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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:39:24 UTC
Update Date2022-03-07 02:54:13 UTC
HMDB IDHMDB0034751
Secondary Accession Numbers
  • HMDB34751
Metabolite Identification
Common NameLigustroside
DescriptionLigustroside 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. Based on a literature review a small amount of articles have been published on Ligustroside.
Structure
Data?1563862613
Synonyms
ValueSource
LigstrosideHMDB
Methyl (2S,4S)-3-ethylidene-4-{2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl}-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acidGenerator
LigustrosideMeSH
Chemical FormulaC25H32O12
Average Molecular Weight524.5144
Monoisotopic Molecular Weight524.189376488
IUPAC Namemethyl (2S,3Z,4S)-3-ethylidene-4-{2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl}-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate
Traditional Nameligstroside
CAS Registry Number35897-92-8
SMILES
[H][C@]1(CC(=O)OCCC2=CC=C(O)C=C2)\C(=C\C)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C1C(=O)OC
InChI Identifier
InChI=1S/C25H32O12/c1-3-15-16(10-19(28)34-9-8-13-4-6-14(27)7-5-13)17(23(32)33-2)12-35-24(15)37-25-22(31)21(30)20(29)18(11-26)36-25/h3-7,12,16,18,20-22,24-27,29-31H,8-11H2,1-2H3/b15-3-/t16-,18+,20+,21-,22+,24-,25-/m0/s1
InChI KeyGMQXOLRKJQWPNB-FAWHCFPASA-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene glycosides
Direct ParentTerpene glycosides
Alternative Parents
Substituents
  • Terpene glycoside
  • Glycosyl compound
  • Secoiridoid-skeleton
  • O-glycosyl compound
  • Aromatic monoterpenoid
  • Monocyclic monoterpenoid
  • Monoterpenoid
  • Tyrosol derivative
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Sugar acid
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Monosaccharide
  • Oxane
  • Benzenoid
  • Methyl ester
  • Enoate ester
  • Vinylogous ester
  • Alpha,beta-unsaturated carboxylic ester
  • Secondary alcohol
  • Carboxylic acid ester
  • Polyol
  • Acetal
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Alcohol
  • Organic oxide
  • Carbonyl group
  • Primary alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility856 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.72 g/LALOGPS
logP0.77ALOGPS
logP0.41ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)4.94ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area181.44 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity126.24 m³·mol⁻¹ChemAxon
Polarizability52.48 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+220.10330932474
DeepCCS[M-H]-218.20730932474
DeepCCS[M-2H]-251.7230932474
DeepCCS[M+Na]+225.71830932474
AllCCS[M+H]+220.832859911
AllCCS[M+H-H2O]+219.232859911
AllCCS[M+NH4]+222.232859911
AllCCS[M+Na]+222.632859911
AllCCS[M-H]-210.332859911
AllCCS[M+Na-2H]-212.032859911
AllCCS[M+HCOO]-213.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ligustroside[H][C@]1(CC(=O)OCCC2=CC=C(O)C=C2)\C(=C\C)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C1C(=O)OC4722.3Standard polar33892256
Ligustroside[H][C@]1(CC(=O)OCCC2=CC=C(O)C=C2)\C(=C\C)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C1C(=O)OC3819.8Standard non polar33892256
Ligustroside[H][C@]1(CC(=O)OCCC2=CC=C(O)C=C2)\C(=C\C)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C1C(=O)OC4136.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ligustroside,1TMS,isomer #1C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13863.0Semi standard non polar33892256
Ligustroside,1TMS,isomer #2C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13825.9Semi standard non polar33892256
Ligustroside,1TMS,isomer #3C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13831.5Semi standard non polar33892256
Ligustroside,1TMS,isomer #4C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13827.6Semi standard non polar33892256
Ligustroside,1TMS,isomer #5C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13829.3Semi standard non polar33892256
Ligustroside,2TMS,isomer #1C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13804.4Semi standard non polar33892256
Ligustroside,2TMS,isomer #10C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13776.4Semi standard non polar33892256
Ligustroside,2TMS,isomer #2C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13814.5Semi standard non polar33892256
Ligustroside,2TMS,isomer #3C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13816.3Semi standard non polar33892256
Ligustroside,2TMS,isomer #4C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13817.5Semi standard non polar33892256
Ligustroside,2TMS,isomer #5C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13795.2Semi standard non polar33892256
Ligustroside,2TMS,isomer #6C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13780.6Semi standard non polar33892256
Ligustroside,2TMS,isomer #7C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13769.6Semi standard non polar33892256
Ligustroside,2TMS,isomer #8C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13782.8Semi standard non polar33892256
Ligustroside,2TMS,isomer #9C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13770.6Semi standard non polar33892256
Ligustroside,3TMS,isomer #1C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13777.2Semi standard non polar33892256
Ligustroside,3TMS,isomer #10C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13742.4Semi standard non polar33892256
Ligustroside,3TMS,isomer #2C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13780.5Semi standard non polar33892256
Ligustroside,3TMS,isomer #3C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13768.7Semi standard non polar33892256
Ligustroside,3TMS,isomer #4C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13791.6Semi standard non polar33892256
Ligustroside,3TMS,isomer #5C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13776.0Semi standard non polar33892256
Ligustroside,3TMS,isomer #6C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13790.6Semi standard non polar33892256
Ligustroside,3TMS,isomer #7C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13762.4Semi standard non polar33892256
Ligustroside,3TMS,isomer #8C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13738.6Semi standard non polar33892256
Ligustroside,3TMS,isomer #9C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13735.6Semi standard non polar33892256
Ligustroside,4TMS,isomer #1C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13764.7Semi standard non polar33892256
Ligustroside,4TMS,isomer #2C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13749.4Semi standard non polar33892256
Ligustroside,4TMS,isomer #3C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13750.2Semi standard non polar33892256
Ligustroside,4TMS,isomer #4C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13762.1Semi standard non polar33892256
Ligustroside,4TMS,isomer #5C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C13707.5Semi standard non polar33892256
Ligustroside,5TMS,isomer #1C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C13728.2Semi standard non polar33892256
Ligustroside,1TBDMS,isomer #1C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14094.2Semi standard non polar33892256
Ligustroside,1TBDMS,isomer #2C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14048.0Semi standard non polar33892256
Ligustroside,1TBDMS,isomer #3C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14041.3Semi standard non polar33892256
Ligustroside,1TBDMS,isomer #4C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14030.8Semi standard non polar33892256
Ligustroside,1TBDMS,isomer #5C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14034.7Semi standard non polar33892256
Ligustroside,2TBDMS,isomer #1C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14262.6Semi standard non polar33892256
Ligustroside,2TBDMS,isomer #10C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14186.3Semi standard non polar33892256
Ligustroside,2TBDMS,isomer #2C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14256.2Semi standard non polar33892256
Ligustroside,2TBDMS,isomer #3C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14248.3Semi standard non polar33892256
Ligustroside,2TBDMS,isomer #4C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14259.6Semi standard non polar33892256
Ligustroside,2TBDMS,isomer #5C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14214.0Semi standard non polar33892256
Ligustroside,2TBDMS,isomer #6C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14195.1Semi standard non polar33892256
Ligustroside,2TBDMS,isomer #7C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14203.2Semi standard non polar33892256
Ligustroside,2TBDMS,isomer #8C/C=C1\[C@H](O[C@@H]2O[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]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14184.2Semi standard non polar33892256
Ligustroside,2TBDMS,isomer #9C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14177.3Semi standard non polar33892256
Ligustroside,3TBDMS,isomer #1C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14412.1Semi standard non polar33892256
Ligustroside,3TBDMS,isomer #10C/C=C1\[C@H](O[C@@H]2O[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]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14304.3Semi standard non polar33892256
Ligustroside,3TBDMS,isomer #2C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14402.5Semi standard non polar33892256
Ligustroside,3TBDMS,isomer #3C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14415.1Semi standard non polar33892256
Ligustroside,3TBDMS,isomer #4C/C=C1\[C@H](O[C@@H]2O[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]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14395.1Semi standard non polar33892256
Ligustroside,3TBDMS,isomer #5C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14390.8Semi standard non polar33892256
Ligustroside,3TBDMS,isomer #6C/C=C1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C14399.7Semi standard non polar33892256
Ligustroside,3TBDMS,isomer #7C/C=C1\[C@H](O[C@@H]2O[C@H](CO[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]2O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14337.5Semi standard non polar33892256
Ligustroside,3TBDMS,isomer #8C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14328.9Semi standard non polar33892256
Ligustroside,3TBDMS,isomer #9C/C=C1\[C@H](O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)OC=C(C(=O)OC)[C@H]1CC(=O)OCCC1=CC=C(O)C=C14325.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ligustroside GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4r-9807820000-f5c2ec35cb8d0ba790542017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ligustroside GC-MS (2 TMS) - 70eV, Positivesplash10-0udl-4920706000-ea2ce40b8fe272ce689e2017-10-06Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 10V, Positive-QTOFsplash10-03fr-0957140000-7dd3b932ee1351a235c02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 20V, Positive-QTOFsplash10-0229-0924000000-5c9631d4b3e47adee3bb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 40V, Positive-QTOFsplash10-05fr-3911000000-e16ee238bf05944576102016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 10V, Negative-QTOFsplash10-022i-1529150000-8c6ec59bfafa46670e322016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 20V, Negative-QTOFsplash10-03k9-2739110000-ae768efce6b4b2743e982016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 40V, Negative-QTOFsplash10-08i3-8975000000-56ce10608df9014e59072016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 10V, Negative-QTOFsplash10-00di-0336390000-cc4f6766122ee0c72ffb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 20V, Negative-QTOFsplash10-0avi-4928630000-2272e006764d06b206cb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 40V, Negative-QTOFsplash10-060r-4951040000-de6f37d62db332f572d92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 10V, Positive-QTOFsplash10-0201-0769050000-1ce2df57d86f73742d682021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 20V, Positive-QTOFsplash10-003s-1902000000-60b0548cac18ffb0dc9c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ligustroside 40V, Positive-QTOFsplash10-0100-3920100000-402b050b26ec5d3716302021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013297
KNApSAcK IDC00010785
Chemspider ID8567505
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10392063
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1845521
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.