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Record Information
Version2.0
Created at2022-09-06 22:43:42 UTC
Updated at2022-09-06 22:43:42 UTC
NP-MRD IDNP0239192
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,3as,3bs,5as,7r,9s,9as,9bs,10r,11as)-7,9,10-trihydroxy-9a-methyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-tetradecahydro-1h-cyclopenta[a]phenanthrene-11a-carbaldehyde
Description(1S,2S,3S,5R,7S,10S,11S,14R,15S,17R)-3,5,17-trihydroxy-2-methyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-15-carbaldehyde belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Based on a literature review very few articles have been published on (1S,2S,3S,5R,7S,10S,11S,14R,15S,17R)-3,5,17-trihydroxy-2-methyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-15-carbaldehyde.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC28H46O4
Average Mass446.6720 Da
Monoisotopic Mass446.33961 Da
IUPAC Name(1S,2S,3S,5R,7S,10S,11S,14R,15S,17R)-3,5,17-trihydroxy-2-methyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-15-carbaldehyde
Traditional Name(1S,2S,3S,5R,7S,10S,11S,14R,15S,17R)-3,5,17-trihydroxy-2-methyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-15-carbaldehyde
CAS Registry NumberNot Available
SMILES
CC(C)C(=C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)C[C@H](O)[C@]4(C)[C@H]3[C@H](O)C[C@]12C=O
InChI Identifier
InChI=1S/C28H46O4/c1-16(2)17(3)6-7-18(4)22-10-11-23-21-9-8-19-12-20(30)13-25(32)27(19,5)26(21)24(31)14-28(22,23)15-29/h15-16,18-26,30-32H,3,6-14H2,1-2,4-5H3/t18-,19+,20-,21+,22-,23+,24-,25+,26-,27-,28+/m1/s1
InChI KeyNARNEIUJGBMDIR-MGHPBQEQSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassErgostane steroids
Direct ParentErgosterols and derivatives
Alternative Parents
Substituents
  • Ergosterol-skeleton
  • 18-oxosteroid
  • 3-hydroxysteroid
  • Hydroxysteroid
  • Oxosteroid
  • 11-alpha-hydroxysteroid
  • 11-hydroxysteroid
  • 3-beta-hydroxysteroid
  • 1-hydroxysteroid
  • Cyclic alcohol
  • Secondary alcohol
  • Polyol
  • Aldehyde
  • Organic oxide
  • Organooxygen compound
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP3.88ChemAxon
pKa (Strongest Acidic)14.35ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity127.95 m³·mol⁻¹ChemAxon
Polarizability53.68 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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 Compound162924603
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]