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Record Information
Version2.0
Created at2022-09-04 09:06:26 UTC
Updated at2022-09-04 09:06:26 UTC
NP-MRD IDNP0191993
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,3as,3bs,4s,7s,9ar,9bs,10s,11s,11ar)-4,7,10-trihydroxy-9a,11a-dimethyl-1-[(1r)-1-[(1r,2r)-2-methyl-2-[(2s)-3-methylbutan-2-yl]cyclopropyl]ethyl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate
Description(1S,2R,5S,9S,10S,11S,14R,15R,16S,17S)-5,9,17-trihydroxy-2,15-dimethyl-14-[(1R)-1-[(1R,2R)-2-methyl-2-[(2S)-3-methylbutan-2-yl]cyclopropyl]ethyl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-16-yl acetate belongs to the class of organic compounds known as gorgostanes and derivatives. These are steroids containing a gorgostane moiety, which a skeleton characterized by the presence. (1r,3as,3bs,4s,7s,9ar,9bs,10s,11s,11ar)-4,7,10-trihydroxy-9a,11a-dimethyl-1-[(1r)-1-[(1r,2r)-2-methyl-2-[(2s)-3-methylbutan-2-yl]cyclopropyl]ethyl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate is found in Isis hippuris. Based on a literature review very few articles have been published on (1S,2R,5S,9S,10S,11S,14R,15R,16S,17S)-5,9,17-trihydroxy-2,15-dimethyl-14-[(1R)-1-[(1R,2R)-2-methyl-2-[(2S)-3-methylbutan-2-yl]cyclopropyl]ethyl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-16-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1S,2R,5S,9S,10S,11S,14R,15R,16S,17S)-5,9,17-Trihydroxy-2,15-dimethyl-14-[(1R)-1-[(1R,2R)-2-methyl-2-[(2S)-3-methylbutan-2-yl]cyclopropyl]ethyl]tetracyclo[8.7.0.0,.0,]heptadec-7-en-16-yl acetic acidGenerator
Chemical FormulaC32H52O5
Average Mass516.7630 Da
Monoisotopic Mass516.38147 Da
IUPAC Name(1S,2R,5S,9S,10S,11S,14R,15R,16S,17S)-5,9,17-trihydroxy-2,15-dimethyl-14-[(1R)-1-[(1R,2R)-2-methyl-2-[(2S)-3-methylbutan-2-yl]cyclopropyl]ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-16-yl acetate
Traditional Name(1S,2R,5S,9S,10S,11S,14R,15R,16S,17S)-5,9,17-trihydroxy-2,15-dimethyl-14-[(1R)-1-[(1R,2R)-2-methyl-2-[(2S)-3-methylbutan-2-yl]cyclopropyl]ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-16-yl acetate
CAS Registry NumberNot Available
SMILES
CC(C)[C@H](C)[C@@]1(C)C[C@@H]1[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3[C@H](O)[C@@H](OC(C)=O)[C@]12C
InChI Identifier
InChI=1S/C32H52O5/c1-16(2)18(4)31(7)15-24(31)17(3)22-9-10-23-26-25(35)14-20-13-21(34)11-12-30(20,6)27(26)28(36)29(32(22,23)8)37-19(5)33/h14,16-18,21-29,34-36H,9-13,15H2,1-8H3/t17-,18-,21-,22+,23-,24+,25+,26+,27+,28-,29+,30-,31+,32+/m0/s1
InChI KeyNBOFOGKKHYNNJE-YODCZNKXSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Isis hippurisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gorgostanes and derivatives. These are steroids containing a gorgostane moiety, which a skeleton characterized by the presence.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassGorgostanes and derivatives
Direct ParentGorgostanes and derivatives
Alternative Parents
Substituents
  • Gorgostane-skeleton
  • Steroid ester
  • 3-hydroxy-delta-5-steroid
  • 3-hydroxysteroid
  • 7-hydroxysteroid
  • 3-beta-hydroxysteroid
  • 11-hydroxysteroid
  • 11-alpha-hydroxysteroid
  • 3-beta-hydroxy-delta-5-steroid
  • Hydroxysteroid
  • Delta-5-steroid
  • Cyclic alcohol
  • Carboxylic acid ester
  • Secondary alcohol
  • Polyol
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • Organooxygen 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
logP4.43ChemAxon
pKa (Strongest Acidic)13.79ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity145.72 m³·mol⁻¹ChemAxon
Polarizability61.28 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
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 Compound162901777
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]