General Information of the Drug (ID: ferrodrug0338)
Name
Typhaneoside
Synonyms
Typhaneoside; 104472-68-6; CHEMBL450526; CHEBI:191968; HY-N0712; s9076; AKOS037514873; CCG-270457; CS-0009730; 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

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Structure
3D MOL
Formula
C34H42O20
IUPAC Name
3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
Canonical SMILES
CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O
InChI
InChI=1S/C34H42O20/c1-10-20(38)24(42)27(45)32(49-10)48-9-18-22(40)26(44)31(54-33-28(46)25(43)21(39)11(2)50-33)34(52-18)53-30-23(41)19-15(37)7-13(35)8-17(19)51-29(30)12-4-5-14(36)16(6-12)47-3/h4-8,10-11,18,20-22,24-28,31-40,42-46H,9H2,1-3H3/t10-,11-,18+,20-,21-,22+,24+,25+,26-,27+,28+,31+,32+,33-,34-/m0/s1
InChIKey
POMAQDQEVHXLGT-QDYYQVSOSA-N
PubChem CID
44566503
Full List of Ferroptosis Target Related to This Drug
Unspecific Target
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Responsed Disease Acute myeloid leukaemia ICD-11: 2A60
Responsed Regulator 5'-AMP-activated protein kinase catalytic subunit alpha-1 (PRKAA1) Driver
Pathway Response Ferroptosis hsa04216
Apoptosis hsa04210
Autophagy hsa04140
AMPK signaling pathway hsa04152
Cell Process Cell ferroptosis
Cell proliferation
Cell apoptosis
Cell autophagy
In Vitro Model KAS-6/1 cells Plasma cell myeloma Homo sapiens CVCL_9544
HL-60 cells Adult acute myeloid leukemia Homo sapiens CVCL_0002
NB4 cells Acute promyelocytic leukemia Homo sapiens CVCL_0005
K-562 cells Chronic myelogenous leukemia Homo sapiens CVCL_0004
HEK-293T cells Normal Homo sapiens CVCL_0063
In Vivo Model
4-week-old BALB/c malenude mice(Peking University Health Science Center, Beijing, China) were subcutaneously injection with HL60 cells (1 x 107). After tumor volume reached 50 mm3, mice were randomly divided into 4 groups (n = 16/group). TYP was administered intraperitoneal injection once a day at 10, 20 and 30 mg/kg body weight and the mice in normal control group were received equal amounts of 10% DMSO in sterile corn oil.

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Response regulation Typhaneoside (TYP) significantly triggered autophagy in acute myeloid leukemia (AML) cells by promoting the activation of AMP-activated protein kinase (AMPK) signaling, contributing to ferritin degradation, ROS accumulation and ferroptotic cell death ultimately.
References
Ref 1 Typhaneoside prevents acute myeloid leukemia (AML) through suppressing proliferation and inducing ferroptosis associated with autophagy. Biochem Biophys Res Commun. 2019 Sep 3;516(4):1265-1271. doi: 10.1016/j.bbrc.2019.06.070. Epub 2019 Jul 10.