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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 23:19:36 UTC

Update Date

2021-09-23 23:19:36 UTC

HMDB ID

HMDB0303101

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Angelicoidenol 2-O-beta-D-glucopyranoside

Description

Angelicoidenol 2-o-beta-d-glucopyranoside is a member of the class of compounds known as terpene glycosides. Terpene glycosides are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Angelicoidenol 2-o-beta-d-glucopyranoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Angelicoidenol 2-o-beta-d-glucopyranoside can be found in ginger, which makes angelicoidenol 2-o-beta-d-glucopyranoside a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303101
     RDKit          3D
Angelicoidenol 2-O-beta-D-glucopyranoside
 51 53  0  0  0  0  0  0  0  0999 V2000
   -4.4511   -0.3980   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -0.7224   -0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5637   -1.9258   -0.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -0.8286    1.5040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4015   -0.9983    1.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -0.0214    0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -0.5657   -0.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2789    0.0792   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2315   -0.8566    0.3090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053   -0.2788    0.7411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661   -1.2062    0.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3957   -2.4595    0.9902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732    1.0573    0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0380    1.3600    0.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2684    0.9591   -1.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5600    2.1941   -1.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    0.6686   -1.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099   -0.2635   -2.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007    0.4811   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8881    0.9014   -1.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7449    1.4719    0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3152    0.5986    1.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8677    0.9887    3.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7037    0.6535   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172   -0.8833    0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7570   -0.8895   -1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3475   -2.2293   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -2.8097   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109   -1.8317   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -1.5900    1.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031   -0.7801    2.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405   -2.0007    1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374    0.8207    1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666    0.8893    0.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518   -0.1730    1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5046   -0.7505    0.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6548   -1.3212   -0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9257   -3.1275    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0525    1.8348    0.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3122    1.4231    1.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8660    0.1758   -1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0156    2.0906   -2.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2839    1.6272   -1.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9431   -1.1328   -2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165    1.9756   -1.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360    0.3377   -2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950    0.6906   -2.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4784    2.1260    0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9431    2.0829    1.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4165    0.6380    1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362    1.9185    3.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  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
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 19  2  1  0
 22  4  1  0
 17  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
M  END

  Mrv0541 02241223332D          

 23 25  0  0  0  0            999 V2000
    0.3173   -0.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1164   -0.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671   -0.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2826   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3173    0.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1662    0.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6666    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4663   -0.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5826   -0.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -1.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0331    1.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0830    0.1995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2795   -0.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6725   -0.1346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8749   -0.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6725   -0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2795   -0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0784   -0.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679   -0.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4663   -0.8092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8676   -1.1570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2795   -1.2088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768   -0.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  9  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303101

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C2CC(OC3OC(CO)C(O)C(O)C3O)C1(C)CC2O

> <INCHI_IDENTIFIER>
InChI=1S/C16H28O7/c1-15(2)7-4-10(16(15,3)5-8(7)18)23-14-13(21)12(20)11(19)9(6-17)22-14/h7-14,17-21H,4-6H2,1-3H3

> <INCHI_KEY>
AOHQEWBMTRLCSX-UHFFFAOYSA-N

> <FORMULA>
C16H28O7

> <MOLECULAR_WEIGHT>
332.3893

> <EXACT_MASS>
332.18350325

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
34.95811840873087

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.63

> <JCHEM_LOGP>
-1.0901425583333333

> <ALOGPS_LOGS>
-1.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.19248964990603

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.209672877919566

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8400427119222744

> <JCHEM_POLAR_SURFACE_AREA>
119.61000000000001

> <JCHEM_REFRACTIVITY>
79.3201

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.68e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303101
     RDKit          3D
Angelicoidenol 2-O-beta-D-glucopyranoside
 51 53  0  0  0  0  0  0  0  0999 V2000
   -4.4511   -0.3980   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -0.7224   -0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5637   -1.9258   -0.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -0.8286    1.5040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4015   -0.9983    1.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -0.0214    0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -0.5657   -0.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2789    0.0792   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2315   -0.8566    0.3090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053   -0.2788    0.7411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661   -1.2062    0.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3957   -2.4595    0.9902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732    1.0573    0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0380    1.3600    0.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2684    0.9591   -1.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5600    2.1941   -1.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    0.6686   -1.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099   -0.2635   -2.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007    0.4811   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8881    0.9014   -1.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7449    1.4719    0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3152    0.5986    1.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8677    0.9887    3.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7037    0.6535   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172   -0.8833    0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7570   -0.8895   -1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3475   -2.2293   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -2.8097   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109   -1.8317   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -1.5900    1.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031   -0.7801    2.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405   -2.0007    1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374    0.8207    1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666    0.8893    0.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518   -0.1730    1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5046   -0.7505    0.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6548   -1.3212   -0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9257   -3.1275    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0525    1.8348    0.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3122    1.4231    1.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8660    0.1758   -1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0156    2.0906   -2.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2839    1.6272   -1.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9431   -1.1328   -2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165    1.9756   -1.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360    0.3377   -2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950    0.6906   -2.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4784    2.1260    0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9431    2.0829    1.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4165    0.6380    1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362    1.9185    3.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  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
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 19  2  1  0
 22  4  1  0
 17  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  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       0.592  -0.654   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.084  -1.119   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.685  -1.586   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.528  -0.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.592   0.932   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.177   1.399   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.111   0.092   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.604  -0.001   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.088  -1.494   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.249  -2.426   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.062   2.426   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.022   0.372   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.388  -0.263   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.122  -0.251   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.500  -0.881   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.122  -1.523   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.388  -1.523   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.013  -0.881   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.233  -0.877   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.604  -1.511   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -3.486  -2.160   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.388  -2.256   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.823  -1.590   0.000  0.00  0.00           O+0
CONECT    1    2    5    9   10                                             
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    1    4    6   11                                             
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
CONECT    9    1                                                            
CONECT   10    1                                                            
CONECT   11    5                                                            
CONECT   12    4   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   22                                                  
CONECT   18   13   17   23                                                  
CONECT   19   15   20                                                       
CONECT   20   19                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   18                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0303101
HETATM    1  C1  UNL     1      -4.451  -0.398  -0.318  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.038  -0.722  -0.022  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.564  -1.926  -0.735  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.880  -0.829   1.504  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.402  -0.998   1.609  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.878  -0.021   0.551  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.073  -0.566  -0.251  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.279   0.079  -0.110  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.231  -0.857   0.309  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.405  -0.279   0.741  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.566  -1.206   0.371  1.00  0.00           C  
HETATM   12  O3  UNL     1       4.396  -2.460   0.990  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.673   1.057   0.101  1.00  0.00           C  
HETATM   14  O4  UNL     1       5.038   1.360   0.150  1.00  0.00           O  
HETATM   15  C11 UNL     1       3.268   0.959  -1.348  1.00  0.00           C  
HETATM   16  O5  UNL     1       3.560   2.194  -1.955  1.00  0.00           O  
HETATM   17  C12 UNL     1       1.784   0.669  -1.411  1.00  0.00           C  
HETATM   18  O6  UNL     1       1.610  -0.264  -2.447  1.00  0.00           O  
HETATM   19  C13 UNL     1      -2.101   0.481  -0.178  1.00  0.00           C  
HETATM   20  C14 UNL     1      -1.888   0.901  -1.562  1.00  0.00           C  
HETATM   21  C15 UNL     1      -2.745   1.472   0.734  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.315   0.599   1.857  1.00  0.00           C  
HETATM   23  O7  UNL     1      -2.868   0.989   3.096  1.00  0.00           O  
HETATM   24  H1  UNL     1      -4.704   0.653  -0.414  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.117  -0.883   0.451  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.757  -0.889  -1.285  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.347  -2.229  -1.485  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.500  -2.810  -0.036  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.611  -1.832  -1.263  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.492  -1.590   1.945  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.003  -0.780   2.609  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.141  -2.001   1.254  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.437   0.821   1.128  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.167   0.889   0.631  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.452  -0.173   1.846  1.00  0.00           H  
HETATM   36  H13 UNL     1       5.505  -0.750   0.760  1.00  0.00           H  
HETATM   37  H14 UNL     1       4.655  -1.321  -0.720  1.00  0.00           H  
HETATM   38  H15 UNL     1       4.926  -3.127   0.463  1.00  0.00           H  
HETATM   39  H16 UNL     1       3.053   1.835   0.594  1.00  0.00           H  
HETATM   40  H17 UNL     1       5.312   1.423   1.104  1.00  0.00           H  
HETATM   41  H18 UNL     1       3.866   0.176  -1.859  1.00  0.00           H  
HETATM   42  H19 UNL     1       4.016   2.091  -2.813  1.00  0.00           H  
HETATM   43  H20 UNL     1       1.284   1.627  -1.661  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.943  -1.133  -2.068  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.617   1.976  -1.602  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.036   0.338  -2.002  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.795   0.691  -2.164  1.00  0.00           H  
HETATM   48  H25 UNL     1      -3.478   2.126   0.288  1.00  0.00           H  
HETATM   49  H26 UNL     1      -1.943   2.083   1.209  1.00  0.00           H  
HETATM   50  H27 UNL     1      -4.416   0.638   1.777  1.00  0.00           H  
HETATM   51  H28 UNL     1      -2.536   1.918   3.015  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   19
CONECT    3   27   28   29
CONECT    4    5   22   30
CONECT    5    6   31   32
CONECT    6    7   19   33
CONECT    7    8
CONECT    8    9   17   34
CONECT    9   10
CONECT   10   11   13   35
CONECT   11   12   36   37
CONECT   12   38
CONECT   13   14   15   39
CONECT   14   40
CONECT   15   16   17   41
CONECT   16   42
CONECT   17   18   43
CONECT   18   44
CONECT   19   20   21
CONECT   20   45   46   47
CONECT   21   22   48   49
CONECT   22   23   50
CONECT   23   51
END

HMDB0303101
     RDKit          3D
Angelicoidenol 2-O-beta-D-glucopyranoside
 51 53  0  0  0  0  0  0  0  0999 V2000
   -4.4511   -0.3980   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -0.7224   -0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5637   -1.9258   -0.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8800   -0.8286    1.5040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4015   -0.9983    1.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -0.0214    0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -0.5657   -0.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2789    0.0792   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2315   -0.8566    0.3090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053   -0.2788    0.7411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661   -1.2062    0.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3957   -2.4595    0.9902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732    1.0573    0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0380    1.3600    0.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2684    0.9591   -1.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5600    2.1941   -1.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    0.6686   -1.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099   -0.2635   -2.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007    0.4811   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8881    0.9014   -1.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7449    1.4719    0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3152    0.5986    1.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8677    0.9887    3.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7037    0.6535   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172   -0.8833    0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7570   -0.8895   -1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3475   -2.2293   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -2.8097   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109   -1.8317   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -1.5900    1.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031   -0.7801    2.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405   -2.0007    1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374    0.8207    1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666    0.8893    0.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518   -0.1730    1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5046   -0.7505    0.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6548   -1.3212   -0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9257   -3.1275    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0525    1.8348    0.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3122    1.4231    1.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8660    0.1758   -1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0156    2.0906   -2.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2839    1.6272   -1.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9431   -1.1328   -2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165    1.9756   -1.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360    0.3377   -2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950    0.6906   -2.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4784    2.1260    0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9431    2.0829    1.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4165    0.6380    1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362    1.9185    3.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  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
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 19  2  1  0
 22  4  1  0
 17  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Angelicoidenol 2-O-b-D-glucopyranoside	Generator
Angelicoidenol 2-O-β-D-glucopyranoside	Generator

Chemical Formula

C₁₆H₂₈O₇

Average Molecular Weight

332.3893

Monoisotopic Molecular Weight

332.18350325

IUPAC Name

2-({5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-({5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CC1(C)C2CC(OC3OC(CO)C(O)C(O)C3O)C1(C)CC2O

InChI Identifier

InChI=1S/C16H28O7/c1-15(2)7-4-10(16(15,3)5-8(7)18)23-14-13(21)12(20)11(19)9(6-17)22-14/h7-14,17-21H,4-6H2,1-3H3

InChI Key

AOHQEWBMTRLCSX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Bornane monoterpenoid
Bicyclic monoterpenoid
Norbornane monoterpenoid
Monoterpenoid
Monosaccharide
Oxane
Cyclic alcohol
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303101)

Food

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

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	-0.63	ALOGPS
logP	-1.1	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	119.61 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.32 m³·mol⁻¹	ChemAxon
Polarizability	34.96 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
AllCCS	[M+H]+	180.239	32859911
AllCCS	[M+H-H2O]+	177.471	32859911
AllCCS	[M+Na]+	183.526	32859911
AllCCS	[M+NH4]+	182.794	32859911
AllCCS	[M-H]-	179.412	32859911
AllCCS	[M+Na-2H]-	179.673	32859911
AllCCS	[M+HCOO]-	180.09	32859911
DeepCCS	[M+H]+	180.437	30932474
DeepCCS	[M-H]-	178.079	30932474
DeepCCS	[M-2H]-	210.965	30932474
DeepCCS	[M+Na]+	186.53	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 10V, Positive-QTOF	splash10-0v59-0905000000-23f1e6d388d83b99ddeb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 20V, Positive-QTOF	splash10-0uk9-0900000000-04f7153fa5df459cc707	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 40V, Positive-QTOF	splash10-0udi-1900000000-5846d2197d5f6a0e487d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 10V, Negative-QTOF	splash10-0fsi-1918000000-ec3f3cc9c525da95ecc4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 20V, Negative-QTOF	splash10-0uxr-0901000000-fb4a34c4283c8a6c69f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 40V, Negative-QTOF	splash10-0uxr-2900000000-896ec21ee90e12c02e92	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 10V, Positive-QTOF	splash10-0159-0309000000-42396414d372033d7d57	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 20V, Positive-QTOF	splash10-0f80-1902000000-985adc9d4fc8c8403ffc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 40V, Positive-QTOF	splash10-0a4i-3930000000-886244a7c4849981b2a3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 10V, Negative-QTOF	splash10-001i-0009000000-f4dfcd848b7c9cd0e4da	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 20V, Negative-QTOF	splash10-001i-6429000000-e020dd541b62f02e2e08	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Angelicoidenol 2-O-beta-D-glucopyranoside 40V, Negative-QTOF	splash10-0a4l-9101000000-929c311be356bbc0d3e3	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

FDB007775

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

23757177

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 Angelicoidenol 2-O-beta-D-glucopyranoside (HMDB0303101)

MOL for HMDB0303101 (Angelicoidenol 2-O-beta-D-glucopyranoside)

3D MOL for HMDB0303101 (Angelicoidenol 2-O-beta-D-glucopyranoside)

3D SDF for HMDB0303101 (Angelicoidenol 2-O-beta-D-glucopyranoside)

3D-SDF for HMDB0303101 (Angelicoidenol 2-O-beta-D-glucopyranoside)

PDB for HMDB0303101 (Angelicoidenol 2-O-beta-D-glucopyranoside)

3D PDB for HMDB0303101 (Angelicoidenol 2-O-beta-D-glucopyranoside)

SMILES for HMDB0303101 (Angelicoidenol 2-O-beta-D-glucopyranoside)

INCHI for HMDB0303101 (Angelicoidenol 2-O-beta-D-glucopyranoside)

Structure for HMDB0303101 (Angelicoidenol 2-O-beta-D-glucopyranoside)

3D Structure for HMDB0303101 (Angelicoidenol 2-O-beta-D-glucopyranoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra