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Record Information
Version2.0
Created at2022-09-06 22:31:34 UTC
Updated at2022-09-06 22:31:34 UTC
NP-MRD IDNP0239026
Secondary Accession NumbersNone
Natural Product Identification
Common Namen-[6-(acetyloxy)-1-[1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid
DescriptionN-[6-(acetyloxy)-14-[1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-4-en-5-yl]benzenecarboximidic acid belongs to the class of organic compounds known as 16-oxosteroids. These are steroid derivatives carrying a C=O group at the 16-position of the steroid skeleton. n-[6-(acetyloxy)-1-[1-(dimethylamino)ethyl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid is found in Pachysandra procumbens. N-[6-(acetyloxy)-14-[1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-4-en-5-yl]benzenecarboximidic acid is a very strong basic compound (based on its pKa).
Structure
Thumb
Synonyms
ValueSource
N-[6-(Acetyloxy)-14-[1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadec-4-en-5-yl]benzenecarboximidateGenerator
N-[6-(Acetyloxy)-14-[1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-5-yl]benzenecarboximidateGenerator
Chemical FormulaC32H46N2O3
Average Mass506.7310 Da
Monoisotopic Mass506.35084 Da
IUPAC Name5-benzamido-14-[1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-6-yl acetate
Traditional Name5-benzamido-14-[1-(dimethylamino)ethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-6-yl acetate
CAS Registry NumberNot Available
SMILES
CC(C1CCC2C3CCC4C(OC(C)=O)C(NC(=O)C5=CC=CC=C5)=CCC4(C)C3CCC12C)N(C)C
InChI Identifier
InChI=1S/C32H46N2O3/c1-20(34(5)6)24-14-15-25-23-12-13-27-29(37-21(2)35)28(33-30(36)22-10-8-7-9-11-22)17-19-32(27,4)26(23)16-18-31(24,25)3/h7-11,17,20,23-27,29H,12-16,18-19H2,1-6H3,(H,33,36)
InChI KeyLANJPWZPYVPLQZ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Pachysandra procumbensLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 16-oxosteroids. These are steroid derivatives carrying a C=O group at the 16-position of the steroid skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassOxosteroids
Direct Parent16-oxosteroids
Alternative Parents
Substituents
  • 22-azasteroid
  • Pregnane-skeleton
  • Steroid ester
  • Steroidal alkaloid
  • Pregnane-type alkaloid
  • 16-oxosteroid
  • Azasteroid
  • Benzamide
  • Benzoic acid or derivatives
  • Alkaloid or derivatives
  • Benzoyl
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid or derivatives
  • Tertiary aliphatic amine
  • Carboxamide group
  • Carboxylic acid ester
  • Tertiary amine
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic 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
logP5.87ALOGPS
logP5.17ChemAxon
logS-6.2ALOGPS
pKa (Strongest Acidic)13.56ChemAxon
pKa (Strongest Basic)10.3ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area58.64 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity149.36 m³·mol⁻¹ChemAxon
Polarizability60.61 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
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 Compound75051847
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]