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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:01:24 UTC

Update Date

2023-02-21 17:24:02 UTC

HMDB ID

HMDB0034221

Secondary Accession Numbers

HMDB34221

Metabolite Identification

Common Name

L-Quebrachitol

Description

L-Quebrachitol belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. L-Quebrachitol is found, on average, in the highest concentration within sea-buckthornberries (Hippophae rhamnoides). L-Quebrachitol has also been detected, but not quantified in, mugworts (Artemisia vulgaris). This could make L-quebrachitol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on L-Quebrachitol.

Structure

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


  Mrv1652303202019002D          

 13 13  0  0  0  0            999 V2000
   -0.4168   -1.0458    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8292   -0.3314    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4168    0.3833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4083    0.3833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8207   -0.3312    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4082   -1.0457    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8208   -1.7601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6457   -0.3312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8206    1.0977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8293    1.0977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6542   -0.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8292   -1.7603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6456    1.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  6  0  0  0
  4  9  1  1  0  0  0
  3 10  1  1  0  0  0
  2 11  1  6  0  0  0
  1 12  1  6  0  0  0
  9 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034221

> <DATABASE_NAME>
hmdb

> <SMILES>
CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5+,6+,7-/m0/s1

> <INCHI_KEY>
DSCFFEYYQKSRSV-FIZWYUIZSA-N

> <FORMULA>
C7H14O6

> <MOLECULAR_WEIGHT>
194.1825

> <EXACT_MASS>
194.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
17.95810285118504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3S,4S,5R,6R)-6-methoxycyclohexane-1,2,3,4,5-pentol

> <ALOGPS_LOGP>
-2.67

> <JCHEM_LOGP>
-3.138883148333333

> <ALOGPS_LOGS>
0.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.999964550804691

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.360891065931447

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6457717234067664

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
40.526199999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.44e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-quebrachitol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -0.778  -1.952   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.548  -0.619   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.778   0.715   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.762   0.715   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.532  -0.618   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.762  -1.952   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.532  -3.286   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.072  -0.618   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.532   2.049   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.548   2.049   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.088  -0.619   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.548  -3.286   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.072   2.049   0.000  0.00  0.00           C+0
CONECT    1    2    6   12                                                  
CONECT    2    1    3   11                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    4   13                                                       
CONECT   10    3                                                            
CONECT   11    2                                                            
CONECT   12    1                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0034221
HETATM    1  C1  UNL     1      -3.256  -0.260  -0.420  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.005  -0.103  -1.013  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.994   0.012  -0.060  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.099  -1.183  -0.204  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.803  -2.283   0.327  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.208  -1.056   0.505  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.993  -2.162   0.137  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.910   0.180  -0.006  1.00  0.00           C  
HETATM    9  O4  UNL     1       3.103   0.327   0.716  1.00  0.00           O  
HETATM   10  C6  UNL     1       1.082   1.398   0.238  1.00  0.00           C  
HETATM   11  O5  UNL     1       1.163   1.734   1.598  1.00  0.00           O  
HETATM   12  C7  UNL     1      -0.310   1.322  -0.268  1.00  0.00           C  
HETATM   13  O6  UNL     1      -0.406   1.735  -1.615  1.00  0.00           O  
HETATM   14  H1  UNL     1      -4.007  -0.345  -1.226  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.249  -1.189   0.208  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.521   0.569   0.259  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.480  -0.055   0.936  1.00  0.00           H  
HETATM   18  H5  UNL     1       0.093  -1.428  -1.276  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.536  -2.389   1.294  1.00  0.00           H  
HETATM   20  H7  UNL     1       1.063  -1.019   1.595  1.00  0.00           H  
HETATM   21  H8  UNL     1       2.185  -2.058  -0.846  1.00  0.00           H  
HETATM   22  H9  UNL     1       2.122   0.069  -1.079  1.00  0.00           H  
HETATM   23  H10 UNL     1       3.609   1.108   0.338  1.00  0.00           H  
HETATM   24  H11 UNL     1       1.591   2.249  -0.305  1.00  0.00           H  
HETATM   25  H12 UNL     1       0.318   1.566   2.076  1.00  0.00           H  
HETATM   26  H13 UNL     1      -0.905   2.095   0.302  1.00  0.00           H  
HETATM   27  H14 UNL     1       0.130   1.167  -2.210  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4   12   17
CONECT    4    5    6   18
CONECT    5   19
CONECT    6    7    8   20
CONECT    7   21
CONECT    8    9   10   22
CONECT    9   23
CONECT   10   11   12   24
CONECT   11   25
CONECT   12   13   26
CONECT   13   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(-)-Quebrachitol	HMDB
1l-2-O-Methyl-chiro-inositol	HMDB
2-O-Methyl-L-chiro-inositol	HMDB
Quebrachitol	HMDB

