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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:02:14 UTC
Update Date2022-03-07 02:53:40 UTC
HMDB IDHMDB0033322
Secondary Accession Numbers
  • HMDB33322
Metabolite Identification
Common NameIsosilybin
DescriptionIsosilybin belongs to the class of organic compounds known as flavonolignans. These are non-conventional lignans that derived from flavonoids. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to the B-ring of the 2-phenylchromene moiety. Isosilybin has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, green vegetables, and robusta coffees (Coffea canephora). This could make isosilybin a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Isosilybin.
Structure
Data?1563862387
Synonyms
ValueSource
IsosilybinMeSH
Chemical FormulaC25H22O10
Average Molecular Weight482.4362
Monoisotopic Molecular Weight482.121296924
IUPAC Name3,5,7-trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Name3,5,7-trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one
CAS Registry Number72581-71-6
SMILES
COC1=CC(=CC=C1O)C1OC2=C(OC1CO)C=C(C=C2)C1OC2=C(C(O)=CC(O)=C2)C(=O)C1O
InChI Identifier
InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-18-7-12(3-5-16(18)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3
InChI KeyFDQAOULAVFHKBX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavonolignans. These are non-conventional lignans that derived from flavonoids. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to the B-ring of the 2-phenylchromene moiety.
KingdomOrganic compounds
Super ClassLignans, neolignans and related compounds
ClassFlavonolignans
Sub ClassNot Available
Direct ParentFlavonolignans
Alternative Parents
Substituents
  • Flavonolignan
  • Hydroxyflavonoid
  • 3-hydroxyflavonoid
  • Flavanonol
  • Flavanone
  • 7-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • Flavan
  • Phenylbenzodioxane
  • 2-phenylbenzo-1,4-dioxane
  • Chromone
  • 1-benzopyran
  • Methoxyphenol
  • Benzopyran
  • Chromane
  • Benzodioxane
  • Benzo-1,4-dioxane
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Aryl alkyl ketone
  • Aryl ketone
  • Phenol ether
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Benzenoid
  • Para-dioxin
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Secondary alcohol
  • Ketone
  • Polyol
  • Organoheterocyclic compound
  • Ether
  • Oxacycle
  • Alcohol
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point239 - 241 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility77.36 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.092 g/LALOGPS
logP2.35ALOGPS
logP2.63ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)7.81ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area155.14 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity120.29 m³·mol⁻¹ChemAxon
Polarizability48.51 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+210.50131661259
DarkChem[M-H]-210.60231661259
DeepCCS[M+H]+201.98630932474
DeepCCS[M-H]-199.5930932474
DeepCCS[M-2H]-232.47430932474
DeepCCS[M+Na]+207.89830932474
AllCCS[M+H]+213.432859911
AllCCS[M+H-H2O]+211.332859911
AllCCS[M+NH4]+215.332859911
AllCCS[M+Na]+215.932859911
AllCCS[M-H]-209.232859911
AllCCS[M+Na-2H]-209.732859911
AllCCS[M+HCOO]-210.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsosilybinCOC1=CC(=CC=C1O)C1OC2=C(OC1CO)C=C(C=C2)C1OC2=C(C(O)=CC(O)=C2)C(=O)C1O5622.4Standard polar33892256
IsosilybinCOC1=CC(=CC=C1O)C1OC2=C(OC1CO)C=C(C=C2)C1OC2=C(C(O)=CC(O)=C2)C(=O)C1O4130.9Standard non polar33892256
IsosilybinCOC1=CC(=CC=C1O)C1OC2=C(OC1CO)C=C(C=C2)C1OC2=C(C(O)=CC(O)=C2)C(=O)C1O4553.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isosilybin,1TMS,isomer #1COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O[Si](C)(C)C4580.8Semi standard non polar33892256
Isosilybin,1TMS,isomer #2COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C)=CC=C1O4583.9Semi standard non polar33892256
Isosilybin,1TMS,isomer #3COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O4613.6Semi standard non polar33892256
Isosilybin,1TMS,isomer #4COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O4596.0Semi standard non polar33892256
Isosilybin,1TMS,isomer #5COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO)=CC=C1O4519.3Semi standard non polar33892256
Isosilybin,2TMS,isomer #1COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O[Si](C)(C)C4437.0Semi standard non polar33892256
Isosilybin,2TMS,isomer #10COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO)=CC=C1O4345.4Semi standard non polar33892256
Isosilybin,2TMS,isomer #2COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O[Si](C)(C)C4466.1Semi standard non polar33892256
Isosilybin,2TMS,isomer #3COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO)=CC=C1O[Si](C)(C)C4375.1Semi standard non polar33892256
Isosilybin,2TMS,isomer #4COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C4392.5Semi standard non polar33892256
Isosilybin,2TMS,isomer #5COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C)=CC=C1O4395.9Semi standard non polar33892256
Isosilybin,2TMS,isomer #6COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C)=CC=C1O4414.6Semi standard non polar33892256
Isosilybin,2TMS,isomer #7COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO[Si](C)(C)C)=CC=C1O4328.2Semi standard non polar33892256
Isosilybin,2TMS,isomer #8COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O4466.7Semi standard non polar33892256
Isosilybin,2TMS,isomer #9COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO)=CC=C1O4406.1Semi standard non polar33892256
Isosilybin,3TMS,isomer #1COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O[Si](C)(C)C4352.3Semi standard non polar33892256
Isosilybin,3TMS,isomer #10COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO)=CC=C1O4253.5Semi standard non polar33892256
Isosilybin,3TMS,isomer #2COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO)=CC=C1O[Si](C)(C)C4221.6Semi standard non polar33892256
Isosilybin,3TMS,isomer #3COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C4237.6Semi standard non polar33892256
Isosilybin,3TMS,isomer #4COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO)=CC=C1O[Si](C)(C)C4286.8Semi standard non polar33892256
Isosilybin,3TMS,isomer #5COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C4258.3Semi standard non polar33892256
Isosilybin,3TMS,isomer #6COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C4185.5Semi standard non polar33892256
Isosilybin,3TMS,isomer #7COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C)=CC=C1O4258.0Semi standard non polar33892256
Isosilybin,3TMS,isomer #8COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO[Si](C)(C)C)=CC=C1O4137.3Semi standard non polar33892256
Isosilybin,3TMS,isomer #9COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO[Si](C)(C)C)=CC=C1O4193.8Semi standard non polar33892256
Isosilybin,4TMS,isomer #1COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO)=CC=C1O[Si](C)(C)C4182.8Semi standard non polar33892256
Isosilybin,4TMS,isomer #2COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C4165.5Semi standard non polar33892256
Isosilybin,4TMS,isomer #3COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C4054.8Semi standard non polar33892256
Isosilybin,4TMS,isomer #4COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C4109.0Semi standard non polar33892256
Isosilybin,4TMS,isomer #5COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO[Si](C)(C)C)=CC=C1O4080.2Semi standard non polar33892256
Isosilybin,5TMS,isomer #1COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C5C(=O)C4O[Si](C)(C)C)C=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C4036.7Semi standard non polar33892256
Isosilybin,1TBDMS,isomer #1COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C4852.0Semi standard non polar33892256
Isosilybin,1TBDMS,isomer #2COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O4849.5Semi standard non polar33892256
Isosilybin,1TBDMS,isomer #3COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O4884.1Semi standard non polar33892256
Isosilybin,1TBDMS,isomer #4COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O4836.0Semi standard non polar33892256
Isosilybin,1TBDMS,isomer #5COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO)=CC=C1O4836.2Semi standard non polar33892256
Isosilybin,2TBDMS,isomer #1COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C4969.0Semi standard non polar33892256
Isosilybin,2TBDMS,isomer #10COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO)=CC=C1O4881.8Semi standard non polar33892256
Isosilybin,2TBDMS,isomer #2COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C5032.7Semi standard non polar33892256
Isosilybin,2TBDMS,isomer #3COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C4944.5Semi standard non polar33892256
Isosilybin,2TBDMS,isomer #4COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C4953.5Semi standard non polar33892256
Isosilybin,2TBDMS,isomer #5COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O4917.5Semi standard non polar33892256
Isosilybin,2TBDMS,isomer #6COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O4962.7Semi standard non polar33892256
Isosilybin,2TBDMS,isomer #7COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O4866.4Semi standard non polar33892256
Isosilybin,2TBDMS,isomer #8COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O4987.5Semi standard non polar33892256
Isosilybin,2TBDMS,isomer #9COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO)=CC=C1O4962.7Semi standard non polar33892256
Isosilybin,3TBDMS,isomer #1COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O)C=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C5095.5Semi standard non polar33892256
Isosilybin,3TBDMS,isomer #10COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO)=CC=C1O4978.8Semi standard non polar33892256
Isosilybin,3TBDMS,isomer #2COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C4973.4Semi standard non polar33892256
Isosilybin,3TBDMS,isomer #3COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C4994.2Semi standard non polar33892256
Isosilybin,3TBDMS,isomer #4COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C5024.0Semi standard non polar33892256
Isosilybin,3TBDMS,isomer #5COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C5025.7Semi standard non polar33892256
Isosilybin,3TBDMS,isomer #6COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C4898.0Semi standard non polar33892256
Isosilybin,3TBDMS,isomer #7COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O4987.7Semi standard non polar33892256
Isosilybin,3TBDMS,isomer #8COC1=CC(C2OC3=CC=C(C4OC5=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O4861.7Semi standard non polar33892256
Isosilybin,3TBDMS,isomer #9COC1=CC(C2OC3=CC=C(C4OC5=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C5C(=O)C4O[Si](C)(C)C(C)(C)C)C=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O4901.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-0355900000-ee5b9ff766b73e5586de2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (3 TMS) - 70eV, Positivesplash10-001i-0003009000-cbd9993c968c8b9331a92017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_2_10) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_3_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_3_3) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_3_5) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_3_6) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isosilybin GC-MS (TMS_3_7) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 10V, Positive-QTOFsplash10-001i-0230900000-5cb1ac2ab3ac02603bed2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 20V, Positive-QTOFsplash10-0f79-0832900000-d026ecd80e28a5ca246e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 40V, Positive-QTOFsplash10-0udr-0910000000-1ba1f2e1af44c627631e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 10V, Negative-QTOFsplash10-001i-0101900000-a57d1c4a7214316bae842015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 20V, Negative-QTOFsplash10-0wpi-0622900000-95a11391a7297241cad02015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 40V, Negative-QTOFsplash10-0019-1930000000-2628eae0777ccdc0f2d32015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 10V, Negative-QTOFsplash10-001i-0000900000-0b2b3bcd8db2872500de2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 20V, Negative-QTOFsplash10-0f89-0900800000-965999825ffc8dfb3c782021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 40V, Negative-QTOFsplash10-004i-0409000000-7b2f0cf49ed015316b2d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 10V, Positive-QTOFsplash10-001i-0000900000-6e1f1cdf5a79875365f92021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 20V, Positive-QTOFsplash10-0uea-0900400000-30fd2b5c32600950942e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isosilybin 40V, Positive-QTOFsplash10-0udi-0902000000-9511c2921c599425355f2021-09-25Wishart 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 IDFDB011349
KNApSAcK IDC00008662
Chemspider ID2342610
KEGG Compound IDC16808
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3085830
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1486781
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Deep G, Oberlies NH, Kroll DJ, Agarwal R: Isosilybin B and isosilybin A inhibit growth, induce G1 arrest and cause apoptosis in human prostate cancer LNCaP and 22Rv1 cells. Carcinogenesis. 2007 Jul;28(7):1533-42. Epub 2007 Mar 26. [PubMed:17389612 ]
  2. Deep G, Oberlies NH, Kroll DJ, Agarwal R: Isosilybin B causes androgen receptor degradation in human prostate carcinoma cells via PI3K-Akt-Mdm2-mediated pathway. Oncogene. 2008 Jun 26;27(28):3986-98. doi: 10.1038/onc.2008.45. Epub 2008 Mar 10. [PubMed:18332867 ]
  3. Deep G, Gangar SC, Oberlies NH, Kroll DJ, Agarwal R: Isosilybin A induces apoptosis in human prostate cancer cells via targeting Akt, NF-kappaB, and androgen receptor signaling. Mol Carcinog. 2010 Oct;49(10):902-12. doi: 10.1002/mc.20670. [PubMed:20721970 ]
  4. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .