NP-MRD: Showing NP-Card for Prunasin (NP0028397)

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Record Information

Version

2.0

Created at

2021-06-19 20:17:49 UTC

Updated at

2021-08-20 00:00:12 UTC

NP-MRD ID

NP0028397

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Prunasin

Provided By

JEOL Database JEOL Logo

Description

Prunasin, also known as (R)-prunasin or prulaurasin, belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group. Prunasin exists in all living organisms, ranging from bacteria to humans. Prunasin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Prunasin is found in Acacia dealbata, Acacia olgana, Adenocaulon himalaicum, Aruncus dioicus, Camellia sinensis, Carica papaya, Centaurea aspera, Chaenorhinum minus, Gerbera jamesonii, Olinia ventosa, Passiflora edulis, Perilla frutescens, Phyllagathis rotundifolia, Polypodium californicum, Prunus cornuta, Prunus myrtifolia, Prunus salicina, Prunus serrulata, Prunus ssiori, Prunus zippeliana, Psydrax livida, Salix interior, Sanguisorba alpina, Vasconcellea quercifolia, Vauquelinia corymbosa and Vicia sativa. Prunasin was first documented in 2020 (PMID: 33332219). Based on a literature review a small amount of articles have been published on Prunasin (PMID: 34020492) (PMID: 33670310) (PMID: 33328455) (PMID: 32618500).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122173D          

 38 39  0  0  0  0            999 V2000
    0.8349    2.8002   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399    1.8013   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5208    0.5292   -0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3510   -0.6181   -0.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7220   -0.9610    1.2941 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4599    0.0982    1.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8567   -0.1939    3.2413 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5661    1.0459    3.7956 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6968    2.1771    3.7019 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689   -1.4271    3.2826 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0952   -1.7816    4.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.6111    2.6085 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9849   -3.7156    2.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846   -2.2326    1.2111 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8440   -3.3342    0.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4012    0.3709   -1.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881    0.5768   -1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999    0.4448   -2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0383    0.1106   -3.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -0.0905   -3.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8496    0.0403   -2.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.5218    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932   -1.1643    1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.3574    3.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701    1.2784    3.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389    0.9138    4.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568    2.3298    2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.2209    2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380   -2.6530    4.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331   -2.9609    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454   -4.3778    1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4438   -2.0740    0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4990   -3.0211   -0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2521    0.8453   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    0.6070   -2.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6716    0.0115   -4.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2254   -0.3452   -4.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232   -0.1157   -2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
  8  9  1  0  0  0  0
  5 14  1  0  0  0  0
 14 12  1  0  0  0  0
 16 17  2  0  0  0  0
 12 10  1  0  0  0  0
 17 18  1  0  0  0  0
 10  7  1  0  0  0  0
 18 19  2  0  0  0  0
  7  6  1  0  0  0  0
 19 20  1  0  0  0  0
  6  5  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
 16  3  1  0  0  0  0
  3  4  1  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
 12 13  1  0  0  0  0
  2  1  3  0  0  0  0
  7  8  1  0  0  0  0
  5  4  1  0  0  0  0
  5 23  1  1  0  0  0
 10 28  1  6  0  0  0
 11 29  1  0  0  0  0
 12 30  1  1  0  0  0
 13 31  1  0  0  0  0
 14 32  1  6  0  0  0
 15 33  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  7 24  1  1  0  0  0
  9 27  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 20 37  1  0  0  0  0
 21 38  1  0  0  0  0
  3 22  1  1  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    0.8349    2.8002   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399    1.8013   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5208    0.5292   -0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3510   -0.6181   -0.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7220   -0.9610    1.2941 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4599    0.0982    1.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8567   -0.1939    3.2413 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5661    1.0459    3.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6968    2.1771    3.7019 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689   -1.4271    3.2826 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0952   -1.7816    4.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.6111    2.6085 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9849   -3.7156    2.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846   -2.2326    1.2111 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8440   -3.3342    0.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4012    0.3709   -1.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881    0.5768   -1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999    0.4448   -2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0383    0.1106   -3.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -0.0905   -3.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8496    0.0403   -2.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.5218    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932   -1.1643    1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.3574    3.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701    1.2784    3.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389    0.9138    4.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568    2.3298    2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.2209    2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380   -2.6530    4.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331   -2.9609    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454   -4.3778    1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4438   -2.0740    0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4990   -3.0211   -0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2521    0.8453   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    0.6070   -2.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6716    0.0115   -4.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2254   -0.3452   -4.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232   -0.1157   -2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  8  9  1  0
  5 14  1  0
 14 12  1  0
 16 17  2  0
 12 10  1  0
 17 18  1  0
 10  7  1  0
 18 19  2  0
  7  6  1  0
 19 20  1  0
  6  5  1  0
 20 21  2  0
 21 16  1  0
 16  3  1  0
  3  4  1  0
 10 11  1  0
  3  2  1  0
 12 13  1  0
  2  1  3  0
  7  8  1  0
  5  4  1  0
  5 23  1  1
 10 28  1  6
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  6
 15 33  1  0
  8 25  1  0
  8 26  1  0
  7 24  1  1
  9 27  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
  3 22  1  1
M  END


  Mrv1652306192122173D          

 38 39  0  0  0  0            999 V2000
    0.8349    2.8002   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399    1.8013   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5208    0.5292   -0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3510   -0.6181   -0.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7220   -0.9610    1.2941 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4599    0.0982    1.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8567   -0.1939    3.2413 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5661    1.0459    3.7956 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6968    2.1771    3.7019 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689   -1.4271    3.2826 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0952   -1.7816    4.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.6111    2.6085 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9849   -3.7156    2.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846   -2.2326    1.2111 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8440   -3.3342    0.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4012    0.3709   -1.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881    0.5768   -1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999    0.4448   -2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0383    0.1106   -3.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -0.0905   -3.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8496    0.0403   -2.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.5218    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932   -1.1643    1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.3574    3.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701    1.2784    3.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389    0.9138    4.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568    2.3298    2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.2209    2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380   -2.6530    4.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331   -2.9609    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454   -4.3778    1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4438   -2.0740    0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4990   -3.0211   -0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2521    0.8453   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    0.6070   -2.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6716    0.0115   -4.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2254   -0.3452   -4.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232   -0.1157   -2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
  8  9  1  0  0  0  0
  5 14  1  0  0  0  0
 14 12  1  0  0  0  0
 16 17  2  0  0  0  0
 12 10  1  0  0  0  0
 17 18  1  0  0  0  0
 10  7  1  0  0  0  0
 18 19  2  0  0  0  0
  7  6  1  0  0  0  0
 19 20  1  0  0  0  0
  6  5  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
 16  3  1  0  0  0  0
  3  4  1  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
 12 13  1  0  0  0  0
  2  1  3  0  0  0  0
  7  8  1  0  0  0  0
  5  4  1  0  0  0  0
  5 23  1  1  0  0  0
 10 28  1  6  0  0  0
 11 29  1  0  0  0  0
 12 30  1  1  0  0  0
 13 31  1  0  0  0  0
 14 32  1  6  0  0  0
 15 33  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  7 24  1  1  0  0  0
  9 27  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 20 37  1  0  0  0  0
 21 38  1  0  0  0  0
  3 22  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0028397

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@@]([H])(C#N)C2=C([H])C([H])=C([H])C([H])=C2[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10+,11+,12-,13+,14+/m0/s1

> <INCHI_KEY>
ZKSZEJFBGODIJW-GMDXDWKASA-N

> <FORMULA>
C14H17NO6

> <MOLECULAR_WEIGHT>
295.2879

> <EXACT_MASS>
295.105587281

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
28.553994176033427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile

> <ALOGPS_LOGP>
-0.56

> <JCHEM_LOGP>
-0.8170511343333331

> <ALOGPS_LOGS>
-1.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.193430953506976

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.207629178674306

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084265018608

> <JCHEM_POLAR_SURFACE_AREA>
123.17

> <JCHEM_REFRACTIVITY>
70.0964

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.82e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-prunasin

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    0.8349    2.8002   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399    1.8013   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5208    0.5292   -0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3510   -0.6181   -0.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7220   -0.9610    1.2941 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4599    0.0982    1.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8567   -0.1939    3.2413 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5661    1.0459    3.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6968    2.1771    3.7019 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689   -1.4271    3.2826 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0952   -1.7816    4.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.6111    2.6085 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9849   -3.7156    2.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846   -2.2326    1.2111 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8440   -3.3342    0.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4012    0.3709   -1.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881    0.5768   -1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999    0.4448   -2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0383    0.1106   -3.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -0.0905   -3.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8496    0.0403   -2.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.5218    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932   -1.1643    1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.3574    3.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701    1.2784    3.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389    0.9138    4.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568    2.3298    2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.2209    2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380   -2.6530    4.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331   -2.9609    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454   -4.3778    1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4438   -2.0740    0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4990   -3.0211   -0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2521    0.8453   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    0.6070   -2.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6716    0.0115   -4.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2254   -0.3452   -4.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232   -0.1157   -2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  8  9  1  0
  5 14  1  0
 14 12  1  0
 16 17  2  0
 12 10  1  0
 17 18  1  0
 10  7  1  0
 18 19  2  0
  7  6  1  0
 19 20  1  0
  6  5  1  0
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 21 16  1  0
 16  3  1  0
  3  4  1  0
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  3  2  1  0
 12 13  1  0
  2  1  3  0
  7  8  1  0
  5  4  1  0
  5 23  1  1
 10 28  1  6
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  6
 15 33  1  0
  8 25  1  0
  8 26  1  0
  7 24  1  1
  9 27  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
  3 22  1  1
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  N   UNK     0       0.835   2.800  -0.114  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.240   1.801  -0.128  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.521   0.529  -0.094  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.351  -0.618  -0.044  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.722  -0.961   1.294  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.460   0.098   1.888  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.857  -0.194   3.241  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.566   1.046   3.796  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.697   2.177   3.702  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.769  -1.427   3.283  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.095  -1.782   4.626  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.070  -2.611   2.608  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.985  -3.716   2.537  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.585  -2.233   1.211  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.844  -3.334   0.664  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.401   0.371  -1.323  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.788   0.577  -1.234  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.600   0.445  -2.362  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.038   0.111  -3.593  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.664  -0.091  -3.699  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.850   0.040  -2.574  0.00  0.00           C+0
HETATM   22  H   UNK     0      -1.170   0.522   0.791  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.193  -1.164   1.866  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.948  -0.357   3.836  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.470   1.278   3.223  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.839   0.914   4.847  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.557   2.330   2.747  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.712  -1.221   2.761  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.538  -2.653   4.565  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.233  -2.961   3.226  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.545  -4.378   1.965  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.444  -2.074   0.548  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.499  -3.021  -0.196  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.252   0.845  -0.287  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.672   0.607  -2.283  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.672   0.012  -4.471  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.225  -0.345  -4.661  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.223  -0.116  -2.678  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3    1                                                       
CONECT    3   16    4    2   22                                             
CONECT    4    3    5                                                       
CONECT    5   14    6    4   23                                             
CONECT    6    7    5                                                       
CONECT    7   10    6    8   24                                             
CONECT    8    9    7   25   26                                             
CONECT    9    8   27                                                       
CONECT   10   12    7   11   28                                             
CONECT   11   10   29                                                       
CONECT   12   14   10   13   30                                             
CONECT   13   12   31                                                       
CONECT   14   15    5   12   32                                             
CONECT   15   14   33                                                       
CONECT   16   17   21    3                                                  
CONECT   17   16   18   34                                                  
CONECT   18   17   19   35                                                  
CONECT   19   18   20   36                                                  
CONECT   20   19   21   37                                                  
CONECT   21   20   16   38                                                  
CONECT   22    3                                                            
CONECT   23    5                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26    8                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   17                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
    0.8349    2.8002   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399    1.8013   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5208    0.5292   -0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3510   -0.6181   -0.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7220   -0.9610    1.2941 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4599    0.0982    1.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8567   -0.1939    3.2413 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5661    1.0459    3.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6968    2.1771    3.7019 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689   -1.4271    3.2826 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0952   -1.7816    4.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.6111    2.6085 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9849   -3.7156    2.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5846   -2.2326    1.2111 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8440   -3.3342    0.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4012    0.3709   -1.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881    0.5768   -1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999    0.4448   -2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0383    0.1106   -3.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -0.0905   -3.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8496    0.0403   -2.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.5218    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932   -1.1643    1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.3574    3.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701    1.2784    3.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389    0.9138    4.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568    2.3298    2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.2209    2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380   -2.6530    4.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331   -2.9609    3.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5454   -4.3778    1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4438   -2.0740    0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4990   -3.0211   -0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2521    0.8453   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    0.6070   -2.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6716    0.0115   -4.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2254   -0.3452   -4.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232   -0.1157   -2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  8  9  1  0
  5 14  1  0
 14 12  1  0
 16 17  2  0
 12 10  1  0
 17 18  1  0
 10  7  1  0
 18 19  2  0
  7  6  1  0
 19 20  1  0
  6  5  1  0
 20 21  2  0
 21 16  1  0
 16  3  1  0
  3  4  1  0
 10 11  1  0
  3  2  1  0
 12 13  1  0
  2  1  3  0
  7  8  1  0
  5  4  1  0
  5 23  1  1
 10 28  1  6
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  6
 15 33  1  0
  8 25  1  0
  8 26  1  0
  7 24  1  1
  9 27  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
  3 22  1  1
M  END

View in JSmol

Synonyms

Value	Source
(R)-(beta-D-Glucopyranosyloxy)phenylacetonitrile	ChEBI
(R)-alpha-(beta-D-Glucopyranosyloxy)benzene-acetonitrile	ChEBI
(R)-Mandelonitrile beta-D-glucopyranoside	ChEBI
(R)-Mandelonitrile beta-D-glucoside	ChEBI
D-Prunasin	ChEBI
(R)-Prunasin	Kegg
(R)-(b-D-Glucopyranosyloxy)phenylacetonitrile	Generator
(R)-(Β-D-glucopyranosyloxy)phenylacetonitrile	Generator
(R)-a-(b-D-Glucopyranosyloxy)benzene-acetonitrile	Generator
(R)-Α-(β-D-glucopyranosyloxy)benzene-acetonitrile	Generator
(R)-Mandelonitrile b-D-glucopyranoside	Generator
(R)-Mandelonitrile β-D-glucopyranoside	Generator
(R)-Mandelonitrile b-D-glucoside	Generator
(R)-Mandelonitrile β-D-glucoside	Generator
Mandelonitrile-beta-glucoside	HMDB
Prulaurasin	HMDB
Prunasin, (R)-isomer	HMDB
Prunasine	HMDB
(-)-(2R)-Prunasin	HMDB
(-)-Prunasin	HMDB
(2R)-(beta-D-Glucopyranosyloxy)(phenyl)acetonitrile	HMDB
(2R)-Prunasin	HMDB
Prunasin	ChEBI

Chemical Formula

C₁₄H₁₇NO₆

Average Mass

295.2879 Da

Monoisotopic Mass

295.10559 Da

IUPAC Name

(2R)-2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile

Traditional Name

(R)-prunasin

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@@]([H])(C#N)C2=C([H])C([H])=C([H])C([H])=C2[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10+,11+,12-,13+,14+/m0/s1

InChI Key

ZKSZEJFBGODIJW-GMDXDWKASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acacia dealbata	LOTUS Database	35616633
Acacia deanei	KNApSAcK Database	22123792
Acacia olgana	LOTUS Database	35616633
Adenocaulon himalaicum	LOTUS Database	35616633
Amelanchier alnifolia	KNApSAcK Database	22123792
Aruncus dioicus	LOTUS Database	35616633
Camellia sinensis	LOTUS Database	35616633
Carica papaya	LOTUS Database	35616633
Carica papaya L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Centaurea aspera	LOTUS Database	35616633
Chaenomeles japonica	KNApSAcK Database	22123792
Chaenorhinum minus	LOTUS Database	35616633
Chaptalia nutans	KNApSAcK Database	22123792
Clerodendrum grayi	KNApSAcK Database	22123792
Cystopteris spp.	KNApSAcK Database	22123792
Dalbergia miscolobium	KNApSAcK Database	22123792
Dalbergia spinosa	KNApSAcK Database	22123792
Derris hainesiana	KNApSAcK Database	22123792
Elsholtzia rugulosa Hemsl.	KNApSAcK Database	22123792
Eucalyptus burdettiana	KNApSAcK Database	22123792
Eucalyptus caleyi	KNApSAcK Database	22123792
Eucalyptus cylindriflora	KNApSAcK Database	22123792
Eucalyptus leptophleba	KNApSAcK Database	22123792
Eucalyptus leucoxylon	KNApSAcK Database	22123792
Eucalyptus megacornuta	KNApSAcK Database	22123792
Eucalyptus orgadophila	KNApSAcK Database	22123792
Eucalyptus ovata	KNApSAcK Database	22123792
Eucalyptus patellaris	KNApSAcK Database	22123792
Eucalyptus steedmanii	KNApSAcK Database	22123792
Eucalyptus yarraensis	KNApSAcK Database	22123792
Gerbera jamesonii	LOTUS Database	35616633
Gerbera jamesonii var.hybrida.	KNApSAcK Database	22123792
Glycyrrhiza glabra	KNApSAcK Database	22123792
Glycyrrhiza pallidiflora	KNApSAcK Database	22123792
Holocalyx balansae	KNApSAcK Database	22123792
Lotononis alpina	KNApSAcK Database	22123792
Olinia ventosa	LOTUS Database	35616633
Passiflora edulis	JEOL database	Seigler, D. S., et al, Phytochemistry 60, 873 (2002)
Passiflora edulis Sims	KNApSAcK Database	22123792
Passiflora spp.	KNApSAcK Database	22123792
Perilla frutescens	LOTUS Database	35616633
Perilla frutescens var.acuta.	KNApSAcK Database	22123792
Phyllagathis rotundifolia	LOTUS Database	35616633
Polypodium californicum	LOTUS Database	35616633
Prunus armeniaca	KNApSAcK Database	22123792
Prunus avium	KNApSAcK Database	22123792
Prunus cerasus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus cornuta	LOTUS Database	35616633
Prunus domestica	KNApSAcK Database	22123792
Prunus dulcis	KNApSAcK Database	22123792
Prunus laurocerasus	KNApSAcK Database	22123792
Prunus myrtifolia	LOTUS Database	35616633
Prunus padus	KNApSAcK Database	22123792
Prunus persica	KNApSAcK Database	22123792
Prunus salicina	LOTUS Database	35616633
Prunus serotina	KNApSAcK Database	22123792
Prunus serrulata	LOTUS Database	35616633
Prunus spinosa	KNApSAcK Database	22123792
Prunus spp.	KNApSAcK Database	22123792
Prunus ssiori	LOTUS Database	35616633
Prunus virginiana	KNApSAcK Database	22123792
Prunus zippeliana	LOTUS Database	35616633
Psydrax livida	LOTUS Database	35616633
Pteridium aquilinum	KNApSAcK Database	22123792
Pterocarpus soyauxii	KNApSAcK Database	22123792
Salix interior	LOTUS Database	35616633
Sambucus nigra	KNApSAcK Database	22123792
Sanguisorba alpina	LOTUS Database	35616633
Sorbus commixta	KNApSAcK Database	22123792
Spatholobus suberectus	KNApSAcK Database	22123792
Vasconcellea quercifolia	LOTUS Database	35616633
Vauquelinia corymbosa	LOTUS Database	35616633
Vicia sativa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Cyanogenic glycosides

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic 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	8.56 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.56	ALOGPS
logP	-0.82	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	123.17 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.1 m³·mol⁻¹	ChemAxon
Polarizability	28.55 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0034934

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Prunasin

METLIN ID

Not Available

PubChem Compound

119033

PDB ID

Not Available

ChEBI ID

17396

Good Scents ID

rw1592501

References

General References

Williams C, Allison SJ, Phillips RM, Linley PA, Wright CW: An Efficient Method for the Isolation of Toxins from Pteridium aquilinum and Evaluation of Ptaquiloside Against Cancer and Non-cancer Cells. Planta Med. 2021 Aug;87(10-11):892-895. doi: 10.1055/a-1494-3513. Epub 2021 May 21. [PubMed:34020492 ]
Deng P, Cui B, Zhu H, Phommakoun B, Zhang D, Li Y, Zhao F, Zhao Z: Accumulation Pattern of Amygdalin and Prunasin and Its Correlation with Fruit and Kernel Agronomic Characteristics during Apricot (Prunus armeniaca L.) Kernel Development. Foods. 2021 Feb 11;10(2). pii: foods10020397. doi: 10.3390/foods10020397. [PubMed:33670310 ]
Zhang D, Zhang L, Chen G, Xu Y, Yang H, Xiao Z, Chen J, Mu Y, Zhang H, Liu W, Liu P: Hepatoprotective effect of Xiayuxue decoction ethyl acetate fraction against carbon tetrachloride-induced liver fibrosis in mice via inducing apoptosis and suppressing activation of hepatic stellate cells. Pharm Biol. 2020 Dec;58(1):1229-1243. doi: 10.1080/13880209.2020.1855212. [PubMed:33332219 ]
Guillamon JG, Prudencio AS, Yuste JE, Dicenta F, Sanchez-Perez R: Ascorbic acid and prunasin, two candidate biomarkers for endodormancy release in almond flower buds identified by a nontargeted metabolomic study. Hortic Res. 2020 Dec 1;7(1):203. doi: 10.1038/s41438-020-00427-5. [PubMed:33328455 ]
Tanaka T, Kimura K, Kan K, Katori Y, Michishita K, Nakano H, Sasamoto T: Quantification of amygdalin, prunasin, total cyanide and free cyanide in powdered loquat seeds. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2020 Sep;37(9):1503-1509. doi: 10.1080/19440049.2020.1778186. Epub 2020 Jul 3. [PubMed:32618500 ]
Seigler, D. S., et al. (2002). Seigler, D. S., et al, Phytochemistry 60, 873 (2002). Phytochem..

Showing NP-Card for Prunasin (NP0028397)

MOL for NP0028397 (Prunasin)

3D MOL for NP0028397 (Prunasin)

3D SDF for NP0028397 (Prunasin)

3D-SDF for NP0028397 (Prunasin)

PDB for NP0028397 (Prunasin)

3D PDB for NP0028397 (Prunasin)

SMILES for NP0028397 (Prunasin)

INCHI for NP0028397 (Prunasin)

Structure for NP0028397 (Prunasin)

3D Structure for NP0028397 (Prunasin)