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Record Information
Version2.0
Created at2022-09-08 07:04:52 UTC
Updated at2022-09-08 07:04:53 UTC
NP-MRD IDNP0263786
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,4e,4as,9s,11ar)-1-hydroxy-4-[(2e)-4-hydroxy-4-methylpent-2-en-1-ylidene]-7-methyl-11-methylidene-1h,3h,4ah,5h,6h,9h,10h,11ah-cyclonona[c]pyran-9-yl acetate
Description(1S,4E,4aS,9S,11aR)-1-hydroxy-4-[(2E)-4-hydroxy-4-methylpent-2-en-1-ylidene]-7-methyl-11-methylidene-1H,3H,4H,4aH,5H,6H,9H,10H,11H,11aH-cyclonona[c]pyran-9-yl acetate belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. (1s,4e,4as,9s,11ar)-1-hydroxy-4-[(2e)-4-hydroxy-4-methylpent-2-en-1-ylidene]-7-methyl-11-methylidene-1h,3h,4ah,5h,6h,9h,10h,11ah-cyclonona[c]pyran-9-yl acetate is found in Asterospicularia laurae. Based on a literature review very few articles have been published on (1S,4E,4aS,9S,11aR)-1-hydroxy-4-[(2E)-4-hydroxy-4-methylpent-2-en-1-ylidene]-7-methyl-11-methylidene-1H,3H,4H,4aH,5H,6H,9H,10H,11H,11aH-cyclonona[c]pyran-9-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1S,4E,4AS,9S,11ar)-1-hydroxy-4-[(2E)-4-hydroxy-4-methylpent-2-en-1-ylidene]-7-methyl-11-methylidene-1H,3H,4H,4ah,5H,6H,9H,10H,11H,11ah-cyclonona[c]pyran-9-yl acetic acidGenerator
Chemical FormulaC22H32O5
Average Mass376.4930 Da
Monoisotopic Mass376.22497 Da
IUPAC Name(1S,4E,4aS,9S,11aR)-1-hydroxy-4-[(2E)-4-hydroxy-4-methylpent-2-en-1-ylidene]-7-methyl-11-methylidene-1H,3H,4H,4aH,5H,6H,9H,10H,11H,11aH-cyclonona[c]pyran-9-yl acetate
Traditional Name(1S,4E,4aS,9S,11aR)-1-hydroxy-4-[(2E)-4-hydroxy-4-methylpent-2-en-1-ylidene]-7-methyl-11-methylidene-1H,3H,4aH,5H,6H,9H,10H,11aH-cyclonona[c]pyran-9-yl acetate
CAS Registry NumberNot Available
SMILES
CC(=O)O[C@H]1CC(=C)[C@@H]2[C@@H](O)OC\C(=C\C=C\C(C)(C)O)[C@H]2CC\C(C)=C\1
InChI Identifier
InChI=1S/C22H32O5/c1-14-8-9-19-17(7-6-10-22(4,5)25)13-26-21(24)20(19)15(2)12-18(11-14)27-16(3)23/h6-7,10-11,18-21,24-25H,2,8-9,12-13H2,1,3-5H3/b10-6+,14-11+,17-7-/t18-,19-,20+,21+/m1/s1
InChI KeyHQARFHQMWNQSHT-JNUCIIFKSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Asterospicularia lauraeLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassOxanes
Sub ClassNot Available
Direct ParentOxanes
Alternative Parents
Substituents
  • Oxane
  • Tertiary alcohol
  • Hemiacetal
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic 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
logP2.36ChemAxon
pKa (Strongest Acidic)12.1ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity107.85 m³·mol⁻¹ChemAxon
Polarizability41.43 ųChemAxon
Number of Rings2ChemAxon
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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162867285
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]