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(+) -Nortrachelogenin

CAT: 0804-HY-N3171A-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N3171A-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
(+) -Nortrachelogenin (Wikstromol), a pharmacologically ligand from from wikstroemia indica, possesses antileukemic activity[1].
CAS Number
61521-74-2
Product Name Alternative
Wikstromol
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; PI3K
Type
Natural Products
Related Pathways
Apoptosis; PI3K/Akt/mTOR
Applications
Cancer-Kinase/protease
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/plus-nortrachelogenin.html
Purity
98.68
Solubility
DMSO : ≥ 50 mg/mL
Smiles
COC(C=C1C[C@](O)(C(OC2)=O)[C@@H]2CC3=CC(OC)=C(C=C3)O)=C(C=C1)O
Molecular Formula
C20H22O7
Molecular Weight
374.38
Precautions
H302, H315, H319, H335
References & Citations
[1]A Kato, et al. (+) -Nortrachelogenin, A New Pharmacologically Active Lignan From Wikstroemia indica. J Nat Prod. 1979 Mar;42 (2) :159-162.|[2]Huankai Yao, et al. Wikstromol from Wikstroemia indica induces apoptosis and suppresses migration of MDA-MB-231 cells via inhibiting PI3K/Akt pathway.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

(+)-Nortrachelogenin

wikstromol has been reported in Carissa carandas, Daphne acutiloba, and other organisms with data available.

CAS Number61521-74-2
PubChem CID479756
IUPAC Name(3R,4R)-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
Molecular FormulaC20H22O7
Molecular Weight374.4
XLogP2.5
Topological Polar Surface Area105
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count6
Heavy Atom Count27
Formal Charge0
Complexity513
SMILES
COC1=C(C=CC(=C1)C[C@@H]2COC(=O)[C@]2(CC3=CC(=C(C=C3)O)OC)O)O
InChI
InChI=1S/C20H22O7/c1-25-17-8-12(3-5-15(17)21)7-14-11-27-19(23)20(14,24)10-13-4-6-16(22)18(9-13)26-2/h3-6,8-9,14,21-22,24H,7,10-11H2,1-2H3/t14-,20-/m1/s1
InChIKey
ZITBJWXLODLDRH-JLTOFOAXSA-N
Chemical Structure
2D Structure
2D structure of (+)-Nortrachelogenin
CAS: 61521-74-2
CID: 479756
Formula: C20H22O7
MW: 374.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight374.4
XLogP32.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count6
Exact Mass374.13655304
Monoisotopic Mass374.13655304
Topological Polar Surface Area105 Ų
Heavy Atom Count27
Formal Charge0
Complexity513
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
FN71887-01(-) -Nortrachelogenin
MBS5762863(+)-Nortrachelogenin
BUP00807-01(+) -Nortrachelogenin
TBZ1717Nortrachelogenin
MBS5761963Bis-5,5-nortrachelogenin
T81650-01Nortrachelogenin 4'-O-β-gentiobioside
M38276Nortrachelogenin 4-O-β-gentiobioside
TN6509Nortrachelogenin-5'-C-beta-glucoside
TN4674-01Nortrachelogenin-8'-O-beta-glucoside
MBS5823302Nortrachelogenin 4'-O-beta-gentiobioside

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