Lycorine hydrochloride - CAS 2188-68-3

Lycorine hydrochloride - CAS 2188-68-3 Catalog number: BADC-00290

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Lycorine is a toxic crystalline alkaloid found in various Amaryllidaceae species, such as the cultivated bush lily , surprise lilies, and daffodils. It may be highly poisonous, or even lethal, when ingested in certain quantities. Symptoms of lycorine toxicity are vomiting, diarrhea, and convulsions.

Category
ADCs Cytotoxin
Product Name
Lycorine hydrochloride
CAS
2188-68-3
Catalog Number
BADC-00290
Molecular Formula
C13H19NO4S
Molecular Weight
299.45
Purity
98 %. (NMR)
Lycorine hydrochloride

Ordering Information

Catalog Number Size Price Quantity
BADC-00290 1 g $299 Inquiry
Description
Lycorine is a toxic crystalline alkaloid found in various Amaryllidaceae species, such as the cultivated bush lily , surprise lilies, and daffodils. It may be highly poisonous, or even lethal, when ingested in certain quantities. Symptoms of lycorine toxicity are vomiting, diarrhea, and convulsions.
Synonyms
Lycorine hydrochloride;2188-68-3;Lycorine chloride;Lycorine HCl;Licorin hydrochloride;Lycorine (hydrochloride);58F70VH0HS;1H-[1,3]Dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol,2,4,5,7,12b,12c-hexahydro-, hydrochloride (1:1), (1S,2S,12bS,12cS)-;(1S,2S,3a1S,12bS)-2,3a1,4,5,7,12b-hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol hydrochloride;(1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol;hydrochloride;MFCD00243111;Lycorine-chloride;UNII-58F70VH0HS;SCHEMBL8437600;CHEMBL2092590;DTXSID80944478;VUVNTYCHKZBOMV-NVJKKXITSA-N;GLXC-03849;LYCORINE HYDROCHLORIDE [MI];(1S,2S,12BS,12CS)-2,4,5,7,12B,12C-HEXAHYDRO-1H-(1,3)DIOXOLO(4,5-J)PYRROLO(3,2,1-DE)PHENANTHRIDINE-1,2-DIOL HYDROCHLORIDE;HY-N0289;Lycoran-1-alpha,2-beta-diol, 3,3-alpha-didehydro-, hydrochloride;s3800;AKOS030228351;LYCORINE HYDROCHLORIDE, (+)-;CCG-267737;CS-5954;Lycorine hydrochloride;Lycorine chloride;AC-34971;BS-42350;DA-75213;Galanthan-1,2-diol, 3-12-didehydro-9,10-(methylenebis(oxy))-, hydrochloride, (1-alpha,2-beta)-;Lycorine hydrochloride, >=98% (TLC), powder;Q-100273;Q27261592;(1S,2S,3a1S,12bS)-2,3a1,4,5,7,12b-hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diolhydrochloride;1H-(1,3)DIOXOLO(4,5-J)PYRROLO(3,2,1-DE)PHENANTHRIDINE-1,2-DIOL, 2,4,5,7,12B,12C-HEXAHYDRO-, HYDROCHLORIDE (1:1), (1S,2S,12BS,12CS)-;2,4,5,7,12b,12c-Hexahydro-1H,10H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol--hydrogen chloride (1/1);
IUPAC Name
(1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol;hydrochloride
Canonical SMILES
[2H]C([2H])([2H])C([2H])([2H])C([2H])([2H])N(C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])S(=O)(=O)C1=CC=C(C=C1)C(=O)O
InChI
InChI=1S/C16H17NO4.ClH/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19;/h3-5,11,14-16,18-19H,1-2,6-7H2;1H/t11-,14-,15+,16+;/m0./s1
InChIKey
VUVNTYCHKZBOMV-NVJKKXITSA-N
Solubility
Slightly in 95% alcohol, not well in water, not in chloroform
Melting Point
210-212 °C.
Appearance
Solid
Shipping
Room temperature
Storage
4°C, sealed storage, away from moisture
*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Pictograms
Acute Toxic
Signal Word
Danger
1.Synergistic effects of the immune checkpoint inhibitor CTLA-4 combined with the growth inhibitor lycorine in a mouse model of renal cell carcinoma.
Li X;Xu P;Wang C;Xu N;Xu A;Xu Y;Sadahira T;Araki M;Wada K;Matsuura E;Watanabe M;Zheng J;Sun P;Huang P;Nasu Y;Liu C Oncotarget. 2017 Mar 28;8(13):21177-21186. doi: 10.18632/oncotarget.15505.
Renal cell carcinoma (RCC) management has undergone a major transformation over the past decade; immune checkpoint inhibitors are currently undergoing clinical trials and show promising results. However, the effectiveness of immune checkpoint inhibitors in patients with metastatic RCC (mRCC) is still limited. Lycorine, an alkaloid extracted from plants of the Amaryllidaceae family, is touted as a potential anti-cancer drug because of its demonstrative growth inhibition capacity (induction of cell cycle arrest and inhibition of vasculogenic mimicry formation). Moreover, T cell checkpoint blockade therapy with antibodies targeting cytotoxic T-lymphocyte associated protein 4 (CTLA-4) has improved outcomes in cancer patients. However, the anti-tumor efficacy of combined lycorine and anti-CTLA-4 therapy remains unknown. Thus, we investigated a combination therapy of lycorine hydrochloride and anti-CTLA-4 using a murine RCC model. As a means of in vitro confirmation, we found that lycorine hydrochloride inhibited the viability of various RCC cell lines. Furthermore, luciferase-expressing Renca cells were implanted in the left kidney and the lung of BALB/c mice to develop a RCC metastatic mouse model.
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Historical Records: Lycorine hydrochloride
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