Dextrallorphan

CAT: 0931-T69060-03Size: 100 mgDry Ice: NoHazardous: No

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CAT#:0931-T69060-03Size:100 mg

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CAS Number

5822-43-5

Target

Others

Related Pathways

Others

Bioactivity

Dextrallorphan (DXA) is an chemical of the morphinan class that is used in scientific research. It acts as a σ1 receptor agonist and NMDA receptor antagonist. It has no significant affinity for the σ2, μ-opioid, or δ-opioid receptor, or for the serotonin or norepinephrine transporter. As an NMDA receptor antagonist, in vivo, it is approximately twice as potent as dextromethorphan, and five-fold less potent than dextrorphan. Dextrallorphan was found to have a half maximal inhibitory concentration (IC50) for binding to the pituitary and brain receptor of 10,000 ± 1000 nM and 10,000 ± 1500 nM, respectively. While its stereoisomer, levallorphan, had a 10,000 times more potent dose, thus proving that binding to these receptors is stereospecific.

Smiles

C(C=C)N1[C@@]2([C@@]3([C@@](C=4C(C2)=CC=C(O)C4)(CC1)CCCC3)[H])[H]

Molecular Formula

C19H25NO

Molecular Weight

283.41

Shipping Conditions

Ice Packs

Storage Temperature

-20°C

Chemical Information

Dextrallorphan

RN given refers to (9alpha,13alpha,14alpha)-isomer

CAS Number	5822-43-5
PubChem CID	5748237
IUPAC Name	(1S,9S,10S)-17-prop-2-enyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol
Molecular Formula	C19H25NO
Molecular Weight	283.4
XLogP	3.5
Topological Polar Surface Area	23.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Heavy Atom Count	21
Formal Charge	0
Complexity	408

SMILES

C=CCN1CC[C@@]23CCCC[C@@H]2[C@@H]1CC4=C3C=C(C=C4)O

InChI

InChI=1S/C19H25NO/c1-2-10-20-11-9-19-8-4-3-5-16(19)18(20)12-14-6-7-15(21)13-17(14)19/h2,6-7,13,16,18,21H,1,3-5,8-12H2/t16-,18+,19+/m1/s1

InChIKey

OZYUPQUCAUTOBP-NEWSRXKRSA-N

Chemical Structure

2D Structure

CAS: 5822-43-5

CID: 5748237

Formula: C19H25NO

MW: 283.4

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	283.4
XLogP3	3.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	283.193614421
Monoisotopic Mass	283.193614421
Topological Polar Surface Area	23.5 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	408
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
GTR19210871-01	Dextrallorphan

Dextrallorphan

Chemical Information

Alternative Products

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