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Record Information
Version2.0
Created at2022-09-11 12:45:54 UTC
Updated at2022-09-11 12:45:54 UTC
NP-MRD IDNP0314588
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,2r,5s,7s,9r,11s,12s,15r,16s)-15-[(1s)-1-[(2r,4s,5s)-5-(acetyloxy)-4-(2-hydroxypropan-2-yl)oxolan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-5-yl acetate
Description(1S,2R,5S,7S,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R,4S,5S)-5-(acetyloxy)-4-(2-hydroxypropan-2-yl)oxolan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]Octadecan-5-yl acetate belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group. (1s,2r,5s,7s,9r,11s,12s,15r,16s)-15-[(1s)-1-[(2r,4s,5s)-5-(acetyloxy)-4-(2-hydroxypropan-2-yl)oxolan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-5-yl acetate is found in Lobophytum depressum. Based on a literature review very few articles have been published on (1S,2R,5S,7S,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R,4S,5S)-5-(acetyloxy)-4-(2-hydroxypropan-2-yl)oxolan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]Octadecan-5-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1S,2R,5S,7S,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R,4S,5S)-5-(Acetyloxy)-4-(2-hydroxypropan-2-yl)oxolan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0,.0,.0,]octadecan-5-yl acetic acidGenerator
Chemical FormulaC32H50O7
Average Mass546.7450 Da
Monoisotopic Mass546.35565 Da
IUPAC Name(1S,2R,5S,7S,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R,4S,5S)-5-(acetyloxy)-4-(2-hydroxypropan-2-yl)oxolan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-5-yl acetate
Traditional Name(1S,2R,5S,7S,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R,4S,5S)-5-(acetyloxy)-4-(2-hydroxypropan-2-yl)oxolan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-5-yl acetate
CAS Registry NumberNot Available
SMILES
C[C@H]([C@H]1C[C@H]([C@H](OC(C)=O)O1)C(C)(C)O)[C@H]1CC[C@H]2[C@@H]3C[C@H]4O[C@]44C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O
InChI Identifier
InChI=1S/C32H50O7/c1-17(26-15-25(29(4,5)35)28(38-26)37-19(3)34)22-8-9-23-21-14-27-32(39-27)16-20(36-18(2)33)10-13-31(32,7)24(21)11-12-30(22,23)6/h17,20-28,35H,8-16H2,1-7H3/t17-,20-,21-,22+,23-,24-,25+,26+,27+,28+,30+,31+,32+/m0/s1
InChI KeyLWMRLUIXRFFTAX-BJHPLNJESA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Lobophytum depressumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroid esters
Direct ParentSteroid esters
Alternative Parents
Substituents
  • Steroid ester
  • Pregnane-skeleton
  • 5,6-epoxysteroid
  • Oxepane
  • Dicarboxylic acid or derivatives
  • Tertiary alcohol
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Oxacycle
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Dialkyl ether
  • Oxirane
  • Ether
  • Acetal
  • Hydrocarbon derivative
  • Alcohol
  • Organooxygen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • 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
logP4.35ChemAxon
pKa (Strongest Acidic)14.9ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area94.59 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity144.45 m³·mol⁻¹ChemAxon
Polarizability63.45 ųChemAxon
Number of Rings6ChemAxon
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 Compound163033937
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]