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Veratramine (Standard)

CAT: 0804-HY-N0837R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0837R-01Size:5 mg
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Description
Veratramine (NSC17821; NSC23880) (Standard) is the analytical standard of Veratramine. This product is intended for research and analytical applications. Veratramine (NSC17821; NSC23880) is an orally active inhibitor of the PI3K/Akt/mTOR signaling pathway and a SIGMAR1 modulator. Veratramine induces autophagic apoptosis of tumor cells, arrests the cell cycle at the G0/G1 phase, and inhibits epithelial-mesenchymal transition (EMT) -related proteins to reduce tumor migration. Veratramine reduces spinal cord and sciatic nerve pathological damage in a neuropathy model by inhibiting SIGMAR1 binding to NMDAR and phosphorylation of NMDAR Ser896. Veratramine has anti-tumor proliferation, apoptosis induction, anti-inflammatory and neuroprotective activities, and can be used in the study of cancers such as liver cancer and osteosarcoma, as well as diabetic peripheral neuropathy[1][2][3][4].
CAS Number
60-70-8
Product Name Alternative
NSC17821 (Standard) ; NSC23880 (Standard)
UNSPSC
12352005
Target
Akt; Apoptosis; Autophagy; mTOR; PI3K; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; Autophagy; Others; PI3K/Akt/mTOR
Field of Research
Cancer; Metabolic Disease; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/veratramine-standard.html
Purity
99.90
Smiles
O[C@H]1[C@H]([C@H](C2=C(C)C3=C(C=C2)[C@]4([H])CC=C(C[C@@H](O)CC5)[C@@]5(C)[C@@]4([H])C3)C)NC[C@@H](C)C1
Molecular Formula
C27H39NO2
Molecular Weight
409.60
References & Citations
[1]Yin L, et al. Veratramine suppresses human HepG2 liver cancer cell growth in vitro and in vivo by inducing autophagic cell death. Oncol Rep. 2020 Aug;44 (2) :477-486.|[2]Xie Z, et al. Veratramine influences the proliferation of human osteosarcoma cells through modulation of the PI3K/AKT signaling cascade. Genes & Diseases, 2025: 101630.|[3]Zhang Y, et al. Veratramine ameliorates pain symptoms in rats with diabetic peripheral neuropathy by inhibiting activation of the SIGMAR1-NMDAR pathway. Pharm Biol. 2022 Dec;60 (1) :2145-2154.|[4]Wang L, et al. Hypotensive effect and toxicology of total alkaloids and veratramine from roots and rhizomes of Veratrum nigrum L. in spontaneously hypertensive rats. Pharmazie. 2008 Aug;63 (8) :606-10.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards

Chemical Information

Veratramine

Veratramine is a piperidine alkaloid comprising the 14,15,16,17-tetradehydro derivative of veratraman having two hydroxy groups at the 3- and 23-positions. It derives from a hydride of a veratraman.

CAS Number60-70-8
PubChem CID6070
IUPAC Name(2S,3R,5S)-2-[(1S)-1-[(3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl]ethyl]-5-methylpiperidin-3-ol
Molecular FormulaC27H39NO2
Molecular Weight409.6
XLogP4.3
Topological Polar Surface Area52.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count30
Formal Charge0
Complexity676
SMILES
C[C@H]1C[C@H]([C@@H](NC1)[C@@H](C)C2=C(C3=C(C=C2)[C@@H]4CC=C5C[C@H](CC[C@@]5([C@H]4C3)C)O)C)O
InChI
InChI=1S/C27H39NO2/c1-15-11-25(30)26(28-14-15)17(3)20-7-8-21-22-6-5-18-12-19(29)9-10-27(18,4)24(22)13-23(21)16(20)2/h5,7-8,15,17,19,22,24-26,28-30H,6,9-14H2,1-4H3/t15-,17-,19-,22-,24-,25+,26-,27-/m0/s1
InChIKey
MALFODICFSIXPO-KFKQDBFTSA-N
Chemical Structure
2D Structure
2D structure of Veratramine
CAS: 60-70-8
CID: 6070
Formula: C27H39NO2
MW: 409.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight409.6
XLogP34.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass409.298079487
Monoisotopic Mass409.298079487
Topological Polar Surface Area52.5 Ų
Heavy Atom Count30
Formal Charge0
Complexity676
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
571541Veratramine
sc-356191Veratramine, HCl

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