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Record Information
Version2.0
Created at2022-09-06 22:28:42 UTC
Updated at2022-09-06 22:28:42 UTC
NP-MRD IDNP0238982
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,2r,4s,4as,8s,11e,12as)-4-bromo-8-isopropyl-1,4a-dimethyl-7-methylidene-3,4,5,6,8,9,10,12a-octahydro-2h-benzo[10]annulene-1,2-diol
Description10R-hydroxybromocorodienol belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). (1s,2r,4s,4as,8s,11e,12as)-4-bromo-8-isopropyl-1,4a-dimethyl-7-methylidene-3,4,5,6,8,9,10,12a-octahydro-2h-benzo[10]annulene-1,2-diol is found in Sphaerococcus coronopifolius. Based on a literature review very few articles have been published on 10R-hydroxybromocorodienol.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC20H33BrO2
Average Mass385.3860 Da
Monoisotopic Mass384.16639 Da
IUPAC Name(1S,2R,4S,4aS,8S,12aS)-4-bromo-1,4a-dimethyl-7-methylidene-8-(propan-2-yl)-1,2,3,4,4a,5,6,7,8,9,10,12a-dodecahydrobenzo[10]annulene-1,2-diol
Traditional Name(1S,2R,4S,4aS,8S,12aS)-4-bromo-8-isopropyl-1,4a-dimethyl-7-methylidene-3,4,5,6,8,9,10,12a-octahydro-2H-benzo[10]annulene-1,2-diol
CAS Registry NumberNot Available
SMILES
CC(C)[C@@H]1CC\C=C\[C@@H]2[C@](C)(O)[C@H](O)C[C@H](Br)[C@@]2(C)CCC1=C
InChI Identifier
InChI=1S/C20H33BrO2/c1-13(2)15-8-6-7-9-16-19(4,11-10-14(15)3)17(21)12-18(22)20(16,5)23/h7,9,13,15-18,22-23H,3,6,8,10-12H2,1-2,4-5H3/b9-7+/t15-,16-,17-,18+,19-,20-/m0/s1
InChI KeyOSFHGDFNIHPDBE-WPLOQTPPSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Sphaerococcus coronopifoliusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentTertiary alcohols
Alternative Parents
Substituents
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • 1,2-diol
  • Hydrocarbon derivative
  • Organobromide
  • Organohalogen compound
  • Alkyl halide
  • Alkyl bromide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP4.47ChemAxon
pKa (Strongest Acidic)13.55ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity101.22 m³·mol⁻¹ChemAxon
Polarizability40.3 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24650651
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound46232273
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]