17 19  1  1  0  0  0
 19 20  1  0  0  0  0
 16 21  1  6  0  0  0
 15 22  1  1  0  0  0
 14 23  1  6  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
  6 26  1  6  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0071990

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC(=O)CC(C)(C)[C@@]1(O)\C=C\[C@@H](CO)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O9/c1-10-6-11(22)7-18(2,3)19(10,26)5-4-12(8-20)27-17-16(25)15(24)14(23)13(9-21)28-17/h4-5,10,12-17,20-21,23-26H,6-9H2,1-3H3/b5-4+/t10-,12+,13-,14-,15+,16-,17-,19-/m1/s1

> <INCHI_KEY>
JTIZGDFRGKUHKK-WSRNRTDUSA-N

> <FORMULA>
C19H32O9

> <MOLECULAR_WEIGHT>
404.456

> <EXACT_MASS>
404.20463261

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.92497994891376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,5R)-4-hydroxy-4-[(1E,3S)-4-hydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-1-en-1-yl]-3,3,5-trimethylcyclohexan-1-one

> <ALOGPS_LOGP>
-0.71

> <JCHEM_LOGP>
-1.4308659723333337

> <ALOGPS_LOGS>
-1.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.099701580976355

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.197001838919704

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9608744225526182

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
98.13449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5R)-4-hydroxy-4-[(1E,3S)-4-hydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-1-en-1-yl]-3,3,5-trimethylcyclohexan-1-one

> <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  C   UNK     0      -0.723  -9.060   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.057  -9.830   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.057 -11.370   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.390  -9.060   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.390  -7.520   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.057  -6.750   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.723  -7.520   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.611  -6.750   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.780  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.964  -4.084   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.687  -2.724   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.870  -1.418   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.593  -0.059   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.133  -0.005   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.856   1.355   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.039   2.661   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.500   2.607   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.777   1.247   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.684   3.913   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.407   5.273   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.762   4.021   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -6.395   1.409   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.949  -1.311   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.226  -2.671   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.042  -3.977   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.929  -7.466   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.206  -6.214   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   27   28                                             
CONECT    6    5    7    9   26                                             
CONECT    7    6    1    8                                                  
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   24                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   16                                                            
CONECT   22   15                                                            
CONECT   23   14                                                            
CONECT   24   11   25                                                       
CONECT   25   24                                                            
CONECT   26    6                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₃₂O₉

Average Mass

404.4560 Da

Monoisotopic Mass

404.20463 Da

IUPAC Name

(4S,5R)-4-hydroxy-4-[(1E,3S)-4-hydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-1-en-1-yl]-3,3,5-trimethylcyclohexan-1-one

Traditional Name

(4S,5R)-4-hydroxy-4-[(1E,3S)-4-hydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-1-en-1-yl]-3,3,5-trimethylcyclohexan-1-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC(=O)CC(C)(C)[C@@]1(O)\C=C\[C@@H](CO)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C19H32O9/c1-10-6-11(22)7-18(2,3)19(10,26)5-4-12(8-20)27-17-16(25)15(24)14(23)13(9-21)28-17/h4-5,10,12-17,20-21,23-26H,6-9H2,1-3H3/b5-4+/t10-,12+,13-,14-,15+,16-,17-,19-/m1/s1

InChI Key

JTIZGDFRGKUHKK-WSRNRTDUSA-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
Breynia officinalis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Cyclofarsesane sesquiterpenoid
Megastigmane sesquiterpenoid
Sesquiterpenoid
Fatty acyl glycoside of mono- or disaccharide
Ionone derivative
Hexose monosaccharide
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-0.71	ALOGPS
logP	-1.4	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.13 m³·mol⁻¹	ChemAxon
Polarizability	41.92 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

62569039

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124404316

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Breyniaionoside A (NP0071990)

MOL for NP0071990 ((-)-Breyniaionoside A)

3D MOL for NP0071990 ((-)-Breyniaionoside A)

3D SDF for NP0071990 ((-)-Breyniaionoside A)

3D-SDF for NP0071990 ((-)-Breyniaionoside A)

PDB for NP0071990 ((-)-Breyniaionoside A)

3D PDB for NP0071990 ((-)-Breyniaionoside A)

SMILES for NP0071990 ((-)-Breyniaionoside A)

INCHI for NP0071990 ((-)-Breyniaionoside A)

Structure for NP0071990 ((-)-Breyniaionoside A)

3D Structure for NP0071990 ((-)-Breyniaionoside A)