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Record Information
Version2.0
Created at2022-09-06 11:48:25 UTC
Updated at2022-09-06 11:48:25 UTC
NP-MRD IDNP0231110
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,2s,3as,3br,5as,7s,9as,9bs,11ar)-2,3a,5a,7-tetrahydroxy-11a-methyl-1-(6-oxopyran-3-yl)-dodecahydro-1h-cyclopenta[a]phenanthrene-9a-carbaldehyde
Description(1S,2S,5S,7S,10R,11S,13S,14S,15R)-5,7,11,13-tetrahydroxy-15-methyl-14-(2-oxo-2H-pyran-5-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-2-carbaldehyde belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. Thus, (1S,2S,5S,7S,10R,11S,13S,14S,15R)-5,7,11,13-tetrahydroxy-15-methyl-14-(2-oxo-2H-pyran-5-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-2-carbaldehyde is considered to be a sterol. (1r,2s,3as,3br,5as,7s,9as,9bs,11ar)-2,3a,5a,7-tetrahydroxy-11a-methyl-1-(6-oxopyran-3-yl)-dodecahydro-1h-cyclopenta[a]phenanthrene-9a-carbaldehyde is found in Drimia elata. Based on a literature review very few articles have been published on (1S,2S,5S,7S,10R,11S,13S,14S,15R)-5,7,11,13-tetrahydroxy-15-methyl-14-(2-oxo-2H-pyran-5-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-2-carbaldehyde.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC24H32O7
Average Mass432.5130 Da
Monoisotopic Mass432.21480 Da
IUPAC Name(1S,2S,5S,7S,10R,11S,13S,14S,15R)-5,7,11,13-tetrahydroxy-15-methyl-14-(2-oxo-2H-pyran-5-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-2-carbaldehyde
Traditional Name(1S,2S,5S,7S,10R,11S,13S,14S,15R)-5,7,11,13-tetrahydroxy-15-methyl-14-(6-oxopyran-3-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-2-carbaldehyde
CAS Registry NumberNot Available
SMILES
C[C@]12CC[C@H]3[C@@H](CC[C@]4(O)C[C@@H](O)CC[C@]34C=O)[C@@]1(O)C[C@H](O)[C@@H]2C1=COC(=O)C=C1
InChI Identifier
InChI=1S/C24H32O7/c1-21-7-5-16-17(6-9-23(29)10-15(26)4-8-22(16,23)13-25)24(21,30)11-18(27)20(21)14-2-3-19(28)31-12-14/h2-3,12-13,15-18,20,26-27,29-30H,4-11H2,1H3/t15-,16-,17+,18-,20-,21+,22-,23-,24-/m0/s1
InChI KeyUIZLNEHNQJELIE-GHFDIACOSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Drimia elataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroid lactones
Direct ParentBufanolides and derivatives
Alternative Parents
Substituents
  • Bufanolide-skeleton
  • 19-oxosteroid
  • 3-hydroxysteroid
  • 14-hydroxysteroid
  • 5-hydroxysteroid
  • Hydroxysteroid
  • Oxosteroid
  • 16-beta-hydroxysteroid
  • 16-hydroxysteroid
  • 3-beta-hydroxysteroid
  • Pyranone
  • Pyran
  • Tertiary alcohol
  • Heteroaromatic compound
  • Cyclic alcohol
  • Secondary alcohol
  • Lactone
  • Polyol
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Aldehyde
  • Alcohol
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP-0.3ChemAxon
pKa (Strongest Acidic)13.73ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area124.29 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity112.31 m³·mol⁻¹ChemAxon
Polarizability45.14 ųChemAxon
Number of Rings5ChemAxon
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 ID113385395
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14888410
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]