Record Information
Version2.0
Created at2022-04-28 23:15:06 UTC
Updated at2022-04-28 23:15:06 UTC
NP-MRD IDNP0078120
Secondary Accession NumbersNone
Natural Product Identification
Common NameTripfordine C
Description[(1R,3S,13R,14R,17R,18S,19R,20R,21R,22R,23S,24R,25R)-18,19,21,22-tetrakis(acetyloxy)-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]Pentacosa-7,9,11-trien-20-yl]methyl acetate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Tripfordine C is found in Tripterygium wilfordii . Based on a literature review very few articles have been published on [(1R,3S,13R,14R,17R,18S,19R,20R,21R,22R,23S,24R,25R)-18,19,21,22-tetrakis(acetyloxy)-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]Pentacosa-7,9,11-trien-20-yl]methyl acetate.
Structure
Thumb
Synonyms
ValueSource
[(1R,3S,13R,14R,17R,18S,19R,20R,21R,22R,23S,24R,25R)-18,19,21,22-Tetrakis(acetyloxy)-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.0,.0,.0,]pentacosa-7,9,11-trien-20-yl]methyl acetic acidGenerator
Chemical FormulaC36H45NO17
Average Mass763.7460 Da
Monoisotopic Mass763.26875 Da
IUPAC Name[(1R,3S,13R,14R,17R,18S,19R,20R,21R,22R,23S,24R,25R)-18,19,21,22-tetrakis(acetyloxy)-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.0^{1,20}.0^{3,23}.0^{7,12}]pentacosa-7(12),8,10-trien-20-yl]methyl acetate
Traditional Name[(1R,3S,13R,14R,17R,18S,19R,20R,21R,22R,23S,24R,25R)-18,19,21,22-tetrakis(acetyloxy)-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.0^{1,20}.0^{3,23}.0^{7,12}]pentacosa-7(12),8,10-trien-20-yl]methyl acetate
CAS Registry NumberNot Available
SMILES
C[C@@H]1[C@@H](C)C(=O)O[C@@H]2[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@]3(COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H]4[C@@H](O)[C@@]3(O[C@]4(C)COC(=O)C3=C1C=CN=C3)[C@]2(C)O
InChI Identifier
InChI=1S/C36H45NO17/c1-15-16(2)31(44)53-28-26(50-19(5)40)30(52-21(7)42)35(14-47-17(3)38)29(51-20(6)41)25(49-18(4)39)24-27(43)36(35,34(28,9)46)54-33(24,8)13-48-32(45)23-12-37-11-10-22(15)23/h10-12,15-16,24-30,43,46H,13-14H2,1-9H3/t15-,16-,24-,25-,26-,27-,28-,29+,30+,33-,34-,35-,36-/m1/s1
InChI KeyINDHYPIBEYIOOF-SQDIOKPGSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Tripterygium wilfordiiPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene lactones
Direct ParentTerpene lactones
Alternative Parents
Substituents
  • Terpene lactone
  • Sesquiterpenoid
  • Agarofuran
  • Pyridine carboxylic acid
  • Oxepane
  • Pyridine
  • Monosaccharide
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Ether
  • Dialkyl ether
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP1.62ALOGPS
logP-0.81ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)12.66ChemAxon
pKa (Strongest Basic)3.18ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area246.68 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity174.04 m³·mol⁻¹ChemAxon
Polarizability73.84 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 Compound163009854
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available