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  • Product Name: Hirsutine
  • Price: ￥Inquiry/5mg
  • Purity: 98.0%
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  • Contact: Xueping-Zheng
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7729-23-9

7729-23-9 structure
7729-23-9 structure
  • Name: Hirsutine
  • Chemical Name: methyl (E)-2-[(2S,3R,12bR)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
  • CAS Number: 7729-23-9
  • Molecular Formula: C22H28N2O3
  • Molecular Weight: 368.469
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2018-08-06 13:28:20
  • Modify Date: 2024-01-04 18:56:01
  • Hirsutine, an indole alkaloid of Uncaria rhynchophylla, exhibits anti-cancer activity. Hirsutine induces apoptosis and is a potent Dengue virus inhibitor exhibiting low cytotoxicity[1][2][3].
Name methyl (E)-2-[(2S,3R,12bR)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
Synonyms Indolo[2,3-a]quinolizine-2-acetic acid, 3-ethyl-1,2,3,4,6,7,12,12b-octahydro-α-(methoxymethylene)-, methyl ester, (αE,2S,3R,12bR)-
Methyl (3β,16E)-16-(methoxymethylene)corynan-17-oate
Hirsutine
Methyl (3β,16E)-17-methoxycoryn-16-en-16-carboxylate
methyl (3β,16E)-16-(methoxymethylidene)corynan-17-oate
Description Hirsutine, an indole alkaloid of Uncaria rhynchophylla, exhibits anti-cancer activity. Hirsutine induces apoptosis and is a potent Dengue virus inhibitor exhibiting low cytotoxicity[1][2][3].
Related Catalog
In Vitro Hirsutine remarkably reduces the viability of MCF-7 and MDA-MB-231 cells in a time- and dose-dependent manner with IC50 values of 447.79 and 179.06 μM, respectively. In the MDA-MB-231 cells, Hirsutine induces apoptosis and depolarization of MMP, releases Cyt C from mitochondria, and activates caspase 9 and caspase 3[2].
In Vivo Hirsutine induces mPTP-dependent apoptosis through ROCK1/PTEN/PI3K/GSK3β pathway in human lung cancer cells[3].
References

[1]. Hishiki T, et al. Hirsutine, an Indole Alkaloid of Uncaria rhynchophylla, Inhibits Late Step in Dengue Virus Lifecycle. Front Microbiol. 2017 Aug 30;8:1674.

[2]. Huang QW, et al. [Hirsutine induces apoptosis of human breast cancer MDA-MB-231 cells through mitochondrial pathway]. Sheng Li Xue Bao. 2018 Feb 25;70(1):40-46.

[3]. Zhang R, et al. Hirsutine induces mPTP-dependent apoptosis through ROCK1/PTEN/PI3K/GSK3β pathway in human lung cancer cells. Cell Death Dis. 2018 May 22;9(6):598.
Density 1.2±0.1 g/cm3
Boiling Point 531.7±50.0 °C at 760 mmHg
Melting Point 101℃
Molecular Formula C22H28N2O3
Molecular Weight 368.469
Flash Point 275.4±30.1 °C
Exact Mass 368.209991
PSA 54.56000
LogP 3.96
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.613

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VS3660000
CHEMICAL NAME :
17,18-Seco-3-beta-yohimban-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (E)-
CAS REGISTRY NUMBER :
7729-23-9
LAST UPDATED :
198909
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C22-H28-N2-O3
MOLECULAR WEIGHT :
368.52

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
110 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 94,17,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
35 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 94,17,1989

Chemsrc provides CAS#:7729-23-9 MSDS, density, melting point, boiling point, structure, formula, molecular weight, synthetic route, etc.
title: CAS No. 7729-23-9 | Chemsrc address: https://www.chemsrc.com/en/baike/1191738.html

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