Common Name

Cyclostenol Description

Cyclostenol is found in fruits. Cyclostenol is a constituent of Stenocereus thurberi (organ pipe cactus).Cyclostenol belongs to the family of Physalins and Derivatives. These are steroidal constituents of Physalis plants which possess an unusual 13,14-seco-16,24-cyclo-steroidal ring skeleton (where the bond that is normally present between the 13 and 14 positions in other steroids is broken while a new bond between positions 16 and 24 is formed)[1]. (Reference: [1] Physalin: Structure


Structure for HMDB34401 (Cyclostenol)


Value Source 14a-Methyl-9,19-cyclo-5a,9b-cholestane-3b,6a-diolHMDB

Chemical Formlia

C28H48O2 Average Molecliar Weight

416.6795 Monoisotopic Molecliar Weight

416.36543078 IUPAC Name

12,16-dimethyl-15-(6-methylheptan-2-yl)pentacyclo[¹,³.0³,⁸.0¹²,¹⁶]octadecane-6,9-diol Traditional Name

12,16-dimethyl-15-(6-methylheptan-2-yl)pentacyclo[¹,³.0³,⁸.0¹²,¹⁶]octadecane-6,9-diol CAS Registry Number

84765-67-3 SMILES


InChI Identifier


InChI Key

YYVUMXYSCXRWIL-UHFFFAOYSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as 6-hydroxysteroids. These are steroids carrying a hydroxyl group at the 6-position of the steroid backbone. Kingdom

Chemical entities Super Class

Organic compounds Class

Lipids and lipid-like moleclies Sub Class

Steroids and steroid derivatives Direct Parent

6-hydroxysteroids Alternative Parents

  • 3-hydroxysteroids
  • Secondary alcohols
  • Cyclic alcohols and derivatives
  • Hydrocarbon derivatives
  • Substituents

  • 6-hydroxysteroid
  • 3-hydroxysteroid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
  • Molecliar Framework

    Aliphatic homopolycyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Endogenous
  • Food
  • Biofunction

  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
  • Nutrient
  • Application

  • Nutrient
  • Stabilizers
  • Surfactants and Emlisifiers
  • Cellliar locations

  • Extracellliar
  • Membrane
  • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting Point222 – 223 °CNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility0.000181 mg/mLALOGPS logP5.76ALOGPS logP5.9ChemAxon logS-6.4ALOGPS pKa (Strongest Acidic)14.75ChemAxon pKa (Strongest Basic)-2.7ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count2ChemAxon Hydrogen Donor Count2ChemAxon Polar Surface Area40.46 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity123.91 m3·mol-1ChemAxon Polarizability52.74 Å3ChemAxon Number of Rings5ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-00kb-0009200000-e947f7eb6c89fb4f7a65View in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-000t-3029100000-f5433978f94a44939675View in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-0a4i-6349000000-701a4cf53f638ebc173fView in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-014i-0003900000-4f2944c830d6dde56473View in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-014j-0009800000-c7a22ba59233455186f8View in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-001j-2009000000-397db2d96e2cf6dc724dView in MoNA

    Biological Properties Cellliar Locations

  • Extracellliar
  • Membrane
  • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available 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 DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB012791 KNApSAcK ID

    Not Available Chemspider ID

    Not Available KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB34401 Metagene Link


    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: KB-R7943 (mesylate)

    References Synthesis Reference Not 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.. .

    PMID: 19232718