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Record Information
Version2.0
Created at2022-09-04 03:03:41 UTC
Updated at2022-09-04 03:03:41 UTC
NP-MRD IDNP0187025
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3r)-3-{[(2s,4r,5s)-5-[(1r,2s,3as,3br,5as,7r,9as,9bs,11as)-2,7-dihydroxy-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-2-hydroxy-2,5-dimethyl-1,3-dioxolan-4-yl]methyl}-2-methylbutan-2-yl acetate
Description(3R)-3-{[(2S,4R,5S)-5-[(1S,2S,5R,7S,10R,11S,13S,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl]-2-hydroxy-2,5-dimethyl-1,3-dioxolan-4-yl]methyl}-2-methylbutan-2-yl acetate belongs to the class of organic compounds known as 3-alpha-hydroxysteroids. These are steroids carrying a alpha-hydroxyl group at the 3-position of the steroid backbone. (3r)-3-{[(2s,4r,5s)-5-[(1r,2s,3as,3br,5as,7r,9as,9bs,11as)-2,7-dihydroxy-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-2-hydroxy-2,5-dimethyl-1,3-dioxolan-4-yl]methyl}-2-methylbutan-2-yl acetate is found in Isis hippuris. Based on a literature review very few articles have been published on (3R)-3-{[(2S,4R,5S)-5-[(1S,2S,5R,7S,10R,11S,13S,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl]-2-hydroxy-2,5-dimethyl-1,3-dioxolan-4-yl]methyl}-2-methylbutan-2-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(3R)-3-{[(2S,4R,5S)-5-[(1S,2S,5R,7S,10R,11S,13S,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-14-yl]-2-hydroxy-2,5-dimethyl-1,3-dioxolan-4-yl]methyl}-2-methylbutan-2-yl acetic acidGenerator
Chemical FormulaC32H54O7
Average Mass550.7770 Da
Monoisotopic Mass550.38695 Da
IUPAC Name(3R)-3-{[(2S,4R,5S)-5-[(1S,2S,5R,7S,10R,11S,13S,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2-hydroxy-2,5-dimethyl-1,3-dioxolan-4-yl]methyl}-2-methylbutan-2-yl acetate
Traditional Name(3R)-3-{[(2S,4R,5S)-5-[(1S,2S,5R,7S,10R,11S,13S,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2-hydroxy-2,5-dimethyl-1,3-dioxolan-4-yl]methyl}-2-methylbutan-2-yl acetate
CAS Registry NumberNot Available
SMILES
C[C@H](C[C@H]1O[C@](C)(O)O[C@@]1(C)[C@H]1[C@@H](O)C[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)(C)OC(C)=O
InChI Identifier
InChI=1S/C32H54O7/c1-18(28(3,4)37-19(2)33)15-26-31(7,39-32(8,36)38-26)27-25(35)17-24-22-10-9-20-16-21(34)11-13-29(20,5)23(22)12-14-30(24,27)6/h18,20-27,34-36H,9-17H2,1-8H3/t18-,20+,21-,22-,23+,24+,25+,26-,27+,29+,30+,31-,32+/m1/s1
InChI KeyDKNVCYVMINDZKG-GBXLTRMLSA-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 3-alpha-hydroxysteroids. These are steroids carrying a alpha-hydroxyl group at the 3-position of the steroid backbone.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassHydroxysteroids
Direct Parent3-alpha-hydroxysteroids
Alternative Parents
Substituents
  • 3-alpha-hydroxysteroid
  • 16-hydroxysteroid
  • 16-beta-hydroxysteroid
  • Cyclic alcohol
  • Meta-dioxolane
  • Secondary alcohol
  • Orthocarboxylic acid derivative
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • 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
logP4.51ChemAxon
pKa (Strongest Acidic)11.58ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area105.45 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity148.75 m³·mol⁻¹ChemAxon
Polarizability63.83 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 Compound163195029
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]