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Artemisinic Alcohol

CAT: 0572-TRC-A777495-10MGSize: 10 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-A777495-10MGSize:10 mg
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CAS Number
125184-95-4
Synonyms
1-Naphthaleneethanol, 1,2,3,4,4a,5,6,8a-octahydro-4,7-dimethyl-β-methylene-, (1R,4R,4aS,8aR)-; 1-Naphthaleneethanol, 1,2,3,4,4a,5,6,8a-octahydro-4,7-dimethyl-β-methylene-, [1R-(1α,4β,4aβ,8aβ)]-; (1R,4R,4aS,8aR)-1,2,3,4,4a,5,6,8a-Octahydro-4,7-dimethyl-β-methylene-1-naphthaleneethanol; Amorpha-4,11-dien-12-ol; Arteannuic alcohol; Artemisinic alcohol; trans-Arteannuic alcohol
Hazard Statement
Not a hazardous substance according to GHS.
Purity
>95% (HPLC)
Smiles
C[C@@H]1CC[C@H]([C@H]2C=C(C)CC[C@@H]12)C(=C)CO
Molecular Formula
C15 H24 O
Molecular Weight
220.35
InChI
InChI=1S/C15H24O/c1-10-4-6-13-11(2)5-7-14(12(3)9-16)15(13)8-10/h8,11,13-16H,3-7,9H2,1-2H3/t11-,13+,14+,15+/m1/s1
Additionnal Information
IUPAC name: 2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-en-1-ol
Shipping Conditions
Room Temperature
Storage Conditions
-20°C

Chemical Information

Artemisinic alcohol

(+)-artemisinic alcohol is a monocarboxylic acid that is prop-2-en-1-ol acid which is substituted at position 2 by a 4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl group (the 1S,4R,4aS,8aR diastereoisomer). It is a sesquiterpenoid precursor of artemisinin, obtained from sweet wormwood, Artemisia annua. It is a primary allylic alcohol, a member of octahydronaphthalenes, a sesquiterpenoid and a carbobicyclic compound.

CAS Number125184-95-4
PubChem CID15983960
IUPAC Name2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-en-1-ol
Molecular FormulaC15H24O
Molecular Weight220.35
XLogP3.8
Topological Polar Surface Area20.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Heavy Atom Count16
Formal Charge0
Complexity303
SMILES
C[C@@H]1CC[C@H]([C@@H]2[C@H]1CCC(=C2)C)C(=C)CO
InChI
InChI=1S/C15H24O/c1-10-4-6-13-11(2)5-7-14(12(3)9-16)15(13)8-10/h8,11,13-16H,3-7,9H2,1-2H3/t11-,13+,14+,15+/m1/s1
InChIKey
CZSSHKCZSDDOAH-UNQGMJICSA-N
Chemical Structure
2D Structure
2D structure of Artemisinic alcohol
CAS: 125184-95-4
CID: 15983960
Formula: C15H24O
MW: 220.35
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight220.35
XLogP33.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass220.182715385
Monoisotopic Mass220.182715385
Topological Polar Surface Area20.2 Ų
Heavy Atom Count16
Formal Charge0
Complexity303
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes