Arctiin

Modify Date: 2026-06-30 09:36:58

Arctiin Structure
Arctiin structure
 Common Name Arctiin
CAS Number 20362-31-6 Molecular Weight 534.552
Density 1.4±0.1 g/cm3 Boiling Point 756.4±60.0 °C at 760 mmHg
Molecular Formula C27H34O11 Melting Point 109 °C
MSDS Chinese USA Flash Point 250.1±26.4 °C

 Use of Arctiin


Arctiin(NSC 315527), a plant lignan that can be extracted from the Arctium lappa (burdock) seeds, is a possible environmental endocrine disruptor compounds and have been shown to influence sex hormone metabolism as well as protein synthesis, steroid biosynthesis. IC50 Value:Target: Othersin vitro: Treatment of PC-3 cells with arctiin decreased the cell number in a concentration- and time-dependent manner in serum-containing condition. Arctiin preferentially induced cell detachment, but did not have anti-proliferation or cytotoxic effects in PC-3 cells. The arctiin-induced effect was inhibited by cycloheximide, indicating that protein synthesis was required [1]. Although arctiin, the active component of AL that has been described in the literature, was not able to reduce degranulation in RBL-2H3 cells, a single high-performance liquid chromatography (HPLC) fraction from the AL extract inhibited beta-hexosaminidase release (IC(50) = 22.2 microg/ml) [2]. The growth inhibition caused by arctiin is associated with the down-regulation of cyclin D1 protein expression. Furthermore, thearctiin-induced suppression of cyclin D1 protein expression occurs in various types of human tumor cells, including osteosarcoma, lung, colorectal, cervical and breast cancer, melanoma, transformed renal cells and prostate cancer. Depletion of the cyclin D1 protein using small interfering RNA-rendered human breast cancer MCF-7 cells insensitive to the growth inhibitory effects of arctiin, implicates cyclin D1 as an important target of arctiin [6]. in vivo: Histopathological evaluation of prostate revealed that all the rats in any group developed adenocarcinoma in dorsolateral lobe of prostate, except two rats in 0.1% arctiin treated and one rat in 0.002% arctiin treated groups without prostate adenocarcinoma development [3]. After oral administration of arctiin (30, 60, 120 mg/kgd) for three weeks, the levels of serum creatinine (Scr) and blood urea nitrogen (BUN) and 24-h urine protein content markedly decreased, while endogenous creatinine clearance rate (ECcr) significantly increased [4]. STZ-induced diabetic rats were treated witharctiin at the dosage of 60 or 40 mg/kg/day via intraperitoneal injection for 8 weeks. Blood glucose and 24-h urinary albumin content were measured, and kidney histopathological changes were monitored [5].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name Arctiin
Synonym More Synonyms

 Arctiin Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Arctiin(NSC 315527), a plant lignan that can be extracted from the Arctium lappa (burdock) seeds, is a possible environmental endocrine disruptor compounds and have been shown to influence sex hormone metabolism as well as protein synthesis, steroid biosynthesis. IC50 Value:Target: Othersin vitro: Treatment of PC-3 cells with arctiin decreased the cell number in a concentration- and time-dependent manner in serum-containing condition. Arctiin preferentially induced cell detachment, but did not have anti-proliferation or cytotoxic effects in PC-3 cells. The arctiin-induced effect was inhibited by cycloheximide, indicating that protein synthesis was required [1]. Although arctiin, the active component of AL that has been described in the literature, was not able to reduce degranulation in RBL-2H3 cells, a single high-performance liquid chromatography (HPLC) fraction from the AL extract inhibited beta-hexosaminidase release (IC(50) = 22.2 microg/ml) [2]. The growth inhibition caused by arctiin is associated with the down-regulation of cyclin D1 protein expression. Furthermore, thearctiin-induced suppression of cyclin D1 protein expression occurs in various types of human tumor cells, including osteosarcoma, lung, colorectal, cervical and breast cancer, melanoma, transformed renal cells and prostate cancer. Depletion of the cyclin D1 protein using small interfering RNA-rendered human breast cancer MCF-7 cells insensitive to the growth inhibitory effects of arctiin, implicates cyclin D1 as an important target of arctiin [6]. in vivo: Histopathological evaluation of prostate revealed that all the rats in any group developed adenocarcinoma in dorsolateral lobe of prostate, except two rats in 0.1% arctiin treated and one rat in 0.002% arctiin treated groups without prostate adenocarcinoma development [3]. After oral administration of arctiin (30, 60, 120 mg/kgd) for three weeks, the levels of serum creatinine (Scr) and blood urea nitrogen (BUN) and 24-h urine protein content markedly decreased, while endogenous creatinine clearance rate (ECcr) significantly increased [4]. STZ-induced diabetic rats were treated witharctiin at the dosage of 60 or 40 mg/kg/day via intraperitoneal injection for 8 weeks. Blood glucose and 24-h urinary albumin content were measured, and kidney histopathological changes were monitored [5].
Related Catalog
References

[1]. Huang DM, et al. Modulation of anti-adhesion molecule MUC-1 is associated with arctiin-induced growth inhibition in PC-3 cells. Prostate. 2004 May 15;59(3):260-7.

[2]. Knipping K, et al. In vitro and in vivo anti-allergic effects of Arctium lappa L. Exp Biol Med (Maywood). 2008 Nov;233(11):1469-77.

[3]. Zeng Y, et al. Lack of significant modifying effect of arctiin on prostate carcinogenesis in probasin/SV40 T antigen transgenic rats. Cancer Lett. 2005 May 26;222(2):145-51.

[4]. Wu JG, et al. Ameliorative effects of arctiin from Arctium lappa on experimental glomerulonephritis in rats. Phytomedicine. 2009 Nov;16(11):1033-41.

[5]. Ma ST, et al. Effect of arctiin on glomerular filtration barrier damage in STZ-induced diabetic nephropathy rats. Phytother Res. 2013 Oct;27(10):1474-80.

[6]. Matsuzaki Y, et al. Arctiin induces cell growth inhibition through the down-regulation of cyclin D1 expression. Oncol Rep. 2008 Mar;19(3):721-7.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.4±0.1 g/cm3
Boiling Point 756.4±60.0 °C at 760 mmHg
Melting Point 109 °C
Molecular Formula C27H34O11
Molecular Weight 534.552
Flash Point 250.1±26.4 °C
Exact Mass 534.210083
PSA 153.37000
LogP 0.23
Vapour Pressure 0.0±2.7 mmHg at 25°C
Index of Refraction 1.601
InChIKey XOJVHLIYNSOZOO-SWOBOCGESA-N
SMILES COc1ccc(CC2COC(=O)C2Cc2ccc(OC3OC(CO)C(O)C(O)C3O)c(OC)c2)cc1OC
Storage condition ?20°C

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

RIDADR NONH for all modes of transport

 Articles29

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

Plasma pharmacokinetics and tissue distribution of arctiin and its main metabolite in rats by HPLC-UV and LC-MS.

Planta Med. 78(8) , 800-6, (2012)

The pharmacokinetic profile of arctiin, the major active lignan in fruits of Arctium lappa L., was investigated. Its main meta"bolite arctigenin was identified by an LC-MS method, and an HPLC-UV techn...

Simultaneous determination of arctiin and its metabolites in rat urine and feces by HPLC.

Fitoterapia 86 , 6-12, (2013)

Arctiin, an important lignan compound in Fructus Arctii, has been reported to possess various kinds of bioactivities. Previous studies on the pharmacokinetic of arctiin after oral administration showe...

Effects of arctiin on streptozotocin-induced diabetic retinopathy in Sprague-Dawley rats.

Planta Med. 78(12) , 1317-23, (2012)

Diabetic retinopathy is one of the most common and severe complications of diabetes mellitus. Arctiin, a bioactive compound isolated from the dry seeds of Arctium lappa L., has been reported to have a...

 ArctiinBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Primary qHTS assay for small molecule inhibitors of Inositol hexaphosphate kinase 1 (...
Source: NCGC
External Id: IP6K1-p1
Name: Selectivity index, ratio of CC50 for MRC5 cells to IC50 for HCMV
Source: ChEMBL
Target: N/A
External Id: CHEMBL890914
Name: Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induc...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL1043932
Name: Primary Screen for Target Class Profiling of Small Molecule Inhibitors of Methyltrans...
Source: NCGC
External Id: MTASE-p
Name: Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approve...
Source: NCGC
Target: N/A
External Id: OBG420
Name: Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) i...
Source: NCGC
External Id: NSD2-synergy-p-2C
Name: Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) i...
Source: NCGC
External Id: NSD2-synergy-p-9B
Name: Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant ...
Source: NCGC
External Id: s-sky_synergy-MV-411_DR-CTG72-MIPE_NPC_NPACT_Kinase-p1
Name: HIV Cellular Data
Source: NIAID
Target: N/A
External Id: HIV Cellular Data
Name: Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 ce...
Source: NCGC
External Id: s-sky_synergy-MV-411_N-CTG72-MIPE_NPC_NPACT_Kinase-p1
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

MFCD00870630
Arctiin (8CI)
4-{[(3R,4R)-4-(3,4-Dimethoxybenzyl)-2-oxotetrahydro-3-furanyl]methyl}-2-methoxyphenyl β-D-glucopyranoside
Arctigenin-4-glucoside
Arctin
Arctlin
Arctiin
4-{[(3R,4R)-4-(3,4-Dimethoxybenzyl)-2-oxotetrahydrofuran-3-yl]methyl}-2-methoxyphenyl β-D-glucopyranoside
Great Burdock Root Extract
NSC 315527
Acrctiin

 Arctiin | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the boiling point of Arctiin?
A: Boiling point of Arctiin is 756.4±60.0 °C at 760 mmHg.
Q: What English synonyms does Arctiin have?
A: English synonyms of Arctiin: MFCD00870630, Arctiin (8CI), 4-{[(3R,4R)-4-(3,4-Dimethoxybenzyl)-2-oxotetrahydro-3-furanyl]methyl}-2-methoxyphenyl β-D-glucopyranoside, Arctigenin-4-glucoside, Arctin, Arctlin, Arctiin, 4-{[(3R,4R)-4-(3,4-Dimethoxybenzyl)-2-oxotetrahydrofuran-3-yl]methyl}-2-methoxyphenyl β-D-glucopyranoside, Great Burdock Root Extract, NSC 315527, Acrctiin.
Q: What is the SMILES notation of Arctiin?
A: SMILES notation of Arctiin is COc1ccc(CC2COC(=O)C2Cc2ccc(OC3OC(CO)C(O)C(O)C3O)c(OC)c2)cc1OC.
Q: What is the InChIKey of Arctiin?
A: InChIKey of Arctiin is XOJVHLIYNSOZOO-SWOBOCGESA-N.
Q: What is the polar surface area (PSA) of Arctiin?
A: Polar surface area (PSA) of Arctiin is 153.37000.
Q: What is the molecular weight of Arctiin?
A: Molecular weight of Arctiin is 534.552.
Q: What is the English name of Arctiin?
A: The English name of Arctiin is Arctiin.
Q: What is the CAS number of Arctiin?
A: CAS number of Arctiin is 20362-31-6.
Q: What is the melting point of Arctiin?
A: Melting point of Arctiin is 109 °C.
Q: What is the LogP of Arctiin?
A: LogP of Arctiin is 0.23.

 Arctiinfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
BioBioPha
naturewill
Henan Tianfu Chemical Co., Ltd.
Zhongshan Xingrui Chemical Co. , Ltd.
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Chemsrc provides Arctiin(CAS#:20362-31-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Arctiin are included as well.>> amp version: Arctiin

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