3,6,9-Trimethyldecahydro-12H-3,12-epoxypyrano(4,3-j)(1,2)benzodioxepin-10-ol
Basic information
- CAS
71939-50-9- Standard SMILES
CC1CCC2C(C)C(O)OC3OC4(C)CCC1C32OO4- InChIKey
BJDCWCLMFKKGEE-UHFFFAOYSA-N- Molecular formula
- C15H24O5
- Average molar mass
- 284.35 g/mol
- Monoisotopic mass
- 284.16237386
Overview
dihydroartemisinin has been reported in Tomophagus and Aspergillus sclerotiorum with data available.
Names & identifiers
- Preferred name
- 3,6,9-Trimethyldecahydro-12H-3,12-epoxypyrano(4,3-j)(1,2)benzodioxepin-10-ol
- IUPAC
- 1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-ol
- English name
- DHQHS 2
- Molecular formula
- C15H24O5
- Molecular weight
- 284.35
Names & synonyms
DTXSID3086104098672-75-43,6,9-Trimethyldecahydro-12H-3,12-epoxypyrano(4,3-j)(1,2)benzodioxepin-10-ol3,6,9-Trimethyldecahydro-12H-3,12-epoxypyrano[4,3-j][1,2]benzodioxepin-10-olRefChem:1066064DTXCID60210007Dihydroartemisinin71939-50-9123930-80-31,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-olC15H24O5GNF-Pf-5580
Show more names
(3r,5as,6r,8as,9r,10r,12r,12ar)-decahydro-3,6,9-trimethyl-3,12-epoxy-12h-pyrano[4,3-j]-1,2-benzodioxepin-10-olDihydroartemisinDihydroarteminisinDihydroartemisinin (DHA)AlaxinDHQHS 2CotexinSalaxinCotecxin
CHEMBL600715SCHEMBL14552892BJDCWCLMFKKGEE-UHFFFAOYSA-NHMS5080F06BHA77498STL146329AKOS005720934VS-11868
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 57.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 0
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 415
Experimental & physicochemical properties
LogP2.45
Physicochemical properties
- Melting point
- 144 · 144-149°C
- Boiling point
- 375.6 · 375.6±42.0 °C(Predicted)
- Density
- 1.24 · 1.24
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- 41.67 mg/mL · DMSO : 41.67 mg/mL (146.54 mM; Need ultrasonic)
- pka
- 12.61 · 12.61±0.70(Predicted)
- form
- solid
- color
- White to Almost white
- Merck
- 14 · 14,817
- Major Application
- pharmaceutical (small molecule)
- InChI
- InChI=1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12+,13-,14-,15-/m1/s1
- InChIKey
- BJDCWCLMFKKGEE-ISOSDAIHSA-N
- SMILES
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H242 (100%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
P210, P234, P235, P240, P273, P280, P370+P378, P391, P403, P410, P411, P420, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationREACH registered substance: 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol, decahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,10S,12R,12aR)- (EC: 615-698-8)
Hazard Classes and CategoriesOrg. Perox. C (100%)
Safety data
- wgk
- 2
- rtecs
- KD4165550
- hs_code
- 29329990
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS09
- safety_code
- 22-24/25
- Storage Class
- 5.2 - Organic peroxides and self-reacting hazardous materials
- Hazard statements
- H242-H411
- REACH Registrations
- Active
- Hazard Classifications
- Aquatic Chronic 2Org. Perox. C
- Precautionary statements
- P210-P235-P273-P280-P370+P378-P410
Chemistry & industry
Pharmacology
Metabolism/MetabolitesDihydroqinghaosu (DQHS) is a known human metabolite of beta-artelinic acid.
Applications
UsesThe main metabolite of Artemisinin, Arteether, Artemether, Artesunate. An active antimalarial metabolite
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: Artenimol is an artemisinin derivative.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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