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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:26:32 UTC

Update Date

2022-03-07 02:56:23 UTC

HMDB ID

HMDB0039900

Secondary Accession Numbers

HMDB39900

Metabolite Identification

Common Name

Thesinine 4'-O-glucoside

Description

Thesinine 4'-O-glucoside belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Thesinine 4'-O-glucoside has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make thesinine 4'-O-glucoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Thesinine 4'-O-glucoside.

Structure

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


  Mrv0541 05061311282D          

 32 35  0  0  0  0            999 V2000
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2795   -3.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -1.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -2.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864   -3.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3835   -2.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -1.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1634   -2.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0245   -2.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6385   -2.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3565   -1.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1015   -1.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2946   -0.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7425   -1.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9975   -2.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    1.4924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7155   -1.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -1.9414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6536   -0.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0396   -0.1751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9356   -1.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -0.5436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4454   -2.9705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8044   -2.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
 10  1  1  0  0  0  0
 11  9  1  0  0  0  0
 14  3  2  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16  6  2  0  0  0  0
 16  7  1  0  0  0  0
 17  2  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 19  8  1  0  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 25 12  1  0  0  0  0
 26 19  2  0  0  0  0
 27 20  1  0  0  0  0
 28 21  1  0  0  0  0
 29 22  1  0  0  0  0
 30 13  1  0  0  0  0
 30 19  1  0  0  0  0
 31 16  1  0  0  0  0
 31 23  1  0  0  0  0
 32 18  1  0  0  0  0
 32 23  1  0  0  0  0
M  END

HMDB0039900
     RDKit          3D
Thesinine 4'-O-glucoside
 63 66  0  0  0  0  0  0  0  0999 V2000
    3.9596    2.2451    0.0821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    1.3610   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7347    1.4273   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551    0.4907   -0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4947    0.4398   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1587   -0.6194   -1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017   -0.7814   -1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.1878   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -0.0454   -0.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5404    0.7637    0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2187    0.1128    1.3554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3882   -0.4849    0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7379   -1.7100    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8811   -1.3104    3.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3858   -0.8842   -0.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5547   -1.6409   -0.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3757    0.3615   -1.3425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6711    0.8813   -1.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5103    1.3806   -0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2775    2.3629   -0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5892    1.2391    0.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2222    1.3677    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534    0.3274   -1.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1116    0.1733   -1.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618    0.0519   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5320   -1.1497    0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8126   -1.5803    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7895   -1.4155    0.2776 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0649   -1.0253    0.8526 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6052    0.0719   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3416    0.7698   -0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3507   -0.3454   -0.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950    2.2257    0.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669   -0.2922   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5918   -1.3805   -1.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9928   -1.6094   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    1.6176    0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2161    0.2420    1.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7331   -2.0604    1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9964   -2.5205    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7265   -1.6682    3.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4942   -1.4906   -0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5330   -2.1498   -1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0377    0.1357   -2.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6923    1.8682   -1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8910    1.8678   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2152    3.2157   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233    1.9885    0.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6982    2.2120    0.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2300   -0.8116   -1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5210    0.9302   -2.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9381    0.9417    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7468   -0.8598    1.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1574   -1.9312   -0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7966   -2.6192    1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0697   -0.8353    2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8807   -0.6567    1.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7938   -1.8342    0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1522   -0.3434   -0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2491    0.7615    0.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4932    1.1995   -1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0216    1.5695    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3410   -0.7352   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 22  5  1  0
 32 25  1  0
 19 10  1  0
 32 28  1  0
  3 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
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 16 43  1  0
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 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 31 61  1  0
 31 62  1  0
 32 63  1  0
M  END


  Mrv0541 05061311282D          

 32 35  0  0  0  0            999 V2000
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2795   -3.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -1.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -2.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864   -3.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3835   -2.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -1.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1634   -2.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0245   -2.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6385   -2.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3565   -1.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1015   -1.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2946   -0.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7425   -1.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9975   -2.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    1.4924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7155   -1.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -1.9414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6536   -0.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0396   -0.1751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9356   -1.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -0.5436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4454   -2.9705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8044   -2.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
 10  1  1  0  0  0  0
 11  9  1  0  0  0  0
 14  3  2  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16  6  2  0  0  0  0
 16  7  1  0  0  0  0
 17  2  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 19  8  1  0  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 25 12  1  0  0  0  0
 26 19  2  0  0  0  0
 27 20  1  0  0  0  0
 28 21  1  0  0  0  0
 29 22  1  0  0  0  0
 30 13  1  0  0  0  0
 30 19  1  0  0  0  0
 31 16  1  0  0  0  0
 31 23  1  0  0  0  0
 32 18  1  0  0  0  0
 32 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039900

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=C(\C=C\C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H31NO8/c25-12-18-20(27)21(28)22(29)23(32-18)31-16-6-3-14(4-7-16)5-8-19(26)30-13-15-9-11-24-10-1-2-17(15)24/h3-8,15,17-18,20-23,25,27-29H,1-2,9-13H2/b8-5+

> <INCHI_KEY>
VRWXOVDCMDXQDO-VMPITWQZSA-N

> <FORMULA>
C23H31NO8

> <MOLECULAR_WEIGHT>
449.4941

> <EXACT_MASS>
449.204966973

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
47.70395913380362

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
hexahydro-1H-pyrrolizin-1-ylmethyl (2E)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

> <ALOGPS_LOGP>
0.67

> <JCHEM_LOGP>
0.49363970866666607

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.19653606078963

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.204333678600653

> <JCHEM_PKA_STRONGEST_BASIC>
10.228884654244188

> <JCHEM_POLAR_SURFACE_AREA>
128.92000000000002

> <JCHEM_REFRACTIVITY>
114.73479999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.86e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexahydro-1H-pyrrolizin-1-ylmethyl (2E)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039900
     RDKit          3D
Thesinine 4'-O-glucoside
 63 66  0  0  0  0  0  0  0  0999 V2000
    3.9596    2.2451    0.0821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    1.3610   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7347    1.4273   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551    0.4907   -0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4947    0.4398   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1587   -0.6194   -1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017   -0.7814   -1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.1878   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -0.0454   -0.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5404    0.7637    0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2187    0.1128    1.3554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3882   -0.4849    0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7379   -1.7100    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8811   -1.3104    3.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3858   -0.8842   -0.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5547   -1.6409   -0.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3757    0.3615   -1.3425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6711    0.8813   -1.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5103    1.3806   -0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2775    2.3629   -0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5892    1.2391    0.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2222    1.3677    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534    0.3274   -1.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1116    0.1733   -1.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618    0.0519   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5320   -1.1497    0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8126   -1.5803    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7895   -1.4155    0.2776 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0649   -1.0253    0.8526 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6052    0.0719   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3416    0.7698   -0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3507   -0.3454   -0.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950    2.2257    0.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669   -0.2922   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5918   -1.3805   -1.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9928   -1.6094   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    1.6176    0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2161    0.2420    1.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7331   -2.0604    1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9964   -2.5205    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7265   -1.6682    3.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4942   -1.4906   -0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5330   -2.1498   -1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0377    0.1357   -2.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6923    1.8682   -1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8910    1.8678   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2152    3.2157   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233    1.9885    0.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6982    2.2120    0.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2300   -0.8116   -1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5210    0.9302   -2.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9381    0.9417    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7468   -0.8598    1.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1574   -1.9312   -0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7966   -2.6192    1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0697   -0.8353    2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8807   -0.6567    1.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7938   -1.8342    0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1522   -0.3434   -0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2491    0.7615    0.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4932    1.1995   -1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0216    1.5695    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3410   -0.7352   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 22  5  1  0
 32 25  1  0
 19 10  1  0
 32 28  1  0
  3 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 31 61  1  0
 31 62  1  0
 32 63  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.722  -6.049   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.276  -3.440   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.739  -4.264   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.228  -6.369   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.783  -3.760   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.264  -2.800   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.204   2.016   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.370   3.262   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.299   3.262   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.838  -3.896   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.775  -0.695   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.246  -4.584   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.259  -5.225   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.835   1.246   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.332  -3.576   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.757  -2.479   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.856  -2.112   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.350  -1.791   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.319  -2.936   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.795  -4.400   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.835   2.786   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      21.869  -2.752   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.727  -3.624   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      19.887  -0.967   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      16.874  -0.327   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      14.813  -2.616   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.281  -1.015   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      15.765  -5.545   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      18.302  -4.721   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1   17                                                       
CONECT    3    6   14                                                       
CONECT    4    7   14                                                       
CONECT    5    8   14                                                       
CONECT    6    3   16                                                       
CONECT    7    4   16                                                       
CONECT    8    5   19                                                       
CONECT    9   11   15                                                       
CONECT   10    1   24                                                       
CONECT   11    9   24                                                       
CONECT   12   18   25                                                       
CONECT   13   15   30                                                       
CONECT   14    3    4    5                                                  
CONECT   15    9   13   17                                                  
CONECT   16    6    7   31                                                  
CONECT   17    2   15   24                                                  
CONECT   18   12   20   32                                                  
CONECT   19    8   26   30                                                  
CONECT   20   18   21   27                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   31   32                                                  
CONECT   24   10   11   17                                                  
CONECT   25   12                                                            
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   22                                                            
CONECT   30   13   19                                                       
CONECT   31   16   23                                                       
CONECT   32   18   23                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0039900
HETATM    1  O1  UNL     1       3.960   2.245   0.082  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.198   1.361  -0.381  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.735   1.427  -0.158  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.955   0.491  -0.652  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.495   0.440  -0.504  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.159  -0.619  -1.089  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.502  -0.781  -1.025  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.243   0.188  -0.322  1.00  0.00           C  
HETATM    9  O2  UNL     1      -4.598  -0.045  -0.301  1.00  0.00           O  
HETATM   10  C8  UNL     1      -5.540   0.764   0.326  1.00  0.00           C  
HETATM   11  O3  UNL     1      -6.219   0.113   1.355  1.00  0.00           O  
HETATM   12  C9  UNL     1      -7.388  -0.485   0.944  1.00  0.00           C  
HETATM   13  C10 UNL     1      -7.738  -1.710   1.760  1.00  0.00           C  
HETATM   14  O4  UNL     1      -7.881  -1.310   3.079  1.00  0.00           O  
HETATM   15  C11 UNL     1      -7.386  -0.884  -0.505  1.00  0.00           C  
HETATM   16  O5  UNL     1      -8.555  -1.641  -0.717  1.00  0.00           O  
HETATM   17  C12 UNL     1      -7.376   0.362  -1.343  1.00  0.00           C  
HETATM   18  O6  UNL     1      -8.671   0.881  -1.436  1.00  0.00           O  
HETATM   19  C13 UNL     1      -6.510   1.381  -0.668  1.00  0.00           C  
HETATM   20  O7  UNL     1      -7.277   2.363  -0.080  1.00  0.00           O  
HETATM   21  C14 UNL     1      -2.589   1.239   0.260  1.00  0.00           C  
HETATM   22  C15 UNL     1      -1.222   1.368   0.171  1.00  0.00           C  
HETATM   23  O8  UNL     1       3.753   0.327  -1.101  1.00  0.00           O  
HETATM   24  C16 UNL     1       5.112   0.173  -1.367  1.00  0.00           C  
HETATM   25  C17 UNL     1       5.962   0.052  -0.116  1.00  0.00           C  
HETATM   26  C18 UNL     1       5.532  -1.150   0.697  1.00  0.00           C  
HETATM   27  C19 UNL     1       6.813  -1.580   1.338  1.00  0.00           C  
HETATM   28  N1  UNL     1       7.790  -1.416   0.278  1.00  0.00           N  
HETATM   29  C20 UNL     1       9.065  -1.025   0.853  1.00  0.00           C  
HETATM   30  C21 UNL     1       9.605   0.072  -0.031  1.00  0.00           C  
HETATM   31  C22 UNL     1       8.342   0.770  -0.477  1.00  0.00           C  
HETATM   32  C23 UNL     1       7.351  -0.345  -0.561  1.00  0.00           C  
HETATM   33  H1  UNL     1       1.295   2.226   0.400  1.00  0.00           H  
HETATM   34  H2  UNL     1       1.467  -0.292  -1.209  1.00  0.00           H  
HETATM   35  H3  UNL     1      -0.592  -1.380  -1.639  1.00  0.00           H  
HETATM   36  H4  UNL     1      -2.993  -1.609  -1.486  1.00  0.00           H  
HETATM   37  H5  UNL     1      -5.033   1.618   0.803  1.00  0.00           H  
HETATM   38  H6  UNL     1      -8.216   0.242   1.092  1.00  0.00           H  
HETATM   39  H7  UNL     1      -8.733  -2.060   1.417  1.00  0.00           H  
HETATM   40  H8  UNL     1      -6.996  -2.520   1.633  1.00  0.00           H  
HETATM   41  H9  UNL     1      -8.726  -1.668   3.481  1.00  0.00           H  
HETATM   42  H10 UNL     1      -6.494  -1.491  -0.747  1.00  0.00           H  
HETATM   43  H11 UNL     1      -8.533  -2.150  -1.546  1.00  0.00           H  
HETATM   44  H12 UNL     1      -7.038   0.136  -2.377  1.00  0.00           H  
HETATM   45  H13 UNL     1      -8.692   1.868  -1.346  1.00  0.00           H  
HETATM   46  H14 UNL     1      -5.891   1.868  -1.450  1.00  0.00           H  
HETATM   47  H15 UNL     1      -7.215   3.216  -0.538  1.00  0.00           H  
HETATM   48  H16 UNL     1      -3.123   1.988   0.798  1.00  0.00           H  
HETATM   49  H17 UNL     1      -0.698   2.212   0.639  1.00  0.00           H  
HETATM   50  H18 UNL     1       5.230  -0.812  -1.903  1.00  0.00           H  
HETATM   51  H19 UNL     1       5.521   0.930  -2.063  1.00  0.00           H  
HETATM   52  H20 UNL     1       5.938   0.942   0.514  1.00  0.00           H  
HETATM   53  H21 UNL     1       4.747  -0.860   1.422  1.00  0.00           H  
HETATM   54  H22 UNL     1       5.157  -1.931  -0.022  1.00  0.00           H  
HETATM   55  H23 UNL     1       6.797  -2.619   1.722  1.00  0.00           H  
HETATM   56  H24 UNL     1       7.070  -0.835   2.120  1.00  0.00           H  
HETATM   57  H25 UNL     1       8.881  -0.657   1.877  1.00  0.00           H  
HETATM   58  H26 UNL     1       9.794  -1.834   0.901  1.00  0.00           H  
HETATM   59  H27 UNL     1      10.152  -0.343  -0.891  1.00  0.00           H  
HETATM   60  H28 UNL     1      10.249   0.761   0.553  1.00  0.00           H  
HETATM   61  H29 UNL     1       8.493   1.199  -1.502  1.00  0.00           H  
HETATM   62  H30 UNL     1       8.022   1.570   0.220  1.00  0.00           H  
HETATM   63  H31 UNL     1       7.341  -0.735  -1.615  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   23
CONECT    3    4    4   33
CONECT    4    5   34
CONECT    5    6    6   22
CONECT    6    7   35
CONECT    7    8    8   36
CONECT    8    9   21
CONECT    9   10
CONECT   10   11   19   37
CONECT   11   12
CONECT   12   13   15   38
CONECT   13   14   39   40
CONECT   14   41
CONECT   15   16   17   42
CONECT   16   43
CONECT   17   18   19   44
CONECT   18   45
CONECT   19   20   46
CONECT   20   47
CONECT   21   22   22   48
CONECT   22   49
CONECT   23   24
CONECT   24   25   50   51
CONECT   25   26   32   52
CONECT   26   27   53   54
CONECT   27   28   55   56
CONECT   28   29   32
CONECT   29   30   57   58
CONECT   30   31   59   60
CONECT   31   32   61   62
CONECT   32   63
END

HMDB0039900
     RDKit          3D
Thesinine 4'-O-glucoside
 63 66  0  0  0  0  0  0  0  0999 V2000
    3.9596    2.2451    0.0821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    1.3610   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7347    1.4273   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551    0.4907   -0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4947    0.4398   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1587   -0.6194   -1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017   -0.7814   -1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.1878   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -0.0454   -0.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5404    0.7637    0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2187    0.1128    1.3554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3882   -0.4849    0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7379   -1.7100    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8811   -1.3104    3.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3858   -0.8842   -0.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5547   -1.6409   -0.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3757    0.3615   -1.3425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6711    0.8813   -1.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5103    1.3806   -0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2775    2.3629   -0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5892    1.2391    0.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2222    1.3677    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534    0.3274   -1.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1116    0.1733   -1.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618    0.0519   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5320   -1.1497    0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8126   -1.5803    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7895   -1.4155    0.2776 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0649   -1.0253    0.8526 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6052    0.0719   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3416    0.7698   -0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3507   -0.3454   -0.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950    2.2257    0.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669   -0.2922   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5918   -1.3805   -1.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9928   -1.6094   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    1.6176    0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2161    0.2420    1.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7331   -2.0604    1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9964   -2.5205    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7265   -1.6682    3.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4942   -1.4906   -0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5330   -2.1498   -1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0377    0.1357   -2.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6923    1.8682   -1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8910    1.8678   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2152    3.2157   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233    1.9885    0.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6982    2.2120    0.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2300   -0.8116   -1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5210    0.9302   -2.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9381    0.9417    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7468   -0.8598    1.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1574   -1.9312   -0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7966   -2.6192    1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0697   -0.8353    2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8807   -0.6567    1.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7938   -1.8342    0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1522   -0.3434   -0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2491    0.7615    0.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4932    1.1995   -1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0216    1.5695    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3410   -0.7352   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 22  5  1  0
 32 25  1  0
 19 10  1  0
 32 28  1  0
  3 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 31 61  1  0
 31 62  1  0
 32 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(Hexahydro-1H-pyrrolizin-1-yl)methyl (2E)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid	HMDB

Chemical Formula

C₂₃H₃₁NO₈

Average Molecular Weight

449.4941

Monoisotopic Molecular Weight

449.204966973

IUPAC Name

hexahydro-1H-pyrrolizin-1-ylmethyl (2E)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

Traditional Name

hexahydro-1H-pyrrolizin-1-ylmethyl (2E)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=CC=C(\C=C\C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C23H31NO8/c25-12-18-20(27)21(28)22(29)23(32-18)31-16-6-3-14(4-7-16)5-8-19(26)30-13-15-9-11-24-10-1-2-17(15)24/h3-8,15,17-18,20-23,25,27-29H,1-2,9-13H2/b8-5+

InChI Key

VRWXOVDCMDXQDO-VMPITWQZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
3-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Phenolic glycoside
3-methoxychromone
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Oxane
Pyran
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Acetal
Polyol
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039900)
Cytoplasm (HMDB: HMDB0039900)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039900)

Source

Exogenous

Exogenous (HMDB: HMDB0039900)

Food

Food (HMDB: HMDB0039900)

Tea

Endogenous

Plant

Plant (HMDB: HMDB0039900)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039900)

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	1.86 g/L	ALOGPS
logP	0.67	ALOGPS
logP	0.49	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	10.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	128.92 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	114.73 m³·mol⁻¹	ChemAxon
Polarizability	47.7 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	204.736	31661259
DarkChem	[M-H]-	201.807	31661259
DeepCCS	[M-2H]-	233.932	30932474
DeepCCS	[M+Na]+	209.16	30932474
AllCCS	[M+H]+	205.6	32859911
AllCCS	[M+H-H2O]+	203.6	32859911
AllCCS	[M+NH4]+	207.4	32859911
AllCCS	[M+Na]+	207.9	32859911
AllCCS	[M-H]-	197.8	32859911
AllCCS	[M+Na-2H]-	198.8	32859911
AllCCS	[M+HCOO]-	199.9	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. Predicted by Afia on May 17, 2022.	3.38 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4222 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.13 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	281.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	969.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	206.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	132.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	191.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	71.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	292.7 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	320.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	892.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	691.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	190.0 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	768.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	207.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	244.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	632.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	492.6 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	154.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thesinine 4'-O-glucoside	OCC1OC(OC2=CC=C(\C=C\C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O	4120.7	Standard polar	33892256
Thesinine 4'-O-glucoside	OCC1OC(OC2=CC=C(\C=C\C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O	3813.9	Standard non polar	33892256
Thesinine 4'-O-glucoside	OCC1OC(OC2=CC=C(\C=C\C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O	4041.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Thesinine 4'-O-glucoside,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O	3944.9	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)OC(CO)C(O)C1O	3912.2	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,1TMS,isomer #3	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C1O	3911.5	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,1TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C1O	3911.7	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C)C(O)C1O	3899.8	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O[Si](C)(C)C)C1O	3904.9	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O[Si](C)(C)C	3895.0	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C)C1O	3867.9	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TMS,isomer #5	C[Si](C)(C)OC1C(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)OC(CO)C(O)C1O[Si](C)(C)C	3877.7	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TMS,isomer #6	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C1O[Si](C)(C)C	3858.9	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3870.6	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3885.6	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3869.4	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,3TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3844.8	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3870.7	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O	4181.8	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)OC(CO)C(O)C1O	4168.8	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C1O	4153.3	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C1O	4157.9	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4362.0	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4354.3	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4349.5	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C(C)(C)C)C1O	4347.9	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	4354.5	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C1O[Si](C)(C)C(C)(C)C	4334.4	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	4548.3	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4566.7	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4547.8	Semi standard non polar	33892256
Thesinine 4'-O-glucoside,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(/C=C/C(=O)OCC3CCN4CCCC34)C=C2)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4531.4	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB019561

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

131752752

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

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

Showing metabocard for Thesinine 4'-O-glucoside (HMDB0039900)

MOL for HMDB0039900 (Thesinine 4'-O-glucoside)

3D MOL for HMDB0039900 (Thesinine 4'-O-glucoside)

3D SDF for HMDB0039900 (Thesinine 4'-O-glucoside)

3D-SDF for HMDB0039900 (Thesinine 4'-O-glucoside)

PDB for HMDB0039900 (Thesinine 4'-O-glucoside)

3D PDB for HMDB0039900 (Thesinine 4'-O-glucoside)

SMILES for HMDB0039900 (Thesinine 4'-O-glucoside)

INCHI for HMDB0039900 (Thesinine 4'-O-glucoside)

Structure for HMDB0039900 (Thesinine 4'-O-glucoside)

3D Structure for HMDB0039900 (Thesinine 4'-O-glucoside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized