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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 04:42:05 UTC

Update Date

2021-09-24 04:42:05 UTC

HMDB ID

HMDB0303796

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Caffeoylcalleryanin

Description

Caffeoylcalleryanin is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides 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. Caffeoylcalleryanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Caffeoylcalleryanin can be found in pear, which makes caffeoylcalleryanin a potential biomarker for the consumption of this food product.

Structure

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

  Mrv0541 02241221572D          

 33 35  0  0  0  0            999 V2000
   -1.7855    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3554   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704   -0.4098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    1.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992    0.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841   -1.6473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2141   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3579   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3579    0.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    0.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0729   -0.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0715    0.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    0.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3579    0.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0729    0.4152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3593   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292   -1.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8 11  1  0  0  0  0
 10 23  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 20  2  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 29  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 27 32  1  0  0  0  0
 28 33  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0303796
     RDKit          3D
Caffeoylcalleryanin
 57 59  0  0  0  0  0  0  0  0999 V2000
    2.3255   -1.9457   -1.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1164   -1.7248   -0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859   -1.0152   -0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2419   -0.7707    0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5023   -0.0887    0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2920    0.0928    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5067    0.7358    1.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9195    1.1993   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1343    1.8487   -0.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1366    1.0190   -1.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5652    1.4907   -2.4146 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9083    0.3697   -1.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295   -2.1317    0.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6828   -2.8076    1.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4155   -2.0641    0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -2.3426   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578   -1.6493   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0035   -0.6190    0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646    0.0020    0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9283    0.9905    0.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1457    0.4170    1.1425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9401    0.0506    0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0454   -0.8422    0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4668   -1.9729    1.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4300    1.3203   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4506    1.0963   -1.4883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2017    1.9213   -1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5296    3.1634   -1.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790    2.1669   -0.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054    3.2425    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1747   -0.3669    1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509    0.6430    2.4648 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0047   -1.0599    1.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6193   -0.6879   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132   -1.1416    1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9529   -0.2788    2.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0944    0.8565    2.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7179    1.9861    0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0358    1.3889   -3.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3342    0.2566   -2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -3.0572    2.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596   -3.7922    0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0573   -3.1463   -0.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699   -1.8976   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4941    1.4188    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3750   -0.5086   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7090   -1.1752   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6435   -0.3343    1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9198   -2.8071    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7142    2.0123    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2466    0.8314   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8980    1.1909   -2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7676    3.0356   -2.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2216    2.4137   -0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7373    2.9843    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0103    0.9022    3.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309   -0.8190    2.6849 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 18 31  1  0
 31 32  1  0
 31 33  2  0
 12  5  1  0
 33 15  1  0
 29 20  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
 32 56  1  0
 33 57  1  0
M  END

  Mrv0541 02241221572D          

 33 35  0  0  0  0            999 V2000
   -1.7855    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3554   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704   -0.4098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    1.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992    0.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841   -1.6473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2141   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3579   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3579    0.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    0.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0729   -0.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0715    0.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    0.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3579    0.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0729    0.4152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3593   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292   -1.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8 11  1  0  0  0  0
 10 23  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 20  2  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 29  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 27 32  1  0  0  0  0
 28 33  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303796

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=C(COC(=O)\C=C\C3=CC(O)=C(O)C=C3)C=C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H24O11/c23-9-17-19(28)20(29)21(30)22(33-17)32-16-5-2-12(8-15(16)26)10-31-18(27)6-3-11-1-4-13(24)14(25)7-11/h1-8,17,19-26,28-30H,9-10H2/b6-3+

> <INCHI_KEY>
VTHLSAOVZTYBRV-ZZXKWVIFSA-N

> <FORMULA>
C22H24O11

> <MOLECULAR_WEIGHT>
464.4194

> <EXACT_MASS>
464.13186161

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
45.62902828020879

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
0.52

> <JCHEM_LOGP>
0.7574573866666664

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.78359191344074

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.074592029375731

> <JCHEM_PKA_STRONGEST_BASIC>
-2.98109235490383

> <JCHEM_POLAR_SURFACE_AREA>
186.36999999999998

> <JCHEM_REFRACTIVITY>
112.50959999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.74e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303796
     RDKit          3D
Caffeoylcalleryanin
 57 59  0  0  0  0  0  0  0  0999 V2000
    2.3255   -1.9457   -1.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1164   -1.7248   -0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859   -1.0152   -0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2419   -0.7707    0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5023   -0.0887    0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2920    0.0928    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5067    0.7358    1.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9195    1.1993   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1343    1.8487   -0.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1366    1.0190   -1.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5652    1.4907   -2.4146 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9083    0.3697   -1.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295   -2.1317    0.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6828   -2.8076    1.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4155   -2.0641    0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -2.3426   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578   -1.6493   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0035   -0.6190    0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646    0.0020    0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9283    0.9905    0.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1457    0.4170    1.1425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9401    0.0506    0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0454   -0.8422    0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4668   -1.9729    1.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4300    1.3203   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4506    1.0963   -1.4883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2017    1.9213   -1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5296    3.1634   -1.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790    2.1669   -0.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054    3.2425    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1747   -0.3669    1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509    0.6430    2.4648 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0047   -1.0599    1.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6193   -0.6879   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132   -1.1416    1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9529   -0.2788    2.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0944    0.8565    2.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7179    1.9861    0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0358    1.3889   -3.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3342    0.2566   -2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -3.0572    2.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596   -3.7922    0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0573   -3.1463   -0.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699   -1.8976   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4941    1.4188    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3750   -0.5086   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7090   -1.1752   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6435   -0.3343    1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9198   -2.8071    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7142    2.0123    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2466    0.8314   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8980    1.1909   -2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7676    3.0356   -2.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2216    2.4137   -0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7373    2.9843    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0103    0.9022    3.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309   -0.8190    2.6849 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 18 31  1  0
 31 32  1  0
 31 33  2  0
 12  5  1  0
 33 15  1  0
 29 20  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
 32 56  1  0
 33 57  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.333   0.775   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.333  -0.765   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.001  -1.535   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.671  -0.765   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.671   0.775   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.001   1.543   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.663  -1.535   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.998  -0.765   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.001   3.083   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -4.665   1.545   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.330  -1.535   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.665  -0.765   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.330  -3.075   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.000  -1.535   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.334  -0.765   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.669  -1.535   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.001  -0.765   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.001   0.772   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.669   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.334   0.772   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.336  -1.535   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.333   1.543   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.997   0.775   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -7.335   1.543   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -8.669   0.775   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.669  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.335  -1.543   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.997  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.001   1.545   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -11.336   0.775   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -10.004  -1.540   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -7.335  -3.083   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -4.663  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    9                                                  
CONECT    7    4    8                                                       
CONECT    8    7   11                                                       
CONECT    9    6                                                            
CONECT   10    1   23                                                       
CONECT   11    8   12   13                                                  
CONECT   12   11   14                                                       
CONECT   13   11                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   15   19                                                       
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   10   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28   32                                                  
CONECT   28   23   27   33                                                  
CONECT   29   25   30                                                       
CONECT   30   29                                                            
CONECT   31   26                                                            
CONECT   32   27                                                            
CONECT   33   28                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0303796
HETATM    1  O1  UNL     1       2.326  -1.946  -1.386  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.116  -1.725  -0.461  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.386  -1.015  -0.722  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.242  -0.771   0.253  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.502  -0.089   0.106  1.00  0.00           C  
HETATM    6  C5  UNL     1       7.292   0.093   1.222  1.00  0.00           C  
HETATM    7  C6  UNL     1       8.507   0.736   1.149  1.00  0.00           C  
HETATM    8  C7  UNL     1       8.919   1.199  -0.080  1.00  0.00           C  
HETATM    9  O2  UNL     1      10.134   1.849  -0.184  1.00  0.00           O  
HETATM   10  C8  UNL     1       8.137   1.019  -1.185  1.00  0.00           C  
HETATM   11  O3  UNL     1       8.565   1.491  -2.415  1.00  0.00           O  
HETATM   12  C9  UNL     1       6.908   0.370  -1.116  1.00  0.00           C  
HETATM   13  O4  UNL     1       2.830  -2.132   0.810  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.683  -2.808   1.218  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.415  -2.064   0.967  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.393  -2.343  -0.115  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.558  -1.649  -0.339  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.003  -0.619   0.509  1.00  0.00           C  
HETATM   19  O5  UNL     1      -3.165   0.002   0.200  1.00  0.00           O  
HETATM   20  C15 UNL     1      -3.928   0.990   0.704  1.00  0.00           C  
HETATM   21  O6  UNL     1      -5.146   0.417   1.142  1.00  0.00           O  
HETATM   22  C16 UNL     1      -5.940   0.051   0.079  1.00  0.00           C  
HETATM   23  C17 UNL     1      -7.045  -0.842   0.540  1.00  0.00           C  
HETATM   24  O7  UNL     1      -6.467  -1.973   1.112  1.00  0.00           O  
HETATM   25  C18 UNL     1      -6.430   1.320  -0.573  1.00  0.00           C  
HETATM   26  O8  UNL     1      -7.451   1.096  -1.488  1.00  0.00           O  
HETATM   27  C19 UNL     1      -5.202   1.921  -1.254  1.00  0.00           C  
HETATM   28  O9  UNL     1      -5.530   3.163  -1.826  1.00  0.00           O  
HETATM   29  C20 UNL     1      -4.179   2.167  -0.202  1.00  0.00           C  
HETATM   30  O10 UNL     1      -4.605   3.243   0.578  1.00  0.00           O  
HETATM   31  C21 UNL     1      -1.175  -0.367   1.578  1.00  0.00           C  
HETATM   32  O11 UNL     1      -1.551   0.643   2.465  1.00  0.00           O  
HETATM   33  C22 UNL     1       0.005  -1.060   1.816  1.00  0.00           C  
HETATM   34  H1  UNL     1       4.619  -0.688  -1.737  1.00  0.00           H  
HETATM   35  H2  UNL     1       4.913  -1.142   1.241  1.00  0.00           H  
HETATM   36  H3  UNL     1       6.953  -0.279   2.186  1.00  0.00           H  
HETATM   37  H4  UNL     1       9.094   0.857   2.050  1.00  0.00           H  
HETATM   38  H5  UNL     1      10.718   1.986   0.624  1.00  0.00           H  
HETATM   39  H6  UNL     1       8.036   1.389  -3.260  1.00  0.00           H  
HETATM   40  H7  UNL     1       6.334   0.257  -2.020  1.00  0.00           H  
HETATM   41  H8  UNL     1       1.806  -3.057   2.305  1.00  0.00           H  
HETATM   42  H9  UNL     1       1.660  -3.792   0.699  1.00  0.00           H  
HETATM   43  H10 UNL     1      -0.057  -3.146  -0.783  1.00  0.00           H  
HETATM   44  H11 UNL     1      -2.170  -1.898  -1.204  1.00  0.00           H  
HETATM   45  H12 UNL     1      -3.494   1.419   1.626  1.00  0.00           H  
HETATM   46  H13 UNL     1      -5.375  -0.509  -0.715  1.00  0.00           H  
HETATM   47  H14 UNL     1      -7.709  -1.175  -0.265  1.00  0.00           H  
HETATM   48  H15 UNL     1      -7.644  -0.334   1.352  1.00  0.00           H  
HETATM   49  H16 UNL     1      -6.920  -2.807   0.832  1.00  0.00           H  
HETATM   50  H17 UNL     1      -6.714   2.012   0.241  1.00  0.00           H  
HETATM   51  H18 UNL     1      -8.247   0.831  -0.962  1.00  0.00           H  
HETATM   52  H19 UNL     1      -4.898   1.191  -2.027  1.00  0.00           H  
HETATM   53  H20 UNL     1      -5.768   3.036  -2.774  1.00  0.00           H  
HETATM   54  H21 UNL     1      -3.222   2.414  -0.693  1.00  0.00           H  
HETATM   55  H22 UNL     1      -4.737   2.984   1.520  1.00  0.00           H  
HETATM   56  H23 UNL     1      -1.010   0.902   3.278  1.00  0.00           H  
HETATM   57  H24 UNL     1       0.631  -0.819   2.685  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4   34
CONECT    4    5   35
CONECT    5    6    6   12
CONECT    6    7   36
CONECT    7    8    8   37
CONECT    8    9   10
CONECT    9   38
CONECT   10   11   12   12
CONECT   11   39
CONECT   12   40
CONECT   13   14
CONECT   14   15   41   42
CONECT   15   16   16   33
CONECT   16   17   43
CONECT   17   18   18   44
CONECT   18   19   31
CONECT   19   20
CONECT   20   21   29   45
CONECT   21   22
CONECT   22   23   25   46
CONECT   23   24   47   48
CONECT   24   49
CONECT   25   26   27   50
CONECT   26   51
CONECT   27   28   29   52
CONECT   28   53
CONECT   29   30   54
CONECT   30   55
CONECT   31   32   33   33
CONECT   32   56
CONECT   33   57
END

HMDB0303796
     RDKit          3D
Caffeoylcalleryanin
 57 59  0  0  0  0  0  0  0  0999 V2000
    2.3255   -1.9457   -1.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1164   -1.7248   -0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859   -1.0152   -0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2419   -0.7707    0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5023   -0.0887    0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2920    0.0928    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5067    0.7358    1.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9195    1.1993   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1343    1.8487   -0.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1366    1.0190   -1.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5652    1.4907   -2.4146 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9083    0.3697   -1.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295   -2.1317    0.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6828   -2.8076    1.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4155   -2.0641    0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -2.3426   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578   -1.6493   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0035   -0.6190    0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646    0.0020    0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9283    0.9905    0.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1457    0.4170    1.1425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9401    0.0506    0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0454   -0.8422    0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4668   -1.9729    1.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4300    1.3203   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4506    1.0963   -1.4883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2017    1.9213   -1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5296    3.1634   -1.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790    2.1669   -0.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054    3.2425    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1747   -0.3669    1.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509    0.6430    2.4648 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0047   -1.0599    1.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6193   -0.6879   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132   -1.1416    1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9529   -0.2788    2.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0944    0.8565    2.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7179    1.9861    0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0358    1.3889   -3.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3342    0.2566   -2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -3.0572    2.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596   -3.7922    0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0573   -3.1463   -0.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699   -1.8976   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4941    1.4188    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3750   -0.5086   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7090   -1.1752   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6435   -0.3343    1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9198   -2.8071    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7142    2.0123    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2466    0.8314   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8980    1.1909   -2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7676    3.0356   -2.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2216    2.4137   -0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7373    2.9843    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0103    0.9022    3.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309   -0.8190    2.6849 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
  8 10  1  0
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  2 13  1  0
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 12  5  1  0
 33 15  1  0
 29 20  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
  9 38  1  0
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 29 54  1  0
 30 55  1  0
 32 56  1  0
 33 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3-Hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₂H₂₄O₁₁

Average Molecular Weight

464.4194

Monoisotopic Molecular Weight

464.13186161

IUPAC Name

(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=CC=C(COC(=O)\C=C\C3=CC(O)=C(O)C=C3)C=C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C22H24O11/c23-9-17-19(28)20(29)21(30)22(33-17)32-16-5-2-12(8-15(16)26)10-31-18(27)6-3-11-1-4-13(24)14(25)7-11/h1-8,17,19-26,28-30H,9-10H2/b6-3+

InChI Key

VTHLSAOVZTYBRV-ZZXKWVIFSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-7-O-Glycosides

Alternative Parents

Substituents

Anthocyanidin-3-o-glycoside
Anthocyanidin-7-o-glycoside
Flavonoid-7-o-glycoside
Flavonoid-3-o-glycoside
Hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Anthocyanidin
Phenolic glycoside
O-glycosyl compound
Glycosyl compound
Disaccharide
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Oxane
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303796)

Food

Fruit

Pome

Pear (FooDB: FOOD00152)

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
logP	0.52	ALOGPS
logP	0.76	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.07	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	112.51 m³·mol⁻¹	ChemAxon
Polarizability	45.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
AllCCS	[M+H]+	206.073	32859911
AllCCS	[M+H-H2O]+	204.026	32859911
AllCCS	[M+Na]+	208.477	32859911
AllCCS	[M+NH4]+	207.944	32859911
AllCCS	[M-H]-	199.874	32859911
AllCCS	[M+Na-2H]-	200.685	32859911
AllCCS	[M+HCOO]-	201.723	32859911
DeepCCS	[M+H]+	206.915	30932474
DeepCCS	[M-H]-	204.557	30932474
DeepCCS	[M-2H]-	237.442	30932474
DeepCCS	[M+Na]+	213.008	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Caffeoylcalleryanin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(COC(=O)/C=C/C3=CC=C(O)C(O)=C3)C=C2O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4891.1	Semi standard non polar	33892256
Caffeoylcalleryanin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(COC(=O)/C=C/C3=CC=C(O)C(O)=C3)C=C2O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4588.3	Standard non polar	33892256
Caffeoylcalleryanin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(COC(=O)/C=C/C3=CC=C(O)C(O)=C3)C=C2O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	5330.8	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 10V, Positive-QTOF	splash10-0wtj-0944600000-d5ad373e6ccab8938562	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 20V, Positive-QTOF	splash10-0fk9-0932000000-3fd060d8c1224c18f79e	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 40V, Positive-QTOF	splash10-00di-0900000000-2580db3470db9d8ae7c1	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 10V, Negative-QTOF	splash10-03di-0904600000-36e7a114dbf606050f09	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 20V, Negative-QTOF	splash10-0it9-0913100000-118cafe923b187581d53	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 40V, Negative-QTOF	splash10-0r00-2901000000-1e986fab675862b5ad39	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 10V, Positive-QTOF	splash10-0wms-0957800000-ff381bd1add8784249de	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 20V, Positive-QTOF	splash10-000b-0946700000-f37791c204370c0c8590	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 40V, Positive-QTOF	splash10-0adr-5901000000-4f5d2695493cff556ffe	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 10V, Negative-QTOF	splash10-03fr-0902700000-ddf271825e558f9002ae	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 20V, Negative-QTOF	splash10-000i-1903200000-39a9639212608a214886	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcalleryanin 40V, Negative-QTOF	splash10-0019-0900000000-9ba068dc18a26c0cdf07	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021704

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Caffeoylcalleryanin (HMDB0303796)

MOL for HMDB0303796 (Caffeoylcalleryanin)

3D MOL for HMDB0303796 (Caffeoylcalleryanin)

3D SDF for HMDB0303796 (Caffeoylcalleryanin)

3D-SDF for HMDB0303796 (Caffeoylcalleryanin)

PDB for HMDB0303796 (Caffeoylcalleryanin)

3D PDB for HMDB0303796 (Caffeoylcalleryanin)

SMILES for HMDB0303796 (Caffeoylcalleryanin)

INCHI for HMDB0303796 (Caffeoylcalleryanin)

Structure for HMDB0303796 (Caffeoylcalleryanin)

3D Structure for HMDB0303796 (Caffeoylcalleryanin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra