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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:07 UTC
Update Date2022-03-07 02:53:06 UTC
HMDB IDHMDB0031739
Secondary Accession Numbers
  • HMDB31739
Metabolite Identification
Common Name7-Hydroxy-3,7-dimethyloctanal
Description7-Hydroxy-3,7-dimethyloctanal, also known as 3,7-dimethyl-7-hydroxyoctan-1-al or 7-hydroxycitronellal, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. 7-Hydroxy-3,7-dimethyloctanal is a sweet, floral, and green tasting compound. Based on a literature review a significant number of articles have been published on 7-Hydroxy-3,7-dimethyloctanal.
Structure
Data?1563862163
Synonyms
ValueSource
3,7-Dimethyl-7-hydroxyoctan-1-alChEBI
3,7-Dimethyl-7-hydroxyoctanalChEBI
7-HydroxycitronellalChEBI
Citronellal hydrateChEBI
Hydroxy citronellalChEBI
Citronellal hydric acidGenerator
FEMA 2583HMDB
HydroxycitronellalHMDB
PhixiaHMDB
Chemical FormulaC10H20O2
Average Molecular Weight172.2646
Monoisotopic Molecular Weight172.146329884
IUPAC Name7-hydroxy-3,7-dimethyloctanal
Traditional Namehydroxycitronellal
CAS Registry Number107-75-5
SMILES
CC(CCCC(C)(C)O)CC=O
InChI Identifier
InChI=1S/C10H20O2/c1-9(6-8-11)5-4-7-10(2,3)12/h8-9,12H,4-7H2,1-3H3
InChI KeyWPFVBOQKRVRMJB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentMedium-chain aldehydes
Alternative Parents
Substituents
  • Medium-chain aldehyde
  • Tertiary alcohol
  • Alpha-hydrogen aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point241.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP1.654 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.64 g/LALOGPS
logP2.5ALOGPS
logP1.64ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)16.14ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity50.28 m³·mol⁻¹ChemAxon
Polarizability20.69 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+140.80431661259
DarkChem[M-H]-138.45831661259
DeepCCS[M+H]+140.51730932474
DeepCCS[M-H]-136.8430932474
DeepCCS[M-2H]-174.27530932474
DeepCCS[M+Na]+149.66930932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
7-Hydroxy-3,7-dimethyloctanalCC(CCCC(C)(C)O)CC=O1870.5Standard polar33892256
7-Hydroxy-3,7-dimethyloctanalCC(CCCC(C)(C)O)CC=O1180.4Standard non polar33892256
7-Hydroxy-3,7-dimethyloctanalCC(CCCC(C)(C)O)CC=O1292.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
7-Hydroxy-3,7-dimethyloctanal,1TMS,isomer #1CC(CC=O)CCCC(C)(C)O[Si](C)(C)C1407.8Semi standard non polar33892256
7-Hydroxy-3,7-dimethyloctanal,1TMS,isomer #2CC(C=CO[Si](C)(C)C)CCCC(C)(C)O1465.9Semi standard non polar33892256
7-Hydroxy-3,7-dimethyloctanal,2TMS,isomer #1CC(C=CO[Si](C)(C)C)CCCC(C)(C)O[Si](C)(C)C1549.8Semi standard non polar33892256
7-Hydroxy-3,7-dimethyloctanal,2TMS,isomer #1CC(C=CO[Si](C)(C)C)CCCC(C)(C)O[Si](C)(C)C1553.5Standard non polar33892256
7-Hydroxy-3,7-dimethyloctanal,1TBDMS,isomer #1CC(CC=O)CCCC(C)(C)O[Si](C)(C)C(C)(C)C1628.6Semi standard non polar33892256
7-Hydroxy-3,7-dimethyloctanal,1TBDMS,isomer #2CC(C=CO[Si](C)(C)C(C)(C)C)CCCC(C)(C)O1681.7Semi standard non polar33892256
7-Hydroxy-3,7-dimethyloctanal,2TBDMS,isomer #1CC(C=CO[Si](C)(C)C(C)(C)C)CCCC(C)(C)O[Si](C)(C)C(C)(C)C1981.2Semi standard non polar33892256
7-Hydroxy-3,7-dimethyloctanal,2TBDMS,isomer #1CC(C=CO[Si](C)(C)C(C)(C)C)CCCC(C)(C)O[Si](C)(C)C(C)(C)C1985.1Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal EI-B (Non-derivatized)splash10-0a4l-9000000000-0b1976e02fea78c4c3f32017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal EI-B (Non-derivatized)splash10-0a4l-9000000000-0b1976e02fea78c4c3f32018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9200000000-e8d34037dba31eb890cb2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal GC-MS (1 TMS) - 70eV, Positivesplash10-003r-8920000000-705220d7bfd778f772412017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 10V, Positive-QTOFsplash10-0a4i-1900000000-a6ddbc3216567db2fb0c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 20V, Positive-QTOFsplash10-0a4r-5900000000-a81b7328738319b42fd52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 40V, Positive-QTOFsplash10-07vi-9300000000-29080fc7f4073f3904b42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 10V, Negative-QTOFsplash10-00di-0900000000-4536102b4e6df33c2bc32016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 20V, Negative-QTOFsplash10-0fk9-1900000000-458b4eae6a15ed883f302016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 40V, Negative-QTOFsplash10-0006-9500000000-98a1badfce1dbefe074f2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 10V, Negative-QTOFsplash10-00di-0900000000-32a821d6dcec9c6d8f8f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 20V, Negative-QTOFsplash10-00di-0900000000-a920440cdc87cce38c1a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 40V, Negative-QTOFsplash10-052f-9100000000-73f22eecbac104d4b75f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 10V, Positive-QTOFsplash10-067i-9300000000-0cebe15ef563c046474c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 20V, Positive-QTOFsplash10-00ls-9000000000-8a8f7eead8e3d85e6d5e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-3,7-dimethyloctanal 40V, Positive-QTOFsplash10-00l6-9000000000-740f10f833579cbfce512021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • 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 IDFDB008408
KNApSAcK IDNot Available
Chemspider ID7600
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHydroxycitronellal
METLIN IDNot Available
PubChem Compound7888
PDB IDNot Available
ChEBI ID53459
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1000972
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .