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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:45 UTC

Update Date

2022-03-07 02:53:11 UTC

HMDB ID

HMDB0031946

Secondary Accession Numbers

HMDB31946

Metabolite Identification

Common Name

O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate

Description

O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate has been detected, but not quantified in, a few different foods, such as fats and oils, green vegetables, and herbs and spices. This could make O-ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate.

Structure

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


  Mrv1652308011919542D          

 33 34  0  0  0  0            999 V2000
10013.101710014.0687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.959410015.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10016.674610015.3053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10017.387810015.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.101010015.3053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.816210015.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10017.387810016.5419    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10011.676010013.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.245810014.0687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.676010016.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.245810015.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.245810015.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.531410015.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.816810015.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.816810014.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.531210014.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.245810014.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.674410015.7185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10010.960010015.3059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10010.960010014.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10011.674410014.0686    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10012.388910014.4810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10012.388910015.3059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10009.531110015.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.816010015.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.531710014.4788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.246710013.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.532210012.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.391410012.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.962110012.8311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.392610012.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.105710013.2463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.530910015.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
  1 15  1  0  0  0  0
 12  2  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
 21 22  1  0  0  0  0
 18 23  1  0  0  0  0
 22 23  1  0  0  0  0
 22  1  1  1  0  0  0
 21  8  1  6  0  0  0
 20  9  1  6  0  0  0
 19 11  1  1  0  0  0
 18 10  1  6  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  9 27  1  0  0  0  0
 27 28  1  0  0  0  0
  8 29  1  0  0  0  0
 29 31  1  0  0  0  0
 27 30  2  0  0  0  0
 29 32  2  0  0  0  0
  4  7  2  0  0  0  0
  6 33  1  0  0  0  0
M  END

HMDB0031946
     RDKit          3D
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate
 62 63  0  0  0  0  0  0  0  0999 V2000
    8.0926    1.2442   -1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9848    0.2462   -0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2477   -0.6040    0.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2372   -1.4072    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6611   -2.8020   -0.6778 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8965   -1.0350    0.2318 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7903   -1.8717   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4856   -1.2411    0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -0.6514    1.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1391   -0.0617    1.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0414   -0.0129    0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1274    0.6060    1.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2685    0.7040    0.3413 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5306    2.0990    0.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197    2.3773   -0.6418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9067    2.3087   -2.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7704    1.5739   -0.5247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8650    2.3745   -0.1151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9604    2.6380   -0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1055    3.4887   -0.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9442    2.1181   -2.0689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6691    0.3260    0.2751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7753   -0.8556   -0.5236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7777   -1.7755   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7637   -2.9601   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6819   -1.5825    0.4554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4645    0.1891    1.1253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2974   -1.0876    1.6257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2751   -1.4142    2.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0880   -2.8224    3.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -0.4639    3.7838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2321   -0.6093   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406   -1.2227   -0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0497    0.8708   -1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1269    2.2360   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4793    1.4325   -2.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5301   -0.3709   -1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7440    0.7997    0.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6671   -0.1427    0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244   -1.9696   -1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609   -2.8378    0.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1768   -0.6825    1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    0.4037    2.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    0.2591   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7922    3.4582   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312    1.7886   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6686    3.3010   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9268    1.7511   -2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0320    1.2544   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6543    3.9146   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7258    4.2599    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7844    2.8119    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5678    0.2828    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7536   -3.4393   -1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3742   -2.6174   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078   -3.7043   -0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5749    0.8893    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493   -2.8309    4.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6491   -3.3933    2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873   -3.2354    3.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -0.6209   -1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429   -1.6813   -1.8282 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  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 11 32  1  0
 32 33  2  0
 33  8  1  0
 27 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 13 44  1  6
 15 45  1  1
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  6
 20 50  1  0
 20 51  1  0
 20 52  1  0
 22 53  1  1
 25 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  1
 30 58  1  0
 30 59  1  0
 30 60  1  0
 32 61  1  0
 33 62  1  0
M  END


  Mrv1652308011919542D          

 33 34  0  0  0  0            999 V2000
10013.101710014.0687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.959410015.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10016.674610015.3053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10017.387810015.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.101010015.3053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.816210015.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10017.387810016.5419    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10011.676010013.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.245810014.0687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.676010016.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.245810015.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.245810015.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.531410015.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.816810015.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.816810014.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.531210014.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.245810014.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.674410015.7185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10010.960010015.3059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10010.960010014.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10011.674410014.0686    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10012.388910014.4810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10012.388910015.3059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10009.531110015.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.816010015.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.531710014.4788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.246710013.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.532210012.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.391410012.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.962110012.8311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.392610012.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.105710013.2463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.530910015.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
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 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
  1 15  1  0  0  0  0
 12  2  1  0  0  0  0
 18 19  1  0  0  0  0
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 18 23  1  0  0  0  0
 22 23  1  0  0  0  0
 22  1  1  1  0  0  0
 21  8  1  6  0  0  0
 20  9  1  6  0  0  0
 19 11  1  1  0  0  0
 18 10  1  6  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  9 27  1  0  0  0  0
 27 28  1  0  0  0  0
  8 29  1  0  0  0  0
 29 31  1  0  0  0  0
 27 30  2  0  0  0  0
 29 32  2  0  0  0  0
  4  7  2  0  0  0  0
  6 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031946

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=S)NCC1=CC=C(O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H29NO9S/c1-6-27-22(33)23-11-16-7-9-17(10-8-16)32-21-20(31-15(5)26)19(30-14(4)25)18(12(2)28-21)29-13(3)24/h7-10,12,18-21H,6,11H2,1-5H3,(H,23,33)/t12-,18-,19+,20+,21-/m0/s1

> <INCHI_KEY>
WYFYRQBBNVSDHV-CDEOHPBMSA-N

> <FORMULA>
C22H29NO9S

> <MOLECULAR_WEIGHT>
483.532

> <EXACT_MASS>
483.156302221

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
49.69879351345427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5R,6S)-4,5-bis(acetyloxy)-6-(4-{[(ethoxymethanethioyl)amino]methyl}phenoxy)-2-methyloxan-3-yl acetate

> <ALOGPS_LOGP>
3.30

> <JCHEM_LOGP>
2.582482312666666

> <ALOGPS_LOGS>
-4.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.69198359790125

> <JCHEM_PKA_STRONGEST_BASIC>
-4.281671315053015

> <JCHEM_POLAR_SURFACE_AREA>
118.62

> <JCHEM_REFRACTIVITY>
118.37439999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5R,6S)-4,5-bis(acetyloxy)-6-(4-{[(ethoxymethanethioyl)amino]methyl}phenoxy)-2-methyloxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031946
     RDKit          3D
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate
 62 63  0  0  0  0  0  0  0  0999 V2000
    8.0926    1.2442   -1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9848    0.2462   -0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2477   -0.6040    0.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2372   -1.4072    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6611   -2.8020   -0.6778 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8965   -1.0350    0.2318 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7903   -1.8717   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4856   -1.2411    0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -0.6514    1.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1391   -0.0617    1.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0414   -0.0129    0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1274    0.6060    1.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2685    0.7040    0.3413 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5306    2.0990    0.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197    2.3773   -0.6418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9067    2.3087   -2.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7704    1.5739   -0.5247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8650    2.3745   -0.1151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9604    2.6380   -0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1055    3.4887   -0.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9442    2.1181   -2.0689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6691    0.3260    0.2751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7753   -0.8556   -0.5236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7777   -1.7755   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7637   -2.9601   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6819   -1.5825    0.4554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4645    0.1891    1.1253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2974   -1.0876    1.6257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2751   -1.4142    2.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0880   -2.8224    3.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -0.4639    3.7838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2321   -0.6093   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406   -1.2227   -0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0497    0.8708   -1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1269    2.2360   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4793    1.4325   -2.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5301   -0.3709   -1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7440    0.7997    0.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6671   -0.1427    0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244   -1.9696   -1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609   -2.8378    0.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1768   -0.6825    1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    0.4037    2.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    0.2591   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7922    3.4582   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312    1.7886   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6686    3.3010   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9268    1.7511   -2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0320    1.2544   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6543    3.9146   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7258    4.2599    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7844    2.8119    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5678    0.2828    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7536   -3.4393   -1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3742   -2.6174   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078   -3.7043   -0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5749    0.8893    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493   -2.8309    4.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6491   -3.3933    2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873   -3.2354    3.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -0.6209   -1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429   -1.6813   -1.8282 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  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 11 32  1  0
 32 33  2  0
 33  8  1  0
 27 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 13 44  1  6
 15 45  1  1
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  6
 20 50  1  0
 20 51  1  0
 20 52  1  0
 22 53  1  1
 25 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  1
 30 58  1  0
 30 59  1  0
 30 60  1  0
 32 61  1  0
 33 62  1  0
M  END

HEADER    PROTEIN                                 01-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-AUG-19         0                                  
HETATM    1  O   UNK     0    8691.1238692.928   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8696.4588696.006   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8697.7938695.237   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8699.1248696.006   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8700.4558695.237   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8701.7908696.006   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0    8699.1248697.545   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0    8688.4628691.389   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8685.7928692.928   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8688.4628697.545   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8685.7928696.006   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8695.1258695.238   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8693.7928696.008   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8692.4588695.238   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8692.4588693.698   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8693.7928692.928   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8695.1258693.698   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8688.4598696.008   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8687.1258695.238   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8687.1258693.698   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8688.4598692.928   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8689.7938693.698   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8689.7938695.238   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0    8684.4588695.235   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8683.1238696.005   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0    8684.4598693.694   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0    8685.7948691.387   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8684.4608690.615   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8689.7978690.621   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0    8687.1298690.618   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0    8689.8008689.080   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0    8691.1318691.393   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0    8703.1248695.235   0.000  0.00  0.00           C+0
CONECT    1   15   22                                                       
CONECT    2    3   12                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5   33                                                       
CONECT    7    4                                                            
CONECT    8   21   29                                                       
CONECT    9   20   27                                                       
CONECT   10   18                                                            
CONECT   11   19   24                                                       
CONECT   12   13   17    2                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    1                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   19   23   10                                                  
CONECT   19   18   20   11                                                  
CONECT   20   19   21    9                                                  
CONECT   21   20   22    8                                                  
CONECT   22   21   23    1                                                  
CONECT   23   18   22                                                       
CONECT   24   11   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27    9   28   30                                                  
CONECT   28   27                                                            
CONECT   29    8   31   32                                                  
CONECT   30   27                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33    6                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

COMPND    HMDB0031946
HETATM    1  C1  UNL     1       8.093   1.244  -1.001  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.985   0.246  -0.318  1.00  0.00           C  
HETATM    3  O1  UNL     1       8.248  -0.604   0.542  1.00  0.00           O  
HETATM    4  C3  UNL     1       7.237  -1.407   0.071  1.00  0.00           C  
HETATM    5  S1  UNL     1       7.661  -2.802  -0.678  1.00  0.00           S  
HETATM    6  N1  UNL     1       5.897  -1.035   0.232  1.00  0.00           N  
HETATM    7  C4  UNL     1       4.790  -1.872  -0.261  1.00  0.00           C  
HETATM    8  C5  UNL     1       3.486  -1.241   0.050  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.321  -0.651   1.285  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.139  -0.062   1.606  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.041  -0.013   0.735  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.127   0.606   1.136  1.00  0.00           O  
HETATM   13  C9  UNL     1      -1.269   0.704   0.341  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.531   2.099   0.247  1.00  0.00           O  
HETATM   15  C10 UNL     1      -2.520   2.377  -0.642  1.00  0.00           C  
HETATM   16  C11 UNL     1      -1.907   2.309  -2.047  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.770   1.574  -0.525  1.00  0.00           C  
HETATM   18  O4  UNL     1      -4.865   2.375  -0.115  1.00  0.00           O  
HETATM   19  C13 UNL     1      -5.960   2.638  -0.918  1.00  0.00           C  
HETATM   20  C14 UNL     1      -7.105   3.489  -0.460  1.00  0.00           C  
HETATM   21  O5  UNL     1      -5.944   2.118  -2.069  1.00  0.00           O  
HETATM   22  C15 UNL     1      -3.669   0.326   0.275  1.00  0.00           C  
HETATM   23  O6  UNL     1      -3.775  -0.856  -0.524  1.00  0.00           O  
HETATM   24  C16 UNL     1      -4.778  -1.776  -0.411  1.00  0.00           C  
HETATM   25  C17 UNL     1      -4.764  -2.960  -1.308  1.00  0.00           C  
HETATM   26  O7  UNL     1      -5.682  -1.582   0.455  1.00  0.00           O  
HETATM   27  C18 UNL     1      -2.464   0.189   1.125  1.00  0.00           C  
HETATM   28  O8  UNL     1      -2.297  -1.088   1.626  1.00  0.00           O  
HETATM   29  C19 UNL     1      -2.275  -1.414   2.974  1.00  0.00           C  
HETATM   30  C20 UNL     1      -2.088  -2.822   3.352  1.00  0.00           C  
HETATM   31  O9  UNL     1      -2.419  -0.464   3.784  1.00  0.00           O  
HETATM   32  C21 UNL     1       1.232  -0.609  -0.492  1.00  0.00           C  
HETATM   33  C22 UNL     1       2.441  -1.223  -0.845  1.00  0.00           C  
HETATM   34  H1  UNL     1       7.050   0.871  -1.064  1.00  0.00           H  
HETATM   35  H2  UNL     1       8.127   2.236  -0.482  1.00  0.00           H  
HETATM   36  H3  UNL     1       8.479   1.432  -2.036  1.00  0.00           H  
HETATM   37  H4  UNL     1       9.530  -0.371  -1.067  1.00  0.00           H  
HETATM   38  H5  UNL     1       9.744   0.800   0.285  1.00  0.00           H  
HETATM   39  H6  UNL     1       5.667  -0.143   0.711  1.00  0.00           H  
HETATM   40  H7  UNL     1       4.924  -1.970  -1.360  1.00  0.00           H  
HETATM   41  H8  UNL     1       4.861  -2.838   0.271  1.00  0.00           H  
HETATM   42  H9  UNL     1       4.177  -0.682   1.983  1.00  0.00           H  
HETATM   43  H10 UNL     1       1.995   0.404   2.567  1.00  0.00           H  
HETATM   44  H11 UNL     1      -1.210   0.259  -0.653  1.00  0.00           H  
HETATM   45  H12 UNL     1      -2.792   3.458  -0.500  1.00  0.00           H  
HETATM   46  H13 UNL     1      -2.631   1.789  -2.689  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.669   3.301  -2.445  1.00  0.00           H  
HETATM   48  H15 UNL     1      -0.927   1.751  -2.015  1.00  0.00           H  
HETATM   49  H16 UNL     1      -4.032   1.254  -1.580  1.00  0.00           H  
HETATM   50  H17 UNL     1      -7.654   3.915  -1.305  1.00  0.00           H  
HETATM   51  H18 UNL     1      -6.726   4.260   0.237  1.00  0.00           H  
HETATM   52  H19 UNL     1      -7.784   2.812   0.101  1.00  0.00           H  
HETATM   53  H20 UNL     1      -4.568   0.283   0.960  1.00  0.00           H  
HETATM   54  H21 UNL     1      -5.754  -3.439  -1.404  1.00  0.00           H  
HETATM   55  H22 UNL     1      -4.374  -2.617  -2.298  1.00  0.00           H  
HETATM   56  H23 UNL     1      -4.008  -3.704  -0.944  1.00  0.00           H  
HETATM   57  H24 UNL     1      -2.575   0.889   1.997  1.00  0.00           H  
HETATM   58  H25 UNL     1      -1.449  -2.831   4.280  1.00  0.00           H  
HETATM   59  H26 UNL     1      -1.649  -3.393   2.532  1.00  0.00           H  
HETATM   60  H27 UNL     1      -3.087  -3.235   3.627  1.00  0.00           H  
HETATM   61  H28 UNL     1       0.432  -0.621  -1.237  1.00  0.00           H  
HETATM   62  H29 UNL     1       2.543  -1.681  -1.828  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   39
CONECT    7    8   40   41
CONECT    8    9    9   33
CONECT    9   10   42
CONECT   10   11   11   43
CONECT   11   12   32
CONECT   12   13
CONECT   13   14   27   44
CONECT   14   15
CONECT   15   16   17   45
CONECT   16   46   47   48
CONECT   17   18   22   49
CONECT   18   19
CONECT   19   20   21   21
CONECT   20   50   51   52
CONECT   22   23   27   53
CONECT   23   24
CONECT   24   25   26   26
CONECT   25   54   55   56
CONECT   27   28   57
CONECT   28   29
CONECT   29   30   31   31
CONECT   30   58   59   60
CONECT   32   33   33   61
CONECT   33   62
END

HMDB0031946
     RDKit          3D
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate
 62 63  0  0  0  0  0  0  0  0999 V2000
    8.0926    1.2442   -1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9848    0.2462   -0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2477   -0.6040    0.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2372   -1.4072    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6611   -2.8020   -0.6778 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8965   -1.0350    0.2318 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7903   -1.8717   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4856   -1.2411    0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -0.6514    1.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1391   -0.0617    1.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0414   -0.0129    0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1274    0.6060    1.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2685    0.7040    0.3413 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5306    2.0990    0.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197    2.3773   -0.6418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9067    2.3087   -2.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7704    1.5739   -0.5247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8650    2.3745   -0.1151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9604    2.6380   -0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1055    3.4887   -0.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9442    2.1181   -2.0689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6691    0.3260    0.2751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7753   -0.8556   -0.5236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7777   -1.7755   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7637   -2.9601   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6819   -1.5825    0.4554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4645    0.1891    1.1253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2974   -1.0876    1.6257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2751   -1.4142    2.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0880   -2.8224    3.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -0.4639    3.7838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2321   -0.6093   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406   -1.2227   -0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0497    0.8708   -1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1269    2.2360   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4793    1.4325   -2.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5301   -0.3709   -1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7440    0.7997    0.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6671   -0.1427    0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244   -1.9696   -1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609   -2.8378    0.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1768   -0.6825    1.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    0.4037    2.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    0.2591   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7922    3.4582   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312    1.7886   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6686    3.3010   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9268    1.7511   -2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0320    1.2544   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6543    3.9146   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7258    4.2599    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7844    2.8119    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5678    0.2828    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7536   -3.4393   -1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3742   -2.6174   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078   -3.7043   -0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5749    0.8893    1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493   -2.8309    4.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6491   -3.3933    2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873   -3.2354    3.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -0.6209   -1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429   -1.6813   -1.8282 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  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 11 32  1  0
 32 33  2  0
 33  8  1  0
 27 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 13 44  1  6
 15 45  1  1
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  6
 20 50  1  0
 20 51  1  0
 20 52  1  0
 22 53  1  1
 25 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  1
 30 58  1  0
 30 59  1  0
 30 60  1  0
 32 61  1  0
 33 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-a-L-rhamnosyloxy)benzyl]thiocarbamate	Generator
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-a-L-rhamnosyloxy)benzyl]thiocarbamic acid	Generator
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamic acid	Generator
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamate	Generator
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamic acid	Generator
(2S,3R,4R,5S,6S)-4,5-Bis(acetyloxy)-2-[4-({[ethoxy(sulfanyl)methylidene]amino}methyl)phenoxy]-6-methyloxan-3-yl acetic acid	Generator, HMDB
(2S,3R,4R,5S,6S)-4,5-Bis(acetyloxy)-2-[4-({[ethoxy(sulphanyl)methylidene]amino}methyl)phenoxy]-6-methyloxan-3-yl acetate	Generator, HMDB
(2S,3R,4R,5S,6S)-4,5-Bis(acetyloxy)-2-[4-({[ethoxy(sulphanyl)methylidene]amino}methyl)phenoxy]-6-methyloxan-3-yl acetic acid	Generator, HMDB
(Z)-N-[(4-Hydroxyphenyl)methyl]ethoxycarbothioamide 4'-(tri-acetylrhamnoside)	HMDB
(Z)-N-[(4-Hydroxyphenyl)methyl]ethoxycarbothioamide 4’-(tri-acetylrhamnoside)	HMDB
(Z)-O-Ethyl 4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate	HMDB
(Z)-O-Ethyl 4-[(2’,3’,4’-tri-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamate	HMDB
(Z)-O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate	HMDB
(Z)-O-Ethyl-4-[(2’,3’,4’-tri-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamate	HMDB
N-[(4-Hydroxyphenyl)methyl]ethoxycarbothioamide 4'-(tri-acetylrhamnoside)	HMDB
N-[(4-Hydroxyphenyl)methyl]ethoxycarbothioamide 4’-(tri-acetylrhamnoside)	HMDB
O-Ethyl 4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate	HMDB
O-Ethyl 4-[(2’,3’,4’-tri-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamate	HMDB
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate	HMDB
O-Ethyl-4-[(2’,3’,4’-tri-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamate	HMDB

Chemical Formula

C₂₂H₂₉NO₉S

Average Molecular Weight

483.532

Monoisotopic Molecular Weight

483.156302221

IUPAC Name

(2S,3S,4R,5R,6S)-4,5-bis(acetyloxy)-6-(4-{[(ethoxymethanethioyl)amino]methyl}phenoxy)-2-methyloxan-3-yl acetate

Traditional Name

(2S,3S,4R,5R,6S)-4,5-bis(acetyloxy)-6-(4-{[(ethoxymethanethioyl)amino]methyl}phenoxy)-2-methyloxan-3-yl acetate

CAS Registry Number

147821-50-9

SMILES

CCOC(=S)NCC1=CC=C(O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)C=C1

InChI Identifier

InChI=1S/C22H29NO9S/c1-6-27-22(33)23-11-16-7-9-17(10-8-16)32-21-20(31-15(5)26)19(30-14(4)25)18(12(2)28-21)29-13(3)24/h7-10,12,18-21H,6,11H2,1-5H3,(H,23,33)/t12-,18-,19+,20+,21-/m0/s1

InChI Key

WYFYRQBBNVSDHV-CDEOHPBMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Tricarboxylic acid or derivatives
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Thiocarbamic acid ester
Carboxylic acid ester
Thiocarbamic acid derivative
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organosulfur compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB31946)

Food

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Not Available

Role

Not Available

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
Water Solubility	0.0052 g/L	ALOGPS
logP	3.3	ALOGPS
logP	2.58	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.69	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	118.62 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	118.37 m³·mol⁻¹	ChemAxon
Polarizability	49.7 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	214.44	31661259
DarkChem	[M-H]-	208.343	31661259
DeepCCS	[M+H]+	210.012	30932474
DeepCCS	[M-H]-	208.188	30932474
DeepCCS	[M-2H]-	241.432	30932474
DeepCCS	[M+Na]+	215.619	30932474
AllCCS	[M+H]+	212.5	32859911
AllCCS	[M+H-H2O]+	210.7	32859911
AllCCS	[M+NH4]+	214.2	32859911
AllCCS	[M+Na]+	214.6	32859911
AllCCS	[M-H]-	209.7	32859911
AllCCS	[M+Na-2H]-	211.0	32859911
AllCCS	[M+HCOO]-	212.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.26 minutes	32390414
Predicted by Siyang on May 30, 2022	12.7346 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.96 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2044.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	182.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	140.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	152.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	68.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	412.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	401.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	252.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1047.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	476.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1605.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	307.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	359.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	235.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	174.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	59.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate	CCOC(=S)NCC1=CC=C(O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)C=C1	4885.0	Standard polar	33892256
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate	CCOC(=S)NCC1=CC=C(O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)C=C1	3074.2	Standard non polar	33892256
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate	CCOC(=S)NCC1=CC=C(O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)C=C1	3227.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate,1TMS,isomer #1	CCOC(=S)N(CC1=CC=C(O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)C=C1)[Si](C)(C)C	3009.0	Semi standard non polar	33892256
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate,1TMS,isomer #1	CCOC(=S)N(CC1=CC=C(O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)C=C1)[Si](C)(C)C	2883.3	Standard non polar	33892256
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate,1TBDMS,isomer #1	CCOC(=S)N(CC1=CC=C(O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)C=C1)[Si](C)(C)C(C)(C)C	3205.9	Semi standard non polar	33892256
O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate,1TBDMS,isomer #1	CCOC(=S)N(CC1=CC=C(O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)C=C1)[Si](C)(C)C(C)(C)C	3045.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-3221900000-d7626e05bfc544532d9a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 10V, Positive-QTOF	splash10-03ec-2364900000-668a7d33526369d69a31	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 20V, Positive-QTOF	splash10-097l-0933100000-ffa54f9c26c164c352b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 40V, Positive-QTOF	splash10-0cdi-1943000000-1304a42dedd1aa89295f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 10V, Negative-QTOF	splash10-000i-9112700000-7f018ed0d9f8b9125b76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 20V, Negative-QTOF	splash10-0r00-7439200000-ff0a4e77443d35797cda	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 40V, Negative-QTOF	splash10-0bt9-9320000000-7af0b411df2249abe32b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 10V, Positive-QTOF	splash10-001i-0033900000-d2c5fee3df94ac40062f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 20V, Positive-QTOF	splash10-005i-0126900000-930dcedcf095c9b8c0a0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 40V, Positive-QTOF	splash10-00ec-0955300000-adfc8ca2cc13951fdfd4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 10V, Negative-QTOF	splash10-0002-1000900000-2b9b87a4a59d2b15f8cc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 20V, Negative-QTOF	splash10-0a4i-7409400000-a65b544eed6872408423	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate 40V, Negative-QTOF	splash10-0ab9-9606100000-9501a8143adb74ff8f4b	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

FDB008637

KNApSAcK ID

Not Available

Chemspider ID

8498489

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10323025

PDB ID

Not Available

ChEBI ID

172709

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate (HMDB0031946)

MOL for HMDB0031946 (O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate)

3D MOL for HMDB0031946 (O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate)

3D SDF for HMDB0031946 (O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate)

3D-SDF for HMDB0031946 (O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate)

PDB for HMDB0031946 (O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate)

3D PDB for HMDB0031946 (O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate)

SMILES for HMDB0031946 (O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate)

INCHI for HMDB0031946 (O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate)

Structure for HMDB0031946 (O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate)

3D Structure for HMDB0031946 (O-Ethyl-4-[(2',3',4'-tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra