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Record Information
Version2.0
Created at2022-09-08 23:32:56 UTC
Updated at2022-09-08 23:32:56 UTC
NP-MRD IDNP0275717
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,2r,4r,5r,6s,7s,9r,10r,11s,14r,15r,16s,24s,26s)-10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-12-one
DescriptionCHEBI:70545 Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Based on a literature review very few articles have been published on CHEBI:70545.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC30H42O9
Average Mass546.6570 Da
Monoisotopic Mass546.28288 Da
IUPAC Name(1R,2R,4R,5R,6S,7S,9R,10R,11S,14R,15R,16S,24S,26S)-10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1^{4,24}.1^{5,24}.1^{11,14}.0^{1,6}.0^{7,9}.0^{11,26}]nonacosan-12-one
Traditional Name(1R,2R,4R,5R,6S,7S,9R,10R,11S,14R,15R,16S,24S,26S)-10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1^{4,24}.1^{5,24}.1^{11,14}.0^{1,6}.0^{7,9}.0^{11,26}]nonacosan-12-one
CAS Registry NumberNot Available
SMILES
C[C@@H]1C[C@@]2(O[C@@]34CCCCCCC[C@H](C)[C@@H]5[C@@H]6[C@]7(O[C@]5(C)OC7=O)[C@H](O)[C@@]5(CO)O[C@H]5[C@@H]([C@H]2O3)[C@]16O4)C(C)=C
InChI Identifier
InChI=1S/C30H42O9/c1-15(2)26-13-17(4)29-19-21(26)35-28(38-26,39-29)12-10-8-6-7-9-11-16(3)18-20(29)30(24(33)36-25(18,5)37-30)23(32)27(14-31)22(19)34-27/h16-23,31-32H,1,6-14H2,2-5H3/t16-,17+,18+,19+,20-,21+,22-,23+,25-,26+,27-,28+,29+,30-/m0/s1
InChI KeyXRYQMTUHMOLDGS-RCWUUIKUSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassMacrolides and analogues
Sub ClassNot Available
Direct ParentMacrolides and analogues
Alternative Parents
Substituents
  • Macrolide
  • Ketal
  • 1,3-dioxepane
  • Carboxylic acid orthoester
  • Delta valerolactone
  • Dioxepane
  • Delta_valerolactone
  • Ortho ester
  • Meta-dioxane
  • Oxane
  • Meta-dioxolane
  • Cyclic alcohol
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Secondary alcohol
  • Orthocarboxylic acid derivative
  • Lactone
  • Ether
  • Oxirane
  • Dialkyl ether
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Acetal
  • Monocarboxylic acid or derivatives
  • Primary alcohol
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • 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
logP3.97ChemAxon
pKa (Strongest Acidic)12.48ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area116.21 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity135.55 m³·mol⁻¹ChemAxon
Polarizability57.72 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 ID58145299
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound70698183
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]