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Record Information
Version1.0
Created at2022-09-05 23:33:16 UTC
Updated at2022-09-05 23:33:16 UTC
NP-MRD IDNP0221869
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,2r,3'ar,3'br,4r,5'as,7'r,9'ar,9'br,11'as)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-dodecahydro-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-7'-ol
Description(1S,1'R,2R,2'R,4R,5'R,7'S,10'R,11'R,15'S)-4-(2-hydroxypropan-2-yl)-1,2',6',6',10',11'-hexamethyl-3,7-dioxaspiro[bicyclo[2.2.1]Heptane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane]-5'-ol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (1s,2r,3'ar,3'br,4r,5'as,7'r,9'ar,9'br,11'as)-4-(2-hydroxypropan-2-yl)-1,3'a,3'b,6',6',9'a-hexamethyl-dodecahydro-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclopenta[a]phenanthren]-7'-ol is found in Cleome amblyocarpa. Based on a literature review very few articles have been published on (1S,1'R,2R,2'R,4R,5'R,7'S,10'R,11'R,15'S)-4-(2-hydroxypropan-2-yl)-1,2',6',6',10',11'-hexamethyl-3,7-dioxaspiro[bicyclo[2.2.1]Heptane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane]-5'-ol.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC30H50O4
Average Mass474.7260 Da
Monoisotopic Mass474.37091 Da
IUPAC Name(1S,1'R,2R,2'R,4R,5'R,7'S,10'R,11'R,15'S)-4-(2-hydroxypropan-2-yl)-1,2',6',6',10',11'-hexamethyl-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-5'-ol
Traditional Name(1S,1'R,2R,2'R,4R,5'R,7'S,10'R,11'R,15'S)-4-(2-hydroxypropan-2-yl)-1,2',6',6',10',11'-hexamethyl-3,7-dioxaspiro[bicyclo[2.2.1]heptane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-5'-ol
CAS Registry NumberNot Available
SMILES
CC(C)(O)[C@]12CC[C@](C)(O1)[C@]1(CC[C@]3(C)[C@@H]1CC[C@@H]1[C@@]4(C)CC[C@@H](O)C(C)(C)[C@H]4CC[C@@]31C)O2
InChI Identifier
InChI=1S/C30H50O4/c1-23(2)19-11-14-26(6)20(25(19,5)13-12-22(23)31)9-10-21-27(26,7)15-17-29(21)28(8)16-18-30(33-28,34-29)24(3,4)32/h19-22,31-32H,9-18H2,1-8H3/t19-,20-,21+,22-,25+,26-,27-,28+,29-,30-/m1/s1
InChI KeyKDJXPNZPMKGUCB-VLULGRNJSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cleome amblyocarpaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative Parents
Substituents
  • Triterpenoid
  • 3-hydroxysteroid
  • 14-alpha-methylsteroid
  • Hydroxysteroid
  • 3-alpha-hydroxysteroid
  • Steroid
  • Ketal
  • Oxane
  • Meta-dioxolane
  • Cyclic alcohol
  • Tertiary alcohol
  • Tetrahydrofuran
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Acetal
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • 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
logP5.6ChemAxon
pKa (Strongest Acidic)13.36ChemAxon
pKa (Strongest Basic)-0.83ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.92 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity133.92 m³·mol⁻¹ChemAxon
Polarizability56.25 ųChemAxon
Number of Rings6ChemAxon
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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162889913
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]