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???? ??? ???
?? ??:
135531-86-1
???:
????
???(??):
????
???:
camalexin
???(??):
camalexin;Camalexine;Camalexin >=98% (HPLC);Camalexin, 10 mM in DMSO;2-(1H-indol-3-yl)thiazole;3-(Thiazol-2-yl)-1H-indole;1H-Indole, 3-(2-thiazolyl)-;2-(1H-indol-3-yl)-1,3-thiazole;3-(1,3-Thiazol-2-yl)-1H-indole;3-(1,3-Thiazol-2-yl)-1H-indole, camalexin
CBNumber:
CB51384054
???:
C11H8N2S
??? ??:
200.26
MOL ??:
135531-86-1.mol
MSDS ??:
SDS

???? ??

?? ?
424.8±47.0 °C(Predicted)
??
1.336±0.06 g/cm3(Predicted)
?? ??
2-8°C
???
DMSO: ???20mg/mL, ??
?? ?? (pKa)
15.49±0.30(Predicted)
??? ??
??
??
???? ?? ????
InChI
1S/C11H8N2S/c1-2-4-10-8(3-1)9(7-13-10)11-12-5-6-14-11/h1-7,13H
InChIKey
IYODIJVWGPRBGQ-UHFFFAOYSA-N
SMILES
C12=CC=CC=C1NC=C2C3=NC=CS3
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xn,Xi
?? ???? ?? 22-36/37/38
????? 26-36/37/39-45
WGK ?? 3
???? ??? 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
????(GHS): Exclamation Mark (GHS07)
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H302 ??? ??? ?? ?? ?? - ?? ?? 4 ?? P264, P270, P301+P312, P330, P501
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ??
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P270 ? ??? ??? ??? ???, ???? ???? ???.
P301+P312 ??? ???? ??? ????(??)? ??? ????.
P302+P352 ??? ??? ??? ?? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
NFPA 704
0
2 0

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??

Camalexin is an alkaloid released by plants of the Brassicaceae family in response to pathogen infection. In addition to antimicrobial properties and a role in plant defense, camalexin exhibits antiproliferative activity in vitro against various cancer cell lines. Camalexin is active against HeLa, Jurkat, MDA-MB-231, and CEM cancer cell lines (IC50s = 50.0, 46.2, 77.7, and 67.6 μM, respectively), but it is also toxic to primary human umbilical vein endothelial cells (HUVEC; (IC50 = 74.0 μM). Camalexin induces apoptosis in Jurkat cells by increasing reactive oxygen species (ROS) levels and activating caspase-8 and caspase-9. In human prostate cancer cell lines, camalexin (25 μM) is more active against aggressive lines and increases ROS levels and apoptosis via cathepsin D relocation from lysosomes to the cytosol.

??

Camalexin has been used in quantification and tolerance assays in Arabidopsis thaliana leaves.

??

ChEBI: An indole phytoalexin that is indole substituted at position 3 by a 1,3-thiazol-2-yl group.

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