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Record Information
Version2.0
Created at2022-09-11 03:08:09 UTC
Updated at2024-09-03 04:19:16 UTC
NP-MRD IDNP0308943
Natural Product DOIhttps://doi.org/10.57994/1689
Secondary Accession NumbersNone
Natural Product Identification
Common Namesorbicillin
DescriptionSorbicillin belongs to the class of organic compounds known as xylenols. These are aromatic compounds that contain a xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups, and at least one hydroxyl group. sorbicillin is found in Huperzia serrata, Penicillium terrestre, Streptomyces olivaceus and Trichoderma longibrachiatum. sorbicillin was first documented in 2024 (PMID: 38286315). Based on a literature review very few articles have been published on Sorbicillin.
Structure
Thumb
Synonyms
ValueSource
(2E,4E)-1-(2,4-Dihydroxy-3,5-dimethylphenyl)-2,4-hexadien-1-oneMeSH
3-Hydroxy-2,4-dimethyl-6-(1-oxo-hexa-2,4-dienyl)phenolMeSH
Chemical FormulaC14H16O3
Average Mass232.2790 Da
Monoisotopic Mass232.10994 Da
IUPAC Name(2E,4E)-1-(2,4-dihydroxy-3,5-dimethylphenyl)hexa-2,4-dien-1-one
Traditional Name(2E,4E)-1-(2,4-dihydroxy-3,5-dimethylphenyl)hexa-2,4-dien-1-one
CAS Registry NumberNot Available
SMILES
C\C=C\C=C\C(=O)C1=CC(C)=C(O)C(C)=C1O
InChI Identifier
InChI=1S/C14H16O3/c1-4-5-6-7-12(15)11-8-9(2)13(16)10(3)14(11)17/h4-8,16-17H,1-3H3/b5-4+,7-6+
InChI KeyRKKPUBAAIGFXOG-YTXTXJHMSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)545103346@qq.comNanjing University of Chinese MedicineYing Zhang 2024-05-02View Spectrum
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
citrinum ZY-2
      Not Available
Huperzia serrataLOTUS Database
Penicillium terrestreLOTUS Database
Streptomyces olivaceusLOTUS Database
Trichoderma longibrachiatumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as xylenols. These are aromatic compounds that contain a xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups, and at least one hydroxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassXylenes
Direct ParentXylenols
Alternative Parents
Substituents
  • Xylenol
  • Benzoyl
  • M-xylene
  • Aryl ketone
  • Resorcinol
  • P-cresol
  • O-cresol
  • Phenol
  • Acryloyl-group
  • Enone
  • Vinylogous acid
  • Alpha,beta-unsaturated ketone
  • Ketone
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.27ChemAxon
pKa (Strongest Acidic)7.95ChemAxon
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity71.14 m³·mol⁻¹ChemAxon
Polarizability25.81 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4525514
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5376187
PDB IDNot Available
ChEBI ID167836
Good Scents IDNot Available
References
General References
  1. Zhang Y, Zhang J, Du Q, Wu XM, Chen Y, Tan RX: Citrisorbicillinol, an undescribed hybrid sorbicillinoid with osteogenic activity from Penicillium citrinum ZY-2. Fitoterapia. 2024 Mar;173:105836. doi: 10.1016/j.fitote.2024.105836. Epub 2024 Jan 28. [PubMed:38286315 ]
  2. LOTUS database [Link]