Metabolite Dihydroartemisinin Glucuronide

Name

Dihydroartemisinin Glucuronide

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 460.476
Monoisotopic: 460.19446185

Chemical Formula

C₂₁H₃₂O₁₁

InChI Key

ZPXMEOGHWWIMAF-AOFKKTMHSA-N

InChI

InChI=1S/C21H32O11/c1-8-4-5-11-9(2)17(28-18-14(24)12(22)13(23)15(27-18)16(25)26)29-19-21(11)10(8)6-7-20(3,30-19)31-32-21/h8-15,17-19,22-24H,4-7H2,1-3H3,(H,25,26)/t8-,9-,10+,11?,12-,13-,14+,15-,17?,18?,19-,20?,21-/m0/s1

IUPAC Name

(2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[(4R,5S,9S,12S,13S)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]oxy}oxane-2-carboxylic acid

SMILES

C[C@H]1CCC2[C@H](C)C(OC3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)O[C@H]3OC4(C)CC[C@H]1[C@]23OO4

Reactions

Artesunate

Dihydroartemisinin (DHA)
- Dihydroartemisinin (DHA)
  
  Dihydroartemisinin Glucuronide
  - Dihydroartemisinin Glucuronide
    
    Furano Acetate of Dihydroartemisinin Glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0010900000-0e452b0e46147feed61a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03y0-0090600000-712166fb8a8c0a33edce
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a59-2434900000-5fa1943ea6d321e4743e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00kr-0090400000-d8060d168ba59eba89f8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0409-0769300000-c1bef1d6be4367ad7269
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-05v3-7294000000-ee616ccb0a2b8e3fb254

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	206.27647	predicted	DeepCCS 1.0 (2019)
[M+H]+	208.17189	predicted	DeepCCS 1.0 (2019)
[M+Na]+	213.81372	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	8.79 mg/mL	ALOGPS
logP	0.96	ALOGPS
logP	1.39	Chemaxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.22	Chemaxon
pKa (Strongest Basic)	-3.7	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	4	Chemaxon
Polar Surface Area	153.37 Å²	Chemaxon
Rotatable Bond Count	3	Chemaxon
Refractivity	102.19 m³·mol^-1	Chemaxon
Polarizability	45.66 Å³	Chemaxon
Number of Rings	5	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Dihydroartemisinin Glucuronide

Structure for Dihydroartemisinin Glucuronide

Collision Cross Sections (CCS)