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veratramine

CAS No.
60-70-8
Chemical Name:
veratramine
Synonyms
NSC 2388;NSC 17821;NSC 23880;AIDS011940;veratraMin;Vreaframine;veratramine;Veratramine, >99%;NSC17821;NSC23880;Veratramine 60-70-8
CBNumber:
CB0875482
Molecular Formula:
C27H39NO2
Molecular Weight:
409.6
MDL Number:
MFCD00468124
MOL File:
60-70-8.mol
MSDS File:
SDS
Last updated:2023-06-08 17:06:34

veratramine Properties

Melting point 122-1240C
alpha D25 -71.8° (c = 1.21); D25 -70° (c = 1.56 in methanol)
Boiling point 529.83°C (rough estimate)
Density 1.0393 (rough estimate)
refractive index 1.6400 (estimate)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Soluble in DMSO (up to 12 mg/ml) or in Ethanol (up to 10 mg/ml)
form solid
pka 14.82±0.60(Predicted)
color Tan
λmax 268nm(lit.)
Merck 14,9952
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
CAS DataBase Reference 60-70-8
EWG's Food Scores 1
FDA UNII RK363YG315

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P501-P270-P264-P301+P310+P330-P405
RIDADR  UN 2811 6.1/PG III
RTECS  YX5094000
HS Code  2933.39.4100
HazardClass  6.1
PackingGroup  III
NFPA 704
0
3 0

veratramine price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical V0148 Veratramine >98.0%(HPLC) 60-70-8 10mg $47 2024-03-01 Buy
TCI Chemical V0148 Veratramine >98.0%(HPLC) 60-70-8 50mg $142 2024-03-01 Buy
Cayman Chemical 11724 Veratramine ≥95% 60-70-8 5mg $62 2024-03-01 Buy
Cayman Chemical 11724 Veratramine ≥95% 60-70-8 10mg $115 2024-03-01 Buy
Cayman Chemical 11724 Veratramine ≥95% 60-70-8 25mg $270 2024-03-01 Buy
Product number Packaging Price Buy
V0148 10mg $47 Buy
V0148 50mg $142 Buy
11724 5mg $62 Buy
11724 10mg $115 Buy
11724 25mg $270 Buy

veratramine Chemical Properties,Uses,Production

Description

This alkaloid occurs naturally in Veratrum grandi/lorum and V. viride and is also formed during the hydrolysis of Veratrosine (q.v.). It forms colourless crystals of the monohydrate from aqueous EtOH and has [α]19D - 70° (MeOH). The hydrochloride forms colourless plates from EtOH, m.p. 20l-2°C and the picrate, yellow plates, m.p. 217.5 - 218°C. Two non-phenolic hydroxyl groups and an imino group are present and the triacetyl derivative, m.p. 205.5-206°C; [α]14.5D + 37.8° (MeOH), on controlled hydrolysis furnishes the N-acetyl com_x0002_pound, m.p. 176-8°C. The O-acetate has also been prepared as colourless prisms from aqueous EtOH, m.p. 20l-2°C but it is still uncertain which of the hydroxyl groups is acetylated in this derivative. Treatment with methyl iodide in MeOH in the presence of sodium carbonate gives N-methylveratraminc methiodide, m.p. 268°C (dec.) from which the methochloride, m.p. 277°C can be obtained. On catalytic hydrogenation, the base furnishes the dihydro derivative, m.p. 198- 200°C; [α]27D + 27.4°, which forms the N-acetyl compound, m.p. 220-3°C; [α]28D + 81° and the triacetyl derivative, m.p. l89.5-190.5°C; [α]24D + 84°.

Chemical Properties

White Solid

Uses

The hedgehog (Hh) signaling pathway, which is blocked by cyclopamine , plays a key role in morphogenesis and has potential applications in the treatment of cancer. Veratramine, a teratogenic steroidal alkaloid isolated from the corn lily (Veratrum sp.), is an analog of cyclopamine that can inhibit the Hh signaling-dependent proliferation of NIH/3T3 cells at 8 μM. Additionally, veratramine has anti-thrombotic activity as it dose dependently inhibits platelet aggregation in rabbits ex vivo. While it may be most useful as a signal transduction inhibitor for treating tumors, veratramine also induces serotonin release and inhibits its re-uptake in the CNS.

Uses

It is useful as signal transduction inhibitor for treating tumors

Definition

ChEBI: A piperidine alkaloid comprising the 14,15,16,17-tetradehydro derivative of veratraman having two hydroxy groups at the 3- and 23-positions.

References

Saito., Bull. Chem. Soc., Japan, 15, 22 (1940)
Jacobs, Craig.,J. Biol. Chem., 155,565 (1944)
Jacobs,.Craig., ibid, 160,555 (1945)
Tamm, Wintersteiner., J. Amer. Chem. Soc., 74,3842 (1952)
Mass spectra: Budzikiwicz., Tetrahedron, 20,2267 (1964)
Synthesis: Masamune, Takasugi, Murai., Tetrahedron, 27,3369 (1971)

veratramine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 160)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083 scglp@glp-china.com CHINA 1824 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Xi'an Kono chem co., Ltd.,
029-86107037 13289246953 info@konochemical.com China 2995 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com China 3000 58
NanJing Spring & Autumn Biological Engineering CO., LTD.
+8613815430202 sale02@cqherb.com CHINA 376 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Shanghai Standard Technology Co., Ltd.
18502101150 ft-sales@nature-standard.com CHINA 1923 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58

View Lastest Price from veratramine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
veratramine pictures 2024-04-23 veratramine
60-70-8
US $0.00 / MG 10MG 98% HPLC 1000KG Changsha Staherb Natural Ingredients Co., Ltd.
Veratramine pictures 2023-02-24 Veratramine
60-70-8
US $0.00 / mg 5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
Veratramine 60-70-8 pictures 2022-02-14 Veratramine 60-70-8
60-70-8
US $45.00 / g 10mg ≥98% HPLC 1000.00 kgs NanJing Spring & Autumn Biological Engineering CO., LTD.
  • veratramine pictures
  • veratramine
    60-70-8
  • US $0.00 / MG
  • 98% HPLC
  • Changsha Staherb Natural Ingredients Co., Ltd.
  • Veratramine pictures
  • Veratramine
    60-70-8
  • US $0.00 / mg
  • ≥98%(HPLC)
  • Shanghai Standard Technology Co., Ltd.
  • Veratramine 60-70-8 pictures
  • Veratramine 60-70-8
    60-70-8
  • US $45.00 / g
  • ≥98% HPLC
  • NanJing Spring & Autumn Biological Engineering CO., LTD.
veratramine Vreaframine (3b,23b)-14,15,16,17-Teradehydroveratraman-3,23-diol NSC 17821 NSC 2388 AIDS011940 (3,23)-14,15,16,17-Teradehydroveratraman-3,23-diol NSC 23880 14,15,16,17-Tetradehydroveratraman-3β,23β-diol veratraMin (2S,3R,5S)-5-Methyl-2-[(1S)-1-[(3S,6aR,11aS,11bR)-2,3,4,6,6a,11,11a,11b-octahydro-3-hydroxy-10,11b-dimethyl-1H-benzo[a]fluoren-9-yl]ethyl]-3-piperidinol 5S-methyl-2S-[1S-[2,3S,4,6,6aR,11,11aS,11bR-octahydro-3R-hydroxy-10,11b-dimethyl-1H-benzo[a]fluoren-9-yl]ethyl]-3-piperidinol Veratramine (NSC17821 Veratramine, >99% Veratramine 60-70-8 NSC17821;NSC23880 Veratramine (NSC-23880) Veratramine, 98%, from Veratrum nigrum L. Veratramine Veratramine 3-Piperidinol, 5-methyl-2-[(1S)-1-[(3S,6aR,11aS,11bR)-2,3,4,6,6a,11,11a,11b-octahydro-3-hydroxy-10,11b-dimethyl-1H-benzo[a]fluoren-9-yl]ethyl]-, (2S,3R,5S)- (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 (2S,3R,5S)-2-((S)-1-((3S,6aR,11aS,11bR)-3-Hydroxy-10,11b-dimethyl-2,3,4,6,6a,11,11a,11b-octahydro-1H-benzo[a]fluoren-9-yl)ethyl)-5-methylpiperidin-3-ol 60-70-8 CH3O2C6H3CH2NH2 C27H39NO2 Alkaloids Intermediates & Fine Chemicals Pharmaceuticals