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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:44:32 UTC

Update Date

2021-09-24 03:44:32 UTC

HMDB ID

HMDB0303673

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Linustatin

Description

Linustatin is a member of the class of compounds known as cyanogenic glycosides. Cyanogenic glycosides are glycosides in which the aglycone moiety contains a cyanide group. Linustatin is soluble (in water) and a very weakly acidic compound (based on its pKa). Linustatin can be found in a number of food items such as broad bean, plains prickly pear, shea tree, and longan, which makes linustatin a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 02241215442D          

 28 29  0  0  0  0            999 V2000
    3.3250   -1.5221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6840   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622   -1.2817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    0.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834    1.3618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834    2.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    2.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    3.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3610   -1.5221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4403   -1.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410   -2.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4403   -2.9645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -2.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9244   -1.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0429   -1.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6423   -0.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410   -0.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.9612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    1.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    2.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    2.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    3.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6423   -2.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1231   -2.9645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    2.5638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6423   -3.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6423   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6006   -2.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2 27  1  0  0  0  0
  3  4  1  0  0  0  0
  3 27  1  0  0  0  0
  4  5  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 21  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 11 23  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 23  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

HMDB0303673
     RDKit          3D
Linustatin
 55 56  0  0  0  0  0  0  0  0999 V2000
   -3.5870    1.1420    1.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2581    1.7444    1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2007    1.3328    2.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4045    3.2036    1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5219    4.3601    1.3740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9750    1.4507   -0.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8712    0.1132   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9314   -0.1969   -1.3221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566   -1.5712   -1.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460   -1.8493   -2.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4344   -1.4380   -3.7230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590   -2.2930   -1.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4366   -2.9139   -0.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373   -1.3506   -2.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506   -2.0110   -2.4560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6076   -0.2468   -1.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4752   -0.4557   -0.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5017    0.4431   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8033    1.1591    0.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4931    0.4271    1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7478    1.3396    2.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4422    0.6798    3.8058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8369   -0.0582    1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8954    0.4947    1.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9614    0.2596   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    1.6309   -0.5529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7050   -0.3134   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8303   -0.1523   -2.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109    0.0636    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9815    1.7115    2.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3502    1.2720    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035    0.2603    2.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3351    2.0134    2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6701    1.3859    3.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -0.4893    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6911   -1.9094   -0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -1.2611   -2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2571   -2.9341   -2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0664   -1.2877   -4.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0125   -3.0920   -2.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720   -2.5222   -0.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2693   -0.8918   -3.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433   -2.4360   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.6669   -1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519    1.2042   -1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -0.3939    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835    2.2635    2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976    1.7013    3.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5306   -0.2926    3.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -1.1462    1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7153    0.0478    1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8508   -0.2335   -0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723    2.1588    0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6884   -1.3880   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4372    0.5982   -2.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  3  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 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
 16  7  1  0
 27 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  7 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 18 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
M  END

  Mrv0541 02241215442D          

 28 29  0  0  0  0            999 V2000
    3.3250   -1.5221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6840   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622   -1.2817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    0.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834    1.3618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834    2.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    2.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    3.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3610   -1.5221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4403   -1.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410   -2.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4403   -2.9645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -2.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9244   -1.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0429   -1.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6423   -0.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410   -0.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.9612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    1.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    2.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    2.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    3.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6423   -2.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1231   -2.9645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    2.5638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6423   -3.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6423   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6006   -2.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2 27  1  0  0  0  0
  3  4  1  0  0  0  0
  3 27  1  0  0  0  0
  4  5  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 21  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 11 23  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 23  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303673

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C16H27NO11/c1-16(2,5-17)28-15-13(11(23)9(21)7(4-19)26-15)27-14-12(24)10(22)8(20)6(3-18)25-14/h6-15,18-24H,3-4H2,1-2H3

> <INCHI_KEY>
STZOICDLLWZNHE-UHFFFAOYSA-N

> <FORMULA>
C16H27NO11

> <MOLECULAR_WEIGHT>
409.3857

> <EXACT_MASS>
409.158410711

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
39.139920527560264

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-methylpropanenitrile

> <ALOGPS_LOGP>
-1.90

> <JCHEM_LOGP>
-3.5227860566666678

> <ALOGPS_LOGS>
-0.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.700587489289653

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.089839570060487

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835766873804

> <JCHEM_POLAR_SURFACE_AREA>
202.31999999999996

> <JCHEM_REFRACTIVITY>
87.35900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-methylpropanenitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303673
     RDKit          3D
Linustatin
 55 56  0  0  0  0  0  0  0  0999 V2000
   -3.5870    1.1420    1.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2581    1.7444    1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2007    1.3328    2.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4045    3.2036    1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5219    4.3601    1.3740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9750    1.4507   -0.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8712    0.1132   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9314   -0.1969   -1.3221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566   -1.5712   -1.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460   -1.8493   -2.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4344   -1.4380   -3.7230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590   -2.2930   -1.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4366   -2.9139   -0.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373   -1.3506   -2.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506   -2.0110   -2.4560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6076   -0.2468   -1.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4752   -0.4557   -0.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5017    0.4431   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8033    1.1591    0.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4931    0.4271    1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7478    1.3396    2.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4422    0.6798    3.8058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8369   -0.0582    1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8954    0.4947    1.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9614    0.2596   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    1.6309   -0.5529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7050   -0.3134   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8303   -0.1523   -2.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109    0.0636    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9815    1.7115    2.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3502    1.2720    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035    0.2603    2.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3351    2.0134    2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6701    1.3859    3.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -0.4893    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6911   -1.9094   -0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -1.2611   -2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2571   -2.9341   -2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0664   -1.2877   -4.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0125   -3.0920   -2.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720   -2.5222   -0.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2693   -0.8918   -3.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433   -2.4360   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.6669   -1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519    1.2042   -1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -0.3939    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835    2.2635    2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976    1.7013    3.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5306   -0.2926    3.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -1.1462    1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7153    0.0478    1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8508   -0.2335   -0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723    2.1588    0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6884   -1.3880   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4372    0.5982   -2.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  3  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 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
 16  7  1  0
 27 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  7 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 18 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0       6.207  -2.841   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       5.010  -4.337   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.916  -2.393   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.916   1.794   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.262   2.542   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.262   4.038   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.609   4.786   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.609   6.282   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.674  -2.841   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.822  -2.841   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.570  -4.187   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.822  -5.534   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -6.207  -4.187   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -5.459  -2.841   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.813  -2.841   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.066  -1.495   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.570  -1.495   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.225   1.794   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.570   2.542   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.570   4.038   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.916   4.786   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.916   6.282   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.066  -4.187   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.963  -5.534   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.225   4.786   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.066  -6.282   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.066  -4.337   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.121  -4.786   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1   27                                                       
CONECT    3    4   27                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    9   11   17                                                  
CONECT   11   10   12   23                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   10   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19    4   18   20                                                  
CONECT   20   19   21   25                                                  
CONECT   21    6   20   22                                                  
CONECT   22   21                                                            
CONECT   23   11   15   24                                                  
CONECT   24   23                                                            
CONECT   25   20                                                            
CONECT   26   27                                                            
CONECT   27    2    3   26   28                                             
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0303673
HETATM    1  C1  UNL     1      -3.587   1.142   1.603  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.258   1.744   1.155  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.201   1.333   2.140  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.404   3.204   1.267  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.522   4.360   1.374  1.00  0.00           N  
HETATM    6  O1  UNL     1      -1.975   1.451  -0.146  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.871   0.113  -0.447  1.00  0.00           C  
HETATM    8  O2  UNL     1      -2.931  -0.197  -1.322  1.00  0.00           O  
HETATM    9  C6  UNL     1      -3.157  -1.571  -1.355  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.046  -1.849  -2.542  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.434  -1.438  -3.723  1.00  0.00           O  
HETATM   12  C8  UNL     1      -1.859  -2.293  -1.554  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.437  -2.914  -0.400  1.00  0.00           O  
HETATM   14  C9  UNL     1      -0.837  -1.351  -2.146  1.00  0.00           C  
HETATM   15  O5  UNL     1       0.351  -2.011  -2.456  1.00  0.00           O  
HETATM   16  C10 UNL     1      -0.608  -0.247  -1.147  1.00  0.00           C  
HETATM   17  O6  UNL     1       0.475  -0.456  -0.328  1.00  0.00           O  
HETATM   18  C11 UNL     1       1.502   0.443  -0.482  1.00  0.00           C  
HETATM   19  O7  UNL     1       1.803   1.159   0.659  1.00  0.00           O  
HETATM   20  C12 UNL     1       2.493   0.427   1.610  1.00  0.00           C  
HETATM   21  C13 UNL     1       2.748   1.340   2.794  1.00  0.00           C  
HETATM   22  O8  UNL     1       3.442   0.680   3.806  1.00  0.00           O  
HETATM   23  C14 UNL     1       3.837  -0.058   1.128  1.00  0.00           C  
HETATM   24  O9  UNL     1       4.895   0.495   1.857  1.00  0.00           O  
HETATM   25  C15 UNL     1       3.961   0.260  -0.341  1.00  0.00           C  
HETATM   26  O10 UNL     1       3.920   1.631  -0.553  1.00  0.00           O  
HETATM   27  C16 UNL     1       2.705  -0.313  -1.008  1.00  0.00           C  
HETATM   28  O11 UNL     1       2.830  -0.152  -2.397  1.00  0.00           O  
HETATM   29  H1  UNL     1      -3.511   0.064   1.792  1.00  0.00           H  
HETATM   30  H2  UNL     1      -3.981   1.711   2.470  1.00  0.00           H  
HETATM   31  H3  UNL     1      -4.350   1.272   0.785  1.00  0.00           H  
HETATM   32  H4  UNL     1      -0.903   0.260   2.023  1.00  0.00           H  
HETATM   33  H5  UNL     1      -0.335   2.013   2.164  1.00  0.00           H  
HETATM   34  H6  UNL     1      -1.670   1.386   3.159  1.00  0.00           H  
HETATM   35  H7  UNL     1      -2.049  -0.489   0.480  1.00  0.00           H  
HETATM   36  H8  UNL     1      -3.691  -1.909  -0.441  1.00  0.00           H  
HETATM   37  H9  UNL     1      -5.001  -1.261  -2.460  1.00  0.00           H  
HETATM   38  H10 UNL     1      -4.257  -2.934  -2.658  1.00  0.00           H  
HETATM   39  H11 UNL     1      -4.066  -1.288  -4.452  1.00  0.00           H  
HETATM   40  H12 UNL     1      -2.012  -3.092  -2.313  1.00  0.00           H  
HETATM   41  H13 UNL     1      -0.572  -2.522  -0.128  1.00  0.00           H  
HETATM   42  H14 UNL     1      -1.269  -0.892  -3.067  1.00  0.00           H  
HETATM   43  H15 UNL     1       0.743  -2.436  -1.678  1.00  0.00           H  
HETATM   44  H16 UNL     1      -0.332   0.667  -1.761  1.00  0.00           H  
HETATM   45  H17 UNL     1       1.252   1.204  -1.275  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.828  -0.394   1.939  1.00  0.00           H  
HETATM   47  H19 UNL     1       3.283   2.263   2.455  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.798   1.701   3.248  1.00  0.00           H  
HETATM   49  H21 UNL     1       3.531  -0.293   3.643  1.00  0.00           H  
HETATM   50  H22 UNL     1       3.867  -1.146   1.282  1.00  0.00           H  
HETATM   51  H23 UNL     1       5.715   0.048   1.548  1.00  0.00           H  
HETATM   52  H24 UNL     1       4.851  -0.233  -0.732  1.00  0.00           H  
HETATM   53  H25 UNL     1       4.172   2.159   0.227  1.00  0.00           H  
HETATM   54  H26 UNL     1       2.688  -1.388  -0.728  1.00  0.00           H  
HETATM   55  H27 UNL     1       3.437   0.598  -2.569  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    6
CONECT    3   32   33   34
CONECT    4    5    5    5
CONECT    6    7
CONECT    7    8   16   35
CONECT    8    9
CONECT    9   10   12   36
CONECT   10   11   37   38
CONECT   11   39
CONECT   12   13   14   40
CONECT   13   41
CONECT   14   15   16   42
CONECT   15   43
CONECT   16   17   44
CONECT   17   18
CONECT   18   19   27   45
CONECT   19   20
CONECT   20   21   23   46
CONECT   21   22   47   48
CONECT   22   49
CONECT   23   24   25   50
CONECT   24   51
CONECT   25   26   27   52
CONECT   26   53
CONECT   27   28   54
CONECT   28   55
END

HMDB0303673
     RDKit          3D
Linustatin
 55 56  0  0  0  0  0  0  0  0999 V2000
   -3.5870    1.1420    1.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2581    1.7444    1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2007    1.3328    2.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4045    3.2036    1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5219    4.3601    1.3740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9750    1.4507   -0.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8712    0.1132   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9314   -0.1969   -1.3221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566   -1.5712   -1.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460   -1.8493   -2.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4344   -1.4380   -3.7230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590   -2.2930   -1.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4366   -2.9139   -0.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373   -1.3506   -2.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506   -2.0110   -2.4560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6076   -0.2468   -1.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4752   -0.4557   -0.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5017    0.4431   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8033    1.1591    0.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4931    0.4271    1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7478    1.3396    2.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4422    0.6798    3.8058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8369   -0.0582    1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8954    0.4947    1.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9614    0.2596   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    1.6309   -0.5529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7050   -0.3134   -1.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8303   -0.1523   -2.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109    0.0636    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9815    1.7115    2.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3502    1.2720    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035    0.2603    2.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3351    2.0134    2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6701    1.3859    3.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -0.4893    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6911   -1.9094   -0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -1.2611   -2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2571   -2.9341   -2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0664   -1.2877   -4.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0125   -3.0920   -2.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720   -2.5222   -0.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2693   -0.8918   -3.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433   -2.4360   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.6669   -1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519    1.2042   -1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -0.3939    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835    2.2635    2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976    1.7013    3.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5306   -0.2926    3.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -1.1462    1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7153    0.0478    1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8508   -0.2335   -0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723    2.1588    0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6884   -1.3880   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4372    0.5982   -2.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  3  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 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
 16  7  1  0
 27 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  7 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 18 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₇NO₁₁

Average Molecular Weight

409.3857

Monoisotopic Molecular Weight

409.158410711

IUPAC Name

2-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-methylpropanenitrile

Traditional Name

2-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-methylpropanenitrile

CAS Registry Number

Not Available

SMILES

CC(C)(OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O)C#N

InChI Identifier

InChI=1S/C16H27NO11/c1-16(2,5-17)28-15-13(11(23)9(21)7(4-19)26-15)27-14-12(24)10(22)8(20)6(3-18)25-14/h6-15,18-24H,3-4H2,1-2H3

InChI Key

STZOICDLLWZNHE-UHFFFAOYSA-N

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

Substituents

Cyanogenic glycoside
Disaccharide
O-glycosyl compound
Oxane
Secondary alcohol
Organoheterocyclic compound
Polyol
Acetal
Nitrile
Carbonitrile
Oxacycle
Primary alcohol
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303673)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Biological role

Cyanogenic (HMDB: HMDB0303673)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.9	ALOGPS
logP	-3.5	ChemAxon
logS	-0.55	ALOGPS
pKa (Strongest Acidic)	12.09	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	202.32 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.36 m³·mol⁻¹	ChemAxon
Polarizability	39.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	193.16	32859911
AllCCS	[M+H-H2O]+	190.836	32859911
AllCCS	[M+Na]+	195.905	32859911
AllCCS	[M+NH4]+	195.295	32859911
AllCCS	[M-H]-	192.306	32859911
AllCCS	[M+Na-2H]-	192.552	32859911
AllCCS	[M+HCOO]-	192.963	32859911
DeepCCS	[M+H]+	192.437	30932474
DeepCCS	[M-H]-	190.062	30932474
DeepCCS	[M-2H]-	224.493	30932474
DeepCCS	[M+Na]+	200.408	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Linustatin,4TBDMS,isomer #26	CC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3681.7	Semi standard non polar	33892256
Linustatin,4TBDMS,isomer #26	CC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3791.1	Standard non polar	33892256
Linustatin,4TBDMS,isomer #26	CC(C)(C#N)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4500.8	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 10V, Positive-QTOF	splash10-00kr-9152100000-90cca874681cecb29bcf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 20V, Positive-QTOF	splash10-014r-9020000000-89616c774e1aafb8aa45	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 40V, Positive-QTOF	splash10-00kr-9200000000-e0d90a7fdfff12a10f3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 10V, Negative-QTOF	splash10-0arr-9553300000-35f4a909a52716ab3d98	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 20V, Negative-QTOF	splash10-001i-9631000000-bf7405be0f6f401a23ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 40V, Negative-QTOF	splash10-001i-9300000000-b329d0121a28adce7b8b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 10V, Positive-QTOF	splash10-03dj-0174900000-f73fac84578218298d4f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 20V, Positive-QTOF	splash10-0006-9421000000-0beb7e3b2d34e3ec57ce	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 40V, Positive-QTOF	splash10-0rkc-9110000000-812be9015d46241fea8e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 10V, Negative-QTOF	splash10-0a4i-0002900000-ef878f63d12556d44c13	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 20V, Negative-QTOF	splash10-0aor-8439200000-81079261b5088ba2c849	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linustatin 40V, Negative-QTOF	splash10-0a4i-9330000000-5a594b9d5a9edefd2a6c	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017850

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

45934451

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Linustatin (HMDB0303673)

MOL for HMDB0303673 (Linustatin)

3D MOL for HMDB0303673 (Linustatin)

3D SDF for HMDB0303673 (Linustatin)

3D-SDF for HMDB0303673 (Linustatin)

PDB for HMDB0303673 (Linustatin)

3D PDB for HMDB0303673 (Linustatin)

SMILES for HMDB0303673 (Linustatin)

INCHI for HMDB0303673 (Linustatin)

Structure for HMDB0303673 (Linustatin)

3D Structure for HMDB0303673 (Linustatin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra