tectoridin

Modify Date: 2024-01-02 10:19:50

tectoridin Structure
tectoridin structure
Common Name tectoridin
CAS Number 611-40-5 Molecular Weight 462.404
Density 1.6±0.1 g/cm3 Boiling Point 798.1±60.0 °C at 760 mmHg
Molecular Formula C22H22O11 Melting Point 261.8-263.2ºC
MSDS Chinese USA Flash Point 279.7±26.4 °C

 Use of tectoridin


Tectoridin is a isoflavone isolated from Maackia amurensis. Tectoridin is a phytoestrogen and activates estrogen and thyroid hormone receptors. Tectoridin exerts the estrogenic effects via ER-dependent genomic pathway and GPR30-dependent nongenomic pathway[1][2].

 Names

Name tectoridin
Synonym More Synonyms

 tectoridin Biological Activity

Description Tectoridin is a isoflavone isolated from Maackia amurensis. Tectoridin is a phytoestrogen and activates estrogen and thyroid hormone receptors. Tectoridin exerts the estrogenic effects via ER-dependent genomic pathway and GPR30-dependent nongenomic pathway[1][2].
Related Catalog
In Vitro Tectoridin scarcely binds to ER alpha as compared to 17beta-estradiol and