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Record Information
Version2.0
Created at2022-09-09 05:05:50 UTC
Updated at2022-09-09 05:05:50 UTC
NP-MRD IDNP0279634
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,2s,3s,4's,6s,8s,9r,11s,12s,13s,15r,17r,18s,20s,21r)-8-hydroxy-4',5',5',11,17-pentamethyl-14,16,19-trioxaspiro[heptacyclo[11.8.1.1²,²⁰.0¹,¹⁵.0³,¹².0⁶,¹¹.0¹⁷,²¹]tricosane-18,2'-oxolan]-9-yl acetate
Description(1R,2S,3S,4'S,6S,8S,9R,11S,12S,13S,15R,17R,18S,20S,21R)-8-hydroxy-4',5',5',11,17-pentamethyl-14,16,19-trioxaspiro[heptacyclo[11.8.1.1²,²⁰.0¹,¹⁵.0³,¹².0⁶,¹¹.0¹⁷,²¹]Tricosane-18,2'-oxolane]-9-yl acetate belongs to the class of organic compounds known as furospirostanes and derivatives. These are heterocyclic steroids containing a furospirostane moiety, which a skeleton characterized by the presence of a 1,6-dioxaspiro[4.4]Nonane ring system and an androstane moiety. (1r,2s,3s,4's,6s,8s,9r,11s,12s,13s,15r,17r,18s,20s,21r)-8-hydroxy-4',5',5',11,17-pentamethyl-14,16,19-trioxaspiro[heptacyclo[11.8.1.1²,²⁰.0¹,¹⁵.0³,¹².0⁶,¹¹.0¹⁷,²¹]tricosane-18,2'-oxolan]-9-yl acetate is found in Isis hippuris. Based on a literature review very few articles have been published on (1R,2S,3S,4'S,6S,8S,9R,11S,12S,13S,15R,17R,18S,20S,21R)-8-hydroxy-4',5',5',11,17-pentamethyl-14,16,19-trioxaspiro[heptacyclo[11.8.1.1²,²⁰.0¹,¹⁵.0³,¹².0⁶,¹¹.0¹⁷,²¹]Tricosane-18,2'-oxolane]-9-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1R,2S,3S,4's,6S,8S,9R,11S,12S,13S,15R,17R,18S,20S,21R)-8-Hydroxy-4',5',5',11,17-pentamethyl-14,16,19-trioxaspiro[heptacyclo[11.8.1.1,.0,.0,.0,.0,]tricosane-18,2'-oxolane]-9-yl acetic acidGenerator
Chemical FormulaC30H44O7
Average Mass516.6750 Da
Monoisotopic Mass516.30870 Da
IUPAC Name(1R,2S,3S,4'S,6S,8S,9R,11S,12S,13S,15R,17R,18S,20S,21R)-8-hydroxy-4',5',5',11,17-pentamethyl-14,16,19-trioxaspiro[heptacyclo[11.8.1.1^{2,20}.0^{1,15}.0^{3,12}.0^{6,11}.0^{17,21}]tricosane-18,2'-oxolane]-9-yl acetate
Traditional Name(1R,2S,3S,4'S,6S,8S,9R,11S,12S,13S,15R,17R,18S,20S,21R)-8-hydroxy-4',5',5',11,17-pentamethyl-14,16,19-trioxaspiro[heptacyclo[11.8.1.1^{2,20}.0^{1,15}.0^{3,12}.0^{6,11}.0^{17,21}]tricosane-18,2'-oxolane]-9-yl acetate
CAS Registry NumberNot Available
SMILES
C[C@H]1C[C@]2(O[C@H]3C[C@H]4[C@@H]5CC[C@H]6C[C@H](O)[C@@H](C[C@]6(C)[C@H]5[C@@H]5C[C@@]44[C@H](O5)O[C@]2(C)[C@@H]34)OC(C)=O)OC1(C)C
InChI Identifier
InChI=1S/C30H44O7/c1-14-11-30(37-26(14,3)4)28(6)24-20(35-30)10-18-17-8-7-16-9-19(32)21(33-15(2)31)12-27(16,5)23(17)22-13-29(18,24)25(34-22)36-28/h14,16-25,32H,7-13H2,1-6H3/t14-,16-,17-,18-,19-,20-,21+,22-,23+,24+,25+,27-,28+,29+,30-/m0/s1
InChI KeyGIQOODMPBMWXNU-JWHMADTLSA-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 furospirostanes and derivatives. These are heterocyclic steroids containing a furospirostane moiety, which a skeleton characterized by the presence of a 1,6-dioxaspiro[4.4]Nonane ring system and an androstane moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassFurospirostanes and derivatives
Direct ParentFurospirostanes and derivatives
Alternative Parents
Substituents
  • Furospirostane-skeleton
  • Triterpenoid
  • Spirostane skeleton
  • Steroid ester
  • Furofuran
  • Ketal
  • Oxepane
  • Monosaccharide
  • Cyclic alcohol
  • Tetrahydrofuran
  • Secondary alcohol
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Acetal
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen 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
logP3.32ChemAxon
pKa (Strongest Acidic)14.17ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.45 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity133.14 m³·mol⁻¹ChemAxon
Polarizability57.61 ųChemAxon
Number of Rings8ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9539259
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11364332
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]