Chemical Formula

C₇H₁₄O₆

Average Molecular Weight

194.1825

Monoisotopic Molecular Weight

194.07903818

IUPAC Name

(1R,2S,3S,4S,5R,6R)-6-methoxycyclohexane-1,2,3,4,5-pentol

Traditional Name

(-)-quebrachitol

CAS Registry Number

642-38-6

SMILES

CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5+,6+,7-/m0/s1

InChI Key

DSCFFEYYQKSRSV-FIZWYUIZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclohexanols

Alternative Parents

Substituents

Cyclohexanol
Cyclitol or derivatives
Cyclic alcohol
Polyol
Ether
Dialkyl ether
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

cyclitol (CHEBI:111 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034221)
Cytoplasm (HMDB: HMDB0034221)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034221)

Source

Exogenous

Food

Food (HMDB: HMDB0034221)

Fruit

Berry

Sea-buckthornberry (FooDB: FOOD00087)

Herb and spice

Herb

Mugwort (FooDB: FOOD00020)

Endogenous

Plant

Plant (HMDB: HMDB0034221)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034221)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	191 °C	Not Available
Boiling Point	317.20 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.740 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	544 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-3.1	ChemAxon
logS	0.45	ALOGPS
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	40.53 m³·mol⁻¹	ChemAxon
Polarizability	17.96 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	144.15	31661259
DarkChem	[M-H]-	142.147	31661259
DeepCCS	[M+H]+	149.131	30932474
DeepCCS	[M-H]-	146.736	30932474
DeepCCS	[M-2H]-	181.396	30932474
DeepCCS	[M+Na]+	155.851	30932474
AllCCS	[M+H]+	145.9	32859911
AllCCS	[M+H-H2O]+	142.0	32859911
AllCCS	[M+NH4]+	149.6	32859911
AllCCS	[M+Na]+	150.7	32859911
AllCCS	[M-H]-	137.1	32859911
AllCCS	[M+Na-2H]-	137.9	32859911
AllCCS	[M+HCOO]-	139.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Quebrachitol	CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O	3452.0	Standard polar	33892256
L-Quebrachitol	CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O	2055.4	Standard non polar	33892256
L-Quebrachitol	CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O	1792.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-Quebrachitol,1TMS,isomer #1	CO[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	1573.5	Semi standard non polar	33892256
L-Quebrachitol,1TMS,isomer #2	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H](O)[C@H]1O	1582.5	Semi standard non polar	33892256
L-Quebrachitol,1TMS,isomer #3	CO[C@H]1[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	1585.9	Semi standard non polar	33892256
L-Quebrachitol,1TMS,isomer #4	CO[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	1582.5	Semi standard non polar	33892256
L-Quebrachitol,1TMS,isomer #5	CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	1573.5	Semi standard non polar	33892256
L-Quebrachitol,2TMS,isomer #1	CO[C@H]1[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	1650.3	Semi standard non polar	33892256
L-Quebrachitol,2TMS,isomer #10	CO[C@@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	1645.7	Semi standard non polar	33892256
L-Quebrachitol,2TMS,isomer #2	CO[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	1664.2	Semi standard non polar	33892256
L-Quebrachitol,2TMS,isomer #3	CO[C@H]1[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	1671.5	Semi standard non polar	33892256
L-Quebrachitol,2TMS,isomer #4	CO[C@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H](O)[C@H]1O	1645.7	Semi standard non polar	33892256
L-Quebrachitol,2TMS,isomer #5	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	1663.3	Semi standard non polar	33892256
L-Quebrachitol,2TMS,isomer #6	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	1688.6	Semi standard non polar	33892256
L-Quebrachitol,2TMS,isomer #7	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	1664.2	Semi standard non polar	33892256
L-Quebrachitol,2TMS,isomer #8	CO[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	1663.3	Semi standard non polar	33892256
L-Quebrachitol,2TMS,isomer #9	CO[C@@H]1[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	1671.5	Semi standard non polar	33892256
L-Quebrachitol,3TMS,isomer #1	CO[C@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	1713.8	Semi standard non polar	33892256
L-Quebrachitol,3TMS,isomer #10	CO[C@@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	1715.3	Semi standard non polar	33892256
L-Quebrachitol,3TMS,isomer #2	CO[C@H]1[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	1770.2	Semi standard non polar	33892256
L-Quebrachitol,3TMS,isomer #3	CO[C@@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	1713.8	Semi standard non polar	33892256
L-Quebrachitol,3TMS,isomer #4	CO[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	1764.1	Semi standard non polar	33892256
L-Quebrachitol,3TMS,isomer #5	CO[C@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	1755.1	Semi standard non polar	33892256
L-Quebrachitol,3TMS,isomer #6	CO[C@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	1715.3	Semi standard non polar	33892256
L-Quebrachitol,3TMS,isomer #7	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	1751.1	Semi standard non polar	33892256
L-Quebrachitol,3TMS,isomer #8	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	1764.1	Semi standard non polar	33892256
L-Quebrachitol,3TMS,isomer #9	CO[C@@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	1755.1	Semi standard non polar	33892256
L-Quebrachitol,4TMS,isomer #1	CO[C@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	1843.2	Semi standard non polar	33892256
L-Quebrachitol,4TMS,isomer #2	CO[C@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	1835.9	Semi standard non polar	33892256
L-Quebrachitol,4TMS,isomer #3	CO[C@@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	1843.2	Semi standard non polar	33892256
L-Quebrachitol,4TMS,isomer #4	CO[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	1841.6	Semi standard non polar	33892256
L-Quebrachitol,4TMS,isomer #5	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	1841.6	Semi standard non polar	33892256
L-Quebrachitol,5TMS,isomer #1	CO[C@H]1[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	1927.3	Semi standard non polar	33892256
L-Quebrachitol,1TBDMS,isomer #1	CO[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	1836.1	Semi standard non polar	33892256
L-Quebrachitol,1TBDMS,isomer #2	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@H]1O	1852.7	Semi standard non polar	33892256
L-Quebrachitol,1TBDMS,isomer #3	CO[C@H]1[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	1863.7	Semi standard non polar	33892256
L-Quebrachitol,1TBDMS,isomer #4	CO[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	1852.7	Semi standard non polar	33892256
L-Quebrachitol,1TBDMS,isomer #5	CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	1836.1	Semi standard non polar	33892256
L-Quebrachitol,2TBDMS,isomer #1	CO[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2133.3	Semi standard non polar	33892256
L-Quebrachitol,2TBDMS,isomer #10	CO[C@@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	2128.4	Semi standard non polar	33892256
L-Quebrachitol,2TBDMS,isomer #2	CO[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2162.8	Semi standard non polar	33892256
L-Quebrachitol,2TBDMS,isomer #3	CO[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2158.5	Semi standard non polar	33892256
L-Quebrachitol,2TBDMS,isomer #4	CO[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@H]1O	2128.4	Semi standard non polar	33892256
L-Quebrachitol,2TBDMS,isomer #5	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2151.0	Semi standard non polar	33892256
L-Quebrachitol,2TBDMS,isomer #6	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2157.8	Semi standard non polar	33892256
L-Quebrachitol,2TBDMS,isomer #7	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2162.8	Semi standard non polar	33892256
L-Quebrachitol,2TBDMS,isomer #8	CO[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2151.0	Semi standard non polar	33892256
L-Quebrachitol,2TBDMS,isomer #9	CO[C@@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2158.5	Semi standard non polar	33892256
L-Quebrachitol,3TBDMS,isomer #1	CO[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2406.2	Semi standard non polar	33892256
L-Quebrachitol,3TBDMS,isomer #10	CO[C@@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2400.5	Semi standard non polar	33892256
L-Quebrachitol,3TBDMS,isomer #2	CO[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2430.4	Semi standard non polar	33892256
L-Quebrachitol,3TBDMS,isomer #3	CO[C@@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2406.2	Semi standard non polar	33892256
L-Quebrachitol,3TBDMS,isomer #4	CO[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2433.7	Semi standard non polar	33892256
L-Quebrachitol,3TBDMS,isomer #5	CO[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2426.3	Semi standard non polar	33892256
L-Quebrachitol,3TBDMS,isomer #6	CO[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2400.5	Semi standard non polar	33892256
L-Quebrachitol,3TBDMS,isomer #7	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2426.6	Semi standard non polar	33892256
L-Quebrachitol,3TBDMS,isomer #8	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2433.7	Semi standard non polar	33892256
L-Quebrachitol,3TBDMS,isomer #9	CO[C@@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2426.3	Semi standard non polar	33892256
L-Quebrachitol,4TBDMS,isomer #1	CO[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2644.8	Semi standard non polar	33892256
L-Quebrachitol,4TBDMS,isomer #2	CO[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	2635.2	Semi standard non polar	33892256
L-Quebrachitol,4TBDMS,isomer #3	CO[C@@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2644.8	Semi standard non polar	33892256
L-Quebrachitol,4TBDMS,isomer #4	CO[C@@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[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	2639.6	Semi standard non polar	33892256
L-Quebrachitol,4TBDMS,isomer #5	CO[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[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	2639.6	Semi standard non polar	33892256
L-Quebrachitol,5TBDMS,isomer #1	CO[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[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	2880.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - L-Quebrachitol GC-MS (Non-derivatized)	splash10-066r-1793000000-bc79b0c3d616f4143f86	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Quebrachitol GC-MS (Non-derivatized)	splash10-066r-1793000000-bc79b0c3d616f4143f86	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Quebrachitol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0h7i-4900000000-a49a1a34000c6d029ba2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Quebrachitol GC-MS (5 TMS) - 70eV, Positive	splash10-009m-7131590000-80d056ae2a5ea151f252	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Quebrachitol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Quebrachitol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 0V, positive-QTOF	splash10-0006-0900000000-1ce4425a0b0cfc34ca39	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 1V, positive-QTOF	splash10-0006-0900000000-44fd82cd8dc60277e8fc	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 1V, positive-QTOF	splash10-0006-1900000000-25d6598e8859b672af03	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 2V, positive-QTOF	splash10-0006-2900000000-ca8f3b92cdb5acf778a2	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 3V, positive-QTOF	splash10-0536-3900000000-108f6399b1e9a18df6e0	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 3V, positive-QTOF	splash10-0536-5900000000-5e58d66f26e25cfb75ac	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 4V, positive-QTOF	splash10-053u-7900000000-f0c18a8ff46d233e4d65	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 4V, positive-QTOF	splash10-053r-9800000000-6fc4f22a443cc73e5591	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 5V, positive-QTOF	splash10-001i-9600000000-ec4617241721d864d2ff	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 6V, positive-QTOF	splash10-001i-9300000000-ea89f1f1ee62b3e7b0bc	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 8V, positive-QTOF	splash10-001i-9100000000-ff58f8d612bf11cc4282	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol n/a 13V, positive-QTOF	splash10-0bu0-4900000000-4c9bd62fe8a94e82fbd6	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol n/a 13V, positive-QTOF	splash10-001i-9000000000-fc527ff9b17df8a45f5d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol n/a 13V, positive-QTOF	splash10-001i-9000000000-b6dea9b9985488301af8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 0V, positive-QTOF	splash10-03di-0090000000-328674f186db37d3b072	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 1V, positive-QTOF	splash10-03di-0290000000-152601d8c3d3fb4a0f9b	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 2V, positive-QTOF	splash10-03di-0690000000-f565a4869dd822c41271	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 3V, positive-QTOF	splash10-0bt9-1950000000-99182114e2b761fbe8bb	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Quebrachitol Orbitrap 7V, positive-QTOF	splash10-0a59-7910000000-22057a91f9a822d9adb5	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Quebrachitol 10V, Positive-QTOF	splash10-0002-0900000000-bb4d2ecdce0dc04b10af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Quebrachitol 20V, Positive-QTOF	splash10-0002-0900000000-49945a3e6e17b3711a45	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Quebrachitol 40V, Positive-QTOF	splash10-05di-7900000000-0e8b87d7385a80fa9e17	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Quebrachitol 10V, Negative-QTOF	splash10-0006-0900000000-93626cc17042696dcb3d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Quebrachitol 20V, Negative-QTOF	splash10-0006-1900000000-87660e9bdc5010035071	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Quebrachitol 40V, Negative-QTOF	splash10-05dr-9500000000-eaebcb725f72fdacd030	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Quebrachitol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

111

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1136971

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for L-Quebrachitol (HMDB0034221)

MOL for HMDB0034221 (L-Quebrachitol)

3D MOL for HMDB0034221 (L-Quebrachitol)

3D SDF for HMDB0034221 (L-Quebrachitol)

3D-SDF for HMDB0034221 (L-Quebrachitol)

PDB for HMDB0034221 (L-Quebrachitol)

3D PDB for HMDB0034221 (L-Quebrachitol)

SMILES for HMDB0034221 (L-Quebrachitol)

INCHI for HMDB0034221 (L-Quebrachitol)

Structure for HMDB0034221 (L-Quebrachitol)

3D Structure for HMDB0034221 (L-Quebrachitol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra