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Record Information
Version2.0
Created at2022-04-29 01:57:42 UTC
Updated at2022-04-29 01:57:42 UTC
NP-MRD IDNP0080978
Secondary Accession NumbersNone
Natural Product Identification
Common Name17beta,20beta-Epoxy-23,24-dimethylcholest-5-ene-3beta,22-diol 3beta,22-diacetate
Description(1S,2S,3R)-1-[(1'S,2S,2'R,3S,5'S,10'R,11'S,15'S)-5'-(acetyloxy)-2',3,15'-trimethylspiro[oxirane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan]-7'-en-3-yl]-2,3,4-trimethylpentyl 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. 17beta,20beta-Epoxy-23,24-dimethylcholest-5-ene-3beta,22-diol 3beta,22-diacetate is found in Sarcophyton crassocaule. Based on a literature review very few articles have been published on (1S,2S,3R)-1-[(1'S,2S,2'R,3S,5'S,10'R,11'S,15'S)-5'-(acetyloxy)-2',3,15'-trimethylspiro[oxirane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan]-7'-en-3-yl]-2,3,4-trimethylpentyl acetate.
Structure
Thumb
Synonyms
ValueSource
(1S,2S,3R)-1-[(1's,2S,2'r,3S,5's,10'r,11's,15's)-5'-(Acetyloxy)-2',3,15'-trimethylspiro[oxirane-2,14'-tetracyclo[8.7.0.0,.0,]heptadecan]-7'-en-3-yl]-2,3,4-trimethylpentyl acetic acidGenerator
Chemical FormulaC33H52O5
Average Mass528.7740 Da
Monoisotopic Mass528.38147 Da
IUPAC Name(1S,2S,3R)-1-[(1'S,2S,2'R,3S,5'S,10'R,11'S,15'S)-5'-(acetyloxy)-2',3,15'-trimethylspiro[oxirane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan]-7'-en-3-yl]-2,3,4-trimethylpentyl acetate
Traditional Name(1S,2S,3R)-1-[(1'S,2S,2'R,3S,5'S,10'R,11'S,15'S)-5'-(acetyloxy)-2',3,15'-trimethylspiro[oxirane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan]-7'-en-3-yl]-2,3,4-trimethylpentyl acetate
CAS Registry NumberNot Available
SMILES
CC(C)[C@@H](C)[C@H](C)[C@H](OC(C)=O)[C@]1(C)O[C@]11CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O
InChI Identifier
InChI=1S/C33H52O5/c1-19(2)20(3)21(4)29(37-23(6)35)32(9)33(38-32)17-14-28-26-11-10-24-18-25(36-22(5)34)12-15-30(24,7)27(26)13-16-31(28,33)8/h10,19-21,25-29H,11-18H2,1-9H3/t20-,21+,25+,26-,27+,28+,29+,30+,31+,32+,33+/m1/s1
InChI KeyBXRVOAVGZJVGNJ-JAWVTSFWSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Sarcophyton crassocaulePlant
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
  • Delta-5-steroid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Oxirane
  • Dialkyl ether
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • 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
logP6.45ALOGPS
logP6.49ChemAxon
logS-7ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area65.13 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity148.77 m³·mol⁻¹ChemAxon
Polarizability62.64 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 Compound162930549
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available