Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:59:11 UTC
Update Date2022-03-07 02:54:42 UTC
HMDB IDHMDB0035939
Secondary Accession Numbers
  • HMDB35939
Metabolite Identification
Common NameSquamone
DescriptionSquamone belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Thus, squamone is considered to be a fatty alcohol. Based on a literature review a small amount of articles have been published on Squamone.
Structure
Data?1563862795
Synonyms
ValueSource
Squamone 1HMDB
Chemical FormulaC35H62O7
Average Molecular Weight594.8626
Monoisotopic Molecular Weight594.449554338
IUPAC Name5-{11-hydroxy-11-[5-(1-hydroxytridecyl)oxolan-2-yl]-5-oxoundecyl}-3-(2-oxopropyl)oxolan-2-one
Traditional Name5-{11-hydroxy-11-[5-(1-hydroxytridecyl)oxolan-2-yl]-5-oxoundecyl}-3-(2-oxopropyl)oxolan-2-one
CAS Registry Number126655-24-1
SMILES
CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCC(=O)CCCCC1CC(CC(C)=O)C(=O)O1
InChI Identifier
InChI=1S/C35H62O7/c1-3-4-5-6-7-8-9-10-11-14-21-31(38)33-23-24-34(42-33)32(39)22-15-12-13-18-29(37)19-16-17-20-30-26-28(25-27(2)36)35(40)41-30/h28,30-34,38-39H,3-26H2,1-2H3
InChI KeyPAFMHAFYJMTISR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentAnnonaceous acetogenins
Alternative Parents
Substituents
  • Annonaceae acetogenin skeleton
  • Long chain fatty alcohol
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Ketone
  • Lactone
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Ether
  • Dialkyl ether
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Alcohol
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point89 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00051 g/LALOGPS
logP6.61ALOGPS
logP7.7ChemAxon
logS-6.1ALOGPS
pKa (Strongest Acidic)13.9ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area110.13 ŲChemAxon
Rotatable Bond Count26ChemAxon
Refractivity166.46 m³·mol⁻¹ChemAxon
Polarizability73.6 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+247.96331661259
DarkChem[M-H]-246.08731661259
DeepCCS[M+H]+245.50330932474
DeepCCS[M-H]-243.14530932474
DeepCCS[M-2H]-276.06130932474
DeepCCS[M+Na]+251.59630932474
AllCCS[M+H]+265.232859911
AllCCS[M+H-H2O]+264.032859911
AllCCS[M+NH4]+266.332859911
AllCCS[M+Na]+266.632859911
AllCCS[M-H]-239.332859911
AllCCS[M+Na-2H]-244.232859911
AllCCS[M+HCOO]-249.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SquamoneCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCC(=O)CCCCC1CC(CC(C)=O)C(=O)O14376.2Standard polar33892256
SquamoneCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCC(=O)CCCCC1CC(CC(C)=O)C(=O)O14198.7Standard non polar33892256
SquamoneCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCC(=O)CCCCC1CC(CC(C)=O)C(=O)O14456.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Squamone,1TMS,isomer #1CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCCC(=O)CCCCC2CC(CC(C)=O)C(=O)O2)O14577.4Semi standard non polar33892256
Squamone,1TMS,isomer #2CCCCCCCCCCCCC(O)C1CCC(C(CCCCCC(=O)CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O14576.5Semi standard non polar33892256
Squamone,1TMS,isomer #3CCCCCCCCCCCCC(O)C1CCC(C(O)CCCCCC(=CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O14670.5Semi standard non polar33892256
Squamone,1TMS,isomer #4CCCCCCCCCCCCC(O)C1CCC(C(O)CCCCC=C(CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O14658.7Semi standard non polar33892256
Squamone,1TMS,isomer #5CCCCCCCCCCCCC(O)C1CCC(C(O)CCCCCC(=O)CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O14686.1Semi standard non polar33892256
Squamone,1TMS,isomer #6C=C(CC1CC(CCCCC(=O)CCCCCC(O)C2CCC(C(O)CCCCCCCCCCCC)O2)OC1=O)O[Si](C)(C)C4656.2Semi standard non polar33892256
Squamone,2TMS,isomer #1CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCCC(=O)CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O14485.5Semi standard non polar33892256
Squamone,2TMS,isomer #10CCCCCCCCCCCCC(O)C1CCC(C(O)CCCCCC(=CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O14672.1Semi standard non polar33892256
Squamone,2TMS,isomer #11C=C(CC1CC(CCCC=C(CCCCCC(O)C2CCC(C(O)CCCCCCCCCCCC)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4640.1Semi standard non polar33892256
Squamone,2TMS,isomer #12CCCCCCCCCCCCC(O)C1CCC(C(O)CCCCC=C(CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O14667.3Semi standard non polar33892256
Squamone,2TMS,isomer #13C=C(CC1CC(CCCCC(=CCCCCC(O)C2CCC(C(O)CCCCCCCCCCCC)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4635.2Semi standard non polar33892256
Squamone,2TMS,isomer #2CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCCC(=CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O14568.4Semi standard non polar33892256
Squamone,2TMS,isomer #3CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCC=C(CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O14566.5Semi standard non polar33892256
Squamone,2TMS,isomer #4CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCCC(=O)CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O14581.7Semi standard non polar33892256
Squamone,2TMS,isomer #5C=C(CC1CC(CCCCC(=O)CCCCCC(O)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)OC1=O)O[Si](C)(C)C4563.0Semi standard non polar33892256
Squamone,2TMS,isomer #6CCCCCCCCCCCCC(O)C1CCC(C(CCCCCC(=CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14568.2Semi standard non polar33892256
Squamone,2TMS,isomer #7CCCCCCCCCCCCC(O)C1CCC(C(CCCCC=C(CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14562.8Semi standard non polar33892256
Squamone,2TMS,isomer #8CCCCCCCCCCCCC(O)C1CCC(C(CCCCCC(=O)CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O14581.1Semi standard non polar33892256
Squamone,2TMS,isomer #9C=C(CC1CC(CCCCC(=O)CCCCCC(O[Si](C)(C)C)C2CCC(C(O)CCCCCCCCCCCC)O2)OC1=O)O[Si](C)(C)C4562.9Semi standard non polar33892256
Squamone,3TMS,isomer #1CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCCC(=CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14474.7Semi standard non polar33892256
Squamone,3TMS,isomer #1CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCCC(=CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14232.8Standard non polar33892256
Squamone,3TMS,isomer #10C=C(CC1CC(CCCC=C(CCCCCC(O[Si](C)(C)C)C2CCC(C(O)CCCCCCCCCCCC)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4556.6Semi standard non polar33892256
Squamone,3TMS,isomer #10C=C(CC1CC(CCCC=C(CCCCCC(O[Si](C)(C)C)C2CCC(C(O)CCCCCCCCCCCC)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4297.0Standard non polar33892256
Squamone,3TMS,isomer #11CCCCCCCCCCCCC(O)C1CCC(C(CCCCC=C(CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14570.7Semi standard non polar33892256
Squamone,3TMS,isomer #11CCCCCCCCCCCCC(O)C1CCC(C(CCCCC=C(CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14370.0Standard non polar33892256
Squamone,3TMS,isomer #12C=C(CC1CC(CCCCC(=CCCCCC(O[Si](C)(C)C)C2CCC(C(O)CCCCCCCCCCCC)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4549.5Semi standard non polar33892256
Squamone,3TMS,isomer #12C=C(CC1CC(CCCCC(=CCCCCC(O[Si](C)(C)C)C2CCC(C(O)CCCCCCCCCCCC)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4291.5Standard non polar33892256
Squamone,3TMS,isomer #2CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCC=C(CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14470.0Semi standard non polar33892256
Squamone,3TMS,isomer #2CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCC=C(CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14224.3Standard non polar33892256
Squamone,3TMS,isomer #3CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCCC(=O)CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O14501.5Semi standard non polar33892256
Squamone,3TMS,isomer #3CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCCC(=O)CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O14323.6Standard non polar33892256
Squamone,3TMS,isomer #4C=C(CC1CC(CCCCC(=O)CCCCCC(O[Si](C)(C)C)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)OC1=O)O[Si](C)(C)C4507.1Semi standard non polar33892256
Squamone,3TMS,isomer #4C=C(CC1CC(CCCCC(=O)CCCCCC(O[Si](C)(C)C)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)OC1=O)O[Si](C)(C)C4238.2Standard non polar33892256
Squamone,3TMS,isomer #5CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCCC(=CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O14573.8Semi standard non polar33892256
Squamone,3TMS,isomer #5CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCCC(=CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O14376.1Standard non polar33892256
Squamone,3TMS,isomer #6C=C(CC1CC(CCCC=C(CCCCCC(O)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4556.6Semi standard non polar33892256
Squamone,3TMS,isomer #6C=C(CC1CC(CCCC=C(CCCCCC(O)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4296.9Standard non polar33892256
Squamone,3TMS,isomer #7CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCC=C(CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O14573.6Semi standard non polar33892256
Squamone,3TMS,isomer #7CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCC=C(CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O14370.4Standard non polar33892256
Squamone,3TMS,isomer #8C=C(CC1CC(CCCCC(=CCCCCC(O)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4555.0Semi standard non polar33892256
Squamone,3TMS,isomer #8C=C(CC1CC(CCCCC(=CCCCCC(O)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4292.0Standard non polar33892256
Squamone,3TMS,isomer #9CCCCCCCCCCCCC(O)C1CCC(C(CCCCCC(=CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14574.0Semi standard non polar33892256
Squamone,3TMS,isomer #9CCCCCCCCCCCCC(O)C1CCC(C(CCCCCC(=CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14376.3Standard non polar33892256
Squamone,4TMS,isomer #1CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCCC(=CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14489.2Semi standard non polar33892256
Squamone,4TMS,isomer #1CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCCC(=CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14284.0Standard non polar33892256
Squamone,4TMS,isomer #2C=C(CC1CC(CCCC=C(CCCCCC(O[Si](C)(C)C)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4480.2Semi standard non polar33892256
Squamone,4TMS,isomer #2C=C(CC1CC(CCCC=C(CCCCCC(O[Si](C)(C)C)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4215.6Standard non polar33892256
Squamone,4TMS,isomer #3CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCC=C(CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14487.7Semi standard non polar33892256
Squamone,4TMS,isomer #3CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCC=C(CCCCC2CC(C=C(C)O[Si](C)(C)C)C(=O)O2)O[Si](C)(C)C)O[Si](C)(C)C)O14276.1Standard non polar33892256
Squamone,4TMS,isomer #4C=C(CC1CC(CCCCC(=CCCCCC(O[Si](C)(C)C)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4478.2Semi standard non polar33892256
Squamone,4TMS,isomer #4C=C(CC1CC(CCCCC(=CCCCCC(O[Si](C)(C)C)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C)O2)O[Si](C)(C)C)OC1=O)O[Si](C)(C)C4207.7Standard non polar33892256
Squamone,1TBDMS,isomer #1CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCCCC(=O)CCCCC2CC(CC(C)=O)C(=O)O2)O14816.3Semi standard non polar33892256
Squamone,1TBDMS,isomer #2CCCCCCCCCCCCC(O)C1CCC(C(CCCCCC(=O)CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C(C)(C)C)O14815.8Semi standard non polar33892256
Squamone,1TBDMS,isomer #3CCCCCCCCCCCCC(O)C1CCC(C(O)CCCCCC(=CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C(C)(C)C)O14903.1Semi standard non polar33892256
Squamone,1TBDMS,isomer #4CCCCCCCCCCCCC(O)C1CCC(C(O)CCCCC=C(CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C(C)(C)C)O14895.4Semi standard non polar33892256
Squamone,1TBDMS,isomer #5CCCCCCCCCCCCC(O)C1CCC(C(O)CCCCCC(=O)CCCCC2CC(C=C(C)O[Si](C)(C)C(C)(C)C)C(=O)O2)O14920.8Semi standard non polar33892256
Squamone,1TBDMS,isomer #6C=C(CC1CC(CCCCC(=O)CCCCCC(O)C2CCC(C(O)CCCCCCCCCCCC)O2)OC1=O)O[Si](C)(C)C(C)(C)C4896.2Semi standard non polar33892256
Squamone,2TBDMS,isomer #1CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(CCCCCC(=O)CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C(C)(C)C)O14995.4Semi standard non polar33892256
Squamone,2TBDMS,isomer #10CCCCCCCCCCCCC(O)C1CCC(C(O)CCCCCC(=CCCCC2CC(C=C(C)O[Si](C)(C)C(C)(C)C)C(=O)O2)O[Si](C)(C)C(C)(C)C)O15124.0Semi standard non polar33892256
Squamone,2TBDMS,isomer #11C=C(CC1CC(CCCC=C(CCCCCC(O)C2CCC(C(O)CCCCCCCCCCCC)O2)O[Si](C)(C)C(C)(C)C)OC1=O)O[Si](C)(C)C(C)(C)C5094.3Semi standard non polar33892256
Squamone,2TBDMS,isomer #12CCCCCCCCCCCCC(O)C1CCC(C(O)CCCCC=C(CCCCC2CC(C=C(C)O[Si](C)(C)C(C)(C)C)C(=O)O2)O[Si](C)(C)C(C)(C)C)O15125.0Semi standard non polar33892256
Squamone,2TBDMS,isomer #13C=C(CC1CC(CCCCC(=CCCCCC(O)C2CCC(C(O)CCCCCCCCCCCC)O2)O[Si](C)(C)C(C)(C)C)OC1=O)O[Si](C)(C)C(C)(C)C5095.6Semi standard non polar33892256
Squamone,2TBDMS,isomer #2CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCCCC(=CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C(C)(C)C)O15032.0Semi standard non polar33892256
Squamone,2TBDMS,isomer #3CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCCC=C(CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C(C)(C)C)O15034.4Semi standard non polar33892256
Squamone,2TBDMS,isomer #4CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCCCC(=O)CCCCC2CC(C=C(C)O[Si](C)(C)C(C)(C)C)C(=O)O2)O15061.0Semi standard non polar33892256
Squamone,2TBDMS,isomer #5C=C(CC1CC(CCCCC(=O)CCCCCC(O)C2CCC(C(CCCCCCCCCCCC)O[Si](C)(C)C(C)(C)C)O2)OC1=O)O[Si](C)(C)C(C)(C)C5039.3Semi standard non polar33892256
Squamone,2TBDMS,isomer #6CCCCCCCCCCCCC(O)C1CCC(C(CCCCCC(=CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O15032.0Semi standard non polar33892256
Squamone,2TBDMS,isomer #7CCCCCCCCCCCCC(O)C1CCC(C(CCCCC=C(CCCCC2CC(CC(C)=O)C(=O)O2)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O15032.2Semi standard non polar33892256
Squamone,2TBDMS,isomer #8CCCCCCCCCCCCC(O)C1CCC(C(CCCCCC(=O)CCCCC2CC(C=C(C)O[Si](C)(C)C(C)(C)C)C(=O)O2)O[Si](C)(C)C(C)(C)C)O15060.2Semi standard non polar33892256
Squamone,2TBDMS,isomer #9C=C(CC1CC(CCCCC(=O)CCCCCC(O[Si](C)(C)C(C)(C)C)C2CCC(C(O)CCCCCCCCCCCC)O2)OC1=O)O[Si](C)(C)C(C)(C)C5038.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (Non-derivatized) - 70eV, Positivesplash10-00mo-6596220000-5b6c66699b28401c89832017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (1 TMS) - 70eV, Positivesplash10-0006-7229212000-b5dd6ef19fb7fa1f78cf2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS ("Squamone,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_1_6) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_10) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_11) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_12) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TMS_2_13) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Squamone GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 10V, Positive-QTOFsplash10-004j-0000190000-7e1da57277920d2eeb702016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 20V, Positive-QTOFsplash10-05r0-7930770000-8a23c27448b82364372f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 40V, Positive-QTOFsplash10-066r-9320200000-2de0531f68af2452da662016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 10V, Negative-QTOFsplash10-0006-0000090000-5fbb802336c96d7c487b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 20V, Negative-QTOFsplash10-00ov-2232190000-0f58438c3191531144462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 40V, Negative-QTOFsplash10-0a4m-9242010000-77317f747e2c898946722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 10V, Negative-QTOFsplash10-0006-0001090000-d4ea1831769379e6b5562021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 20V, Negative-QTOFsplash10-0006-4345190000-e09eb40fdbb371d908e62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 40V, Negative-QTOFsplash10-0a4i-9002010000-b5f5a335f27dbe4c846e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 10V, Positive-QTOFsplash10-056r-0000090000-c84d0496907a4f70c3e82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 20V, Positive-QTOFsplash10-0a6r-0212190000-54fb55b2ad40cc6afe842021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Squamone 40V, Positive-QTOFsplash10-054p-9802100000-79b8bb26411b239eb0302021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB014742
KNApSAcK IDC00044325
Chemspider ID115760
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound130901
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.