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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:14 UTC

Update Date

2022-03-07 02:52:42 UTC

HMDB ID

HMDB0030820

Secondary Accession Numbers

HMDB30820

Metabolite Identification

Common Name

Aesculin

Description

Aesculin, also known as esculoside or venoplant, belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. Aesculin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Aesculin.

Structure

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

HMDB0030820
     RDKit          3D
Aesculin
 40 42  0  0  0  0  0  0  0  0999 V2000
    7.1375   -1.1550   -0.5415 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9414   -0.8241   -0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6666   -0.0298    0.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3635    0.3106    1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3886   -0.1659    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653    0.1610    0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -0.2723   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2809    0.0030   -0.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9043    0.7723    0.7111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7861    0.0408    1.4886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830   -0.4319    0.8169 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7915   -1.9164    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843   -2.5965    1.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2244    0.3671   -0.4239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5472    0.1024   -0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562    1.8337   -0.0016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6239    2.6923   -0.9037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5540    2.0224    0.1322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2184    3.1647    0.8259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4156   -1.0664   -1.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555   -1.5439   -2.3797 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -1.3955   -1.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389   -0.9575   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0062   -1.2641   -1.1062 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4495    0.3275    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0589    0.9236    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    0.7708    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1202    1.1446    1.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7667   -0.3192    1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7584   -2.2039    0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9598   -2.1429   -0.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2400   -3.4063    1.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5177    0.2055   -1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5862   -0.2681   -1.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812    1.9159    1.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0802    3.4186   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622    2.1210   -0.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    3.0009    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019   -1.3209   -2.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -2.0181   -2.5827 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24  2  1  0
 23  5  1  0
 18  9  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  9 28  1  1
 11 29  1  1
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  6
 15 34  1  0
 16 35  1  1
 17 36  1  0
 18 37  1  6
 19 38  1  0
 21 39  1  0
 22 40  1  0
M  END


  Mrv1652304282019292D          

 24 26  0  0  0  0            999 V2000
 9999.2874 9998.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.287410000.6258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8561 9998.1411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.856110001.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4248 9998.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.140410001.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.424810000.6196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.575110000.6258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.856110000.6183    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.141610000.2058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.1416 9999.3807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8561 9998.9683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.5706 9999.3807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.570610000.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.716710000.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.002110000.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0021 9999.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7166 9998.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.144410000.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.430010000.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4300 9999.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1444 9998.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8589 9999.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.858910000.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  6  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 13 14  1  0  0  0  0
 13  1  1  1  0  0  0
 12  3  1  6  0  0  0
  9  4  1  1  0  0  0
 11  5  1  1  0  0  0
 10  7  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  1 17  1  0  0  0  0
 16  2  1  0  0  0  0
 19 20  1  0  0  0  0
 24 19  1  0  0  0  0
 24  8  2  0  0  0  0
 20 15  2  0  0  0  0
 18 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030820

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1O[C@@H](OC2=C(O)C=C3OC(=O)C=CC3=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+,14-,15-/m1/s1

> <INCHI_KEY>
XHCADAYNFIFUHF-TVKJYDDYSA-N

> <FORMULA>
C15H16O9

> <MOLECULAR_WEIGHT>
340.284

> <EXACT_MASS>
340.079432095

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.583046709649228

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one

> <ALOGPS_LOGP>
-0.53

> <JCHEM_LOGP>
-1.0918391213333336

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200222650441898

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.116544190796061

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923549120067

> <JCHEM_POLAR_SURFACE_AREA>
145.91

> <JCHEM_REFRACTIVITY>
77.65480000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-esculin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030820
     RDKit          3D
Aesculin
 40 42  0  0  0  0  0  0  0  0999 V2000
    7.1375   -1.1550   -0.5415 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9414   -0.8241   -0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6666   -0.0298    0.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3635    0.3106    1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3886   -0.1659    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653    0.1610    0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -0.2723   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2809    0.0030   -0.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9043    0.7723    0.7111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7861    0.0408    1.4886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830   -0.4319    0.8169 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7915   -1.9164    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843   -2.5965    1.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2244    0.3671   -0.4239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5472    0.1024   -0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562    1.8337   -0.0016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6239    2.6923   -0.9037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5540    2.0224    0.1322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2184    3.1647    0.8259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4156   -1.0664   -1.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555   -1.5439   -2.3797 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -1.3955   -1.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389   -0.9575   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0062   -1.2641   -1.1062 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4495    0.3275    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0589    0.9236    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    0.7708    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1202    1.1446    1.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7667   -0.3192    1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7584   -2.2039    0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9598   -2.1429   -0.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2400   -3.4063    1.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5177    0.2055   -1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5862   -0.2681   -1.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812    1.9159    1.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0802    3.4186   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622    2.1210   -0.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    3.0009    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019   -1.3209   -2.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -2.0181   -2.5827 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24  2  1  0
 23  5  1  0
 18  9  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  9 28  1  1
 11 29  1  1
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  6
 15 34  1  0
 16 35  1  1
 17 36  1  0
 18 37  1  6
 19 38  1  0
 21 39  1  0
 22 40  1  0
M  END

HEADER    PROTEIN                                 28-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-20         0                                  
HETATM    1  O   UNK     0    8665.3368664.739   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8665.3368667.835   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8662.6658663.197   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8662.6658669.365   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8659.9938664.739   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8661.3298670.136   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8659.9938667.823   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8673.3408667.835   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8662.6658667.821   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8661.3318667.051   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8661.3318665.511   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8662.6658664.741   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8663.9988665.511   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8663.9988667.051   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    8668.0058667.828   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8666.6718667.058   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.6718665.518   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8668.0048664.748   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8670.6708667.828   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8669.3368667.058   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8669.3368665.518   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8670.6708664.748   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8672.0038665.518   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8672.0038667.058   0.000  0.00  0.00           C+0
CONECT    1   13   17                                                       
CONECT    2   16                                                            
CONECT    3   12                                                            
CONECT    4    6    9                                                       
CONECT    5   11                                                            
CONECT    6    4                                                            
CONECT    7   10                                                            
CONECT    8   24                                                            
CONECT    9   10   14    4                                                  
CONECT   10    9   11    7                                                  
CONECT   11   10   12    5                                                  
CONECT   12   11   13    3                                                  
CONECT   13   12   14    1                                                  
CONECT   14    9   13                                                       
CONECT   15   16   20                                                       
CONECT   16   15   17    2                                                  
CONECT   17   16   18    1                                                  
CONECT   18   17   21                                                       
CONECT   19   20   24                                                       
CONECT   20   21   19   15                                                  
CONECT   21   20   22   18                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19    8                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0030820
HETATM    1  O1  UNL     1       7.137  -1.155  -0.542  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.941  -0.824  -0.291  1.00  0.00           C  
HETATM    3  C2  UNL     1       5.667  -0.030   0.805  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.364   0.311   1.049  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.389  -0.166   0.173  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.065   0.161   0.394  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.048  -0.272  -0.427  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.281   0.003  -0.283  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.904   0.772   0.711  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.786   0.041   1.489  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.883  -0.432   0.817  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.792  -1.916   0.512  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.684  -2.596   1.713  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.224   0.367  -0.424  1.00  0.00           C  
HETATM   15  O5  UNL     1      -4.547   0.102  -0.766  1.00  0.00           O  
HETATM   16  C11 UNL     1      -3.056   1.834  -0.002  1.00  0.00           C  
HETATM   17  O6  UNL     1      -3.624   2.692  -0.904  1.00  0.00           O  
HETATM   18  C12 UNL     1      -1.554   2.022   0.132  1.00  0.00           C  
HETATM   19  O7  UNL     1      -1.218   3.165   0.826  1.00  0.00           O  
HETATM   20  C13 UNL     1       1.416  -1.066  -1.506  1.00  0.00           C  
HETATM   21  O8  UNL     1       0.455  -1.544  -2.380  1.00  0.00           O  
HETATM   22  C14 UNL     1       2.729  -1.396  -1.731  1.00  0.00           C  
HETATM   23  C15 UNL     1       3.739  -0.957  -0.905  1.00  0.00           C  
HETATM   24  O9  UNL     1       5.006  -1.264  -1.106  1.00  0.00           O  
HETATM   25  H1  UNL     1       6.450   0.328   1.472  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.059   0.924   1.877  1.00  0.00           H  
HETATM   27  H3  UNL     1       1.841   0.771   1.233  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.120   1.145   1.399  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.767  -0.319   1.504  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.758  -2.204   0.047  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.960  -2.143  -0.184  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.240  -3.406   1.756  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.518   0.205  -1.251  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.586  -0.268  -1.680  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.481   1.916   1.020  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.080   3.419  -0.375  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.162   2.121  -0.902  1.00  0.00           H  
HETATM   38  H14 UNL     1      -0.561   3.001   1.551  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.502  -1.321  -2.240  1.00  0.00           H  
HETATM   40  H16 UNL     1       2.984  -2.018  -2.583  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   24
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6   23
CONECT    6    7   27
CONECT    7    8   20   20
CONECT    8    9
CONECT    9   10   18   28
CONECT   10   11
CONECT   11   12   14   29
CONECT   12   13   30   31
CONECT   13   32
CONECT   14   15   16   33
CONECT   15   34
CONECT   16   17   18   35
CONECT   17   36
CONECT   18   19   37
CONECT   19   38
CONECT   20   21   22
CONECT   21   39
CONECT   22   23   23   40
CONECT   23   24
END

HMDB0030820
     RDKit          3D
Aesculin
 40 42  0  0  0  0  0  0  0  0999 V2000
    7.1375   -1.1550   -0.5415 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9414   -0.8241   -0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6666   -0.0298    0.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3635    0.3106    1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3886   -0.1659    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653    0.1610    0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -0.2723   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2809    0.0030   -0.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9043    0.7723    0.7111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7861    0.0408    1.4886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830   -0.4319    0.8169 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7915   -1.9164    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843   -2.5965    1.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2244    0.3671   -0.4239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5472    0.1024   -0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562    1.8337   -0.0016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6239    2.6923   -0.9037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5540    2.0224    0.1322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2184    3.1647    0.8259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4156   -1.0664   -1.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555   -1.5439   -2.3797 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -1.3955   -1.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389   -0.9575   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0062   -1.2641   -1.1062 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4495    0.3275    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0589    0.9236    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    0.7708    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1202    1.1446    1.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7667   -0.3192    1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7584   -2.2039    0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9598   -2.1429   -0.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2400   -3.4063    1.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5177    0.2055   -1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5862   -0.2681   -1.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812    1.9159    1.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0802    3.4186   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622    2.1210   -0.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    3.0009    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019   -1.3209   -2.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -2.0181   -2.5827 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24  2  1  0
 23  5  1  0
 18  9  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  9 28  1  1
 11 29  1  1
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  6
 15 34  1  0
 16 35  1  1
 17 36  1  0
 18 37  1  6
 19 38  1  0
 21 39  1  0
 22 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6,7-Dihydroxycoumarin 6-glucoside	ChEBI
6,7-Dihydroxycoumarin-6-O-glucoside	ChEBI
6-(beta-D-Glucopyranosyloxy)-7-hydroxy-2H-1-benzopyran-2-one	ChEBI
6-(beta-D-Glucopyranosyloxy)-7-hydroxy-cumarin	ChEBI
7-Hydroxy-6-glucosyloxy-2H-chromene	ChEBI
Esculetin 6-beta-D-glucoside	ChEBI
Esculetin 6-O-glucoside	ChEBI
Esculoside	ChEBI
6-(b-D-Glucopyranosyloxy)-7-hydroxy-2H-1-benzopyran-2-one	Generator
6-(Β-D-glucopyranosyloxy)-7-hydroxy-2H-1-benzopyran-2-one	Generator
6-(b-D-Glucopyranosyloxy)-7-hydroxy-cumarin	Generator
6-(Β-D-glucopyranosyloxy)-7-hydroxy-cumarin	Generator
Esculetin 6-b-D-glucoside	Generator
Esculetin 6-β-D-glucoside	Generator
Venoplant	HMDB
(-)-Esculin	HMDB
6-(beta-D-Glucopyranosyloxy)-7-hydroxycoumarin	HMDB
6-(Β-D-glucopyranosyloxy)-7-hydroxycoumarin	HMDB
Esculin	HMDB
Esculine	HMDB
Aesculin	ChEBI, MeSH

Chemical Formula

C₁₅H₁₆O₉

Average Molecular Weight

340.284

Monoisotopic Molecular Weight

340.079432095

IUPAC Name

7-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one

Traditional Name

(-)-esculin

CAS Registry Number

531-75-9

SMILES

OC[C@H]1O[C@@H](OC2=C(O)C=C3OC(=O)C=CC3=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+,14-,15-/m1/s1

InChI Key

XHCADAYNFIFUHF-TVKJYDDYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Coumarin glycosides

Direct Parent

Coumarin glycosides

Alternative Parents

Substituents

Coumarin o-glycoside
Coumarin-6-o-glycoside
Phenolic glycoside
7-hydroxycoumarin
Hydroxycoumarin
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Benzopyran
1-benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Pyran
Monosaccharide
Oxane
Benzenoid
Heteroaromatic compound
Secondary alcohol
Lactone
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:4853 )
hydroxycoumarin (CHEBI:4853 )
coumarins (C09264 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	205 °C	Not Available
Boiling Point	697.65 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	206000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-1.307 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	10.3 g/L	ALOGPS
logP	-0.53	ALOGPS
logP	-1.1	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	8.12	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	77.65 m³·mol⁻¹	ChemAxon
Polarizability	31.58 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	176.867	30932474
DeepCCS	[M-H]-	174.471	30932474
DeepCCS	[M-2H]-	208.063	30932474
DeepCCS	[M+Na]+	183.109	30932474
AllCCS	[M+H]+	177.6	32859911
AllCCS	[M+H-H2O]+	174.5	32859911
AllCCS	[M+NH4]+	180.5	32859911
AllCCS	[M+Na]+	181.3	32859911
AllCCS	[M-H]-	174.8	32859911
AllCCS	[M+Na-2H]-	174.5	32859911
AllCCS	[M+HCOO]-	174.3	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.	3.0 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0404 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.69 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	191.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	989.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	245.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	83.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	53.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	299.9 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	299.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	509.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	597.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	146.3 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	984.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	190.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	210.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	546.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	411.9 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	296.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aesculin	OC[C@H]1O[C@@H](OC2=C(O)C=C3OC(=O)C=CC3=C2)[C@H](O)[C@@H](O)[C@@H]1O	4144.3	Standard polar	33892256
Aesculin	OC[C@H]1O[C@@H](OC2=C(O)C=C3OC(=O)C=CC3=C2)[C@H](O)[C@@H](O)[C@@H]1O	3111.6	Standard non polar	33892256
Aesculin	OC[C@H]1O[C@@H](OC2=C(O)C=C3OC(=O)C=CC3=C2)[C@H](O)[C@@H](O)[C@@H]1O	3335.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aesculin,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O	3104.4	Semi standard non polar	33892256
Aesculin,1TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	3211.1	Semi standard non polar	33892256
Aesculin,1TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)O[C@H](CO)[C@@H](O)[C@@H]1O	3125.4	Semi standard non polar	33892256
Aesculin,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)O[C@H](CO)[C@H]1O	3112.4	Semi standard non polar	33892256
Aesculin,1TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@H]1O	3099.1	Semi standard non polar	33892256
Aesculin,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)OC(=O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O	3052.0	Semi standard non polar	33892256
Aesculin,2TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@H]1O[Si](C)(C)C	3045.7	Semi standard non polar	33892256
Aesculin,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3004.5	Semi standard non polar	33892256
Aesculin,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3027.6	Semi standard non polar	33892256
Aesculin,2TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3014.8	Semi standard non polar	33892256
Aesculin,2TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3099.3	Semi standard non polar	33892256
Aesculin,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3112.1	Semi standard non polar	33892256
Aesculin,2TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3113.0	Semi standard non polar	33892256
Aesculin,2TMS,isomer #8	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)O[C@@H]1CO	3052.4	Semi standard non polar	33892256
Aesculin,2TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)O[C@H](CO)[C@H]1O	3049.4	Semi standard non polar	33892256
Aesculin,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)OC(=O)C=C3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3018.2	Semi standard non polar	33892256
Aesculin,3TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)O[C@H](CO)[C@H]1O[Si](C)(C)C	3053.1	Semi standard non polar	33892256
Aesculin,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)OC(=O)C=C3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3032.7	Semi standard non polar	33892256
Aesculin,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)OC(=O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3026.7	Semi standard non polar	33892256
Aesculin,3TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3016.6	Semi standard non polar	33892256
Aesculin,3TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3048.4	Semi standard non polar	33892256
Aesculin,3TMS,isomer #6	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3015.3	Semi standard non polar	33892256
Aesculin,3TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3077.6	Semi standard non polar	33892256
Aesculin,3TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3086.6	Semi standard non polar	33892256
Aesculin,3TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3082.9	Semi standard non polar	33892256
Aesculin,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)OC(=O)C=C3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3053.1	Semi standard non polar	33892256
Aesculin,4TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)OC(=O)C=C3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3072.3	Semi standard non polar	33892256
Aesculin,4TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)OC(=O)C=C3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3058.9	Semi standard non polar	33892256
Aesculin,4TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3065.3	Semi standard non polar	33892256
Aesculin,4TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3112.2	Semi standard non polar	33892256
Aesculin,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)OC(=O)C=C3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3116.6	Semi standard non polar	33892256
Aesculin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O	3371.5	Semi standard non polar	33892256
Aesculin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	3474.1	Semi standard non polar	33892256
Aesculin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)O[C@H](CO)[C@@H](O)[C@@H]1O	3392.8	Semi standard non polar	33892256
Aesculin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)O[C@H](CO)[C@H]1O	3381.0	Semi standard non polar	33892256
Aesculin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@H]1O	3365.4	Semi standard non polar	33892256
Aesculin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C(C)(C)C)OC(=O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O	3625.1	Semi standard non polar	33892256
Aesculin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3564.5	Semi standard non polar	33892256
Aesculin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3602.6	Semi standard non polar	33892256
Aesculin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3581.9	Semi standard non polar	33892256
Aesculin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3589.9	Semi standard non polar	33892256
Aesculin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3630.5	Semi standard non polar	33892256
Aesculin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3646.4	Semi standard non polar	33892256
Aesculin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3648.9	Semi standard non polar	33892256
Aesculin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)O[C@@H]1CO	3583.2	Semi standard non polar	33892256
Aesculin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)O[C@H](CO)[C@H]1O	3581.6	Semi standard non polar	33892256
Aesculin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C(C)(C)C)OC(=O)C=C3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3832.5	Semi standard non polar	33892256
Aesculin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)O[C@H](CO)[C@H]1O[Si](C)(C)C(C)(C)C	3772.1	Semi standard non polar	33892256
Aesculin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C(C)(C)C)OC(=O)C=C3)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3815.6	Semi standard non polar	33892256
Aesculin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C(C)(C)C)OC(=O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3818.2	Semi standard non polar	33892256
Aesculin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3771.3	Semi standard non polar	33892256
Aesculin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3800.4	Semi standard non polar	33892256
Aesculin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3771.3	Semi standard non polar	33892256
Aesculin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3817.4	Semi standard non polar	33892256
Aesculin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3830.3	Semi standard non polar	33892256
Aesculin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3836.6	Semi standard non polar	33892256
Aesculin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C(C)(C)C)OC(=O)C=C3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3969.8	Semi standard non polar	33892256
Aesculin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C(C)(C)C)OC(=O)C=C3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4003.1	Semi standard non polar	33892256
Aesculin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C(C)(C)C)OC(=O)C=C3)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3981.9	Semi standard non polar	33892256
Aesculin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O)OC(=O)C=C3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3963.0	Semi standard non polar	33892256
Aesculin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=CC(=O)O2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3979.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aesculin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0fb9-8900000000-f07e5f4d396dfa02a8ec	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin LC-ESI-QTOF , negative-QTOF	splash10-004i-0901000000-4baa83a9d2df1615a0bb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin , negative-QTOF	splash10-014i-4321100129-8dd728a7ffce4137b185	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin LC-ESI-QTOF , positive-QTOF	splash10-004i-0900000000-f430c535996e7a3911ce	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin , positive-QTOF	splash10-004i-0900000000-6f75f8f80ff5ba44b19a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 40V, Negative-QTOF	splash10-004i-0900000000-0c862135d78b959b4abe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 10V, Negative-QTOF	splash10-004r-0908000000-177773495a19980d69d0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 20V, Negative-QTOF	splash10-004i-0900000000-d70b32850e66c99a96d4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 20V, Negative-QTOF	splash10-004i-0900000000-837775bdf14ed0452f31	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 40V, Negative-QTOF	splash10-004i-0900000000-7c8f6419a5f9420de8ef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 10V, Negative-QTOF	splash10-004r-0908000000-d469bcf29ca978026b0e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 20V, Positive-QTOF	splash10-004i-0900000000-6b53852a3684b65f81d7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 40V, Positive-QTOF	splash10-004i-0900000000-2773ec1f085873c5d4f0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 20V, Positive-QTOF	splash10-004i-0920000000-d180ec16c9dce64bdcdb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 10V, Positive-QTOF	splash10-004i-0923000000-6c9db9045198db5efbf6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 40V, Positive-QTOF	splash10-004i-0900000000-da0d647eae8a61de70e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aesculin 10V, Positive-QTOF	splash10-004i-0901000000-d906a3565835df762ae4	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aesculin 10V, Positive-QTOF	splash10-004l-0906000000-fcca2dd08f7f4a0caf8f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aesculin 20V, Positive-QTOF	splash10-004i-0900000000-5de325332ddb75bc13b4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aesculin 40V, Positive-QTOF	splash10-004i-1900000000-ed52db233670cc2482ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aesculin 10V, Negative-QTOF	splash10-002r-1729000000-69d359de90e6b4362837	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aesculin 20V, Negative-QTOF	splash10-004i-1911000000-918f71b3f7d771af124f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aesculin 40V, Negative-QTOF	splash10-003r-2900000000-d9826b19b62d974318cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aesculin 10V, Positive-QTOF	splash10-002f-0509000000-43a22ceecb1b80921247	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aesculin 20V, Positive-QTOF	splash10-004i-1933000000-0f13e5e4afefacb9a7f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aesculin 40V, Positive-QTOF	splash10-00bi-2900000000-759fb491f32d54853de1	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

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

DB13155

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Aesculin

METLIN ID

Not Available

PubChem Compound

5281417

PDB ID

Not Available

ChEBI ID

4853

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1242871

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Aesculin → 3,4,5-trihydroxy-6-[(2-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-7-yl)oxy]oxane-2-carboxylic acid	details

Showing metabocard for Aesculin (HMDB0030820)

MOL for HMDB0030820 (Aesculin)

3D MOL for HMDB0030820 (Aesculin)

3D SDF for HMDB0030820 (Aesculin)

3D-SDF for HMDB0030820 (Aesculin)

PDB for HMDB0030820 (Aesculin)

3D PDB for HMDB0030820 (Aesculin)

SMILES for HMDB0030820 (Aesculin)

INCHI for HMDB0030820 (Aesculin)

Structure for HMDB0030820 (Aesculin)

3D Structure for HMDB0030820 (Aesculin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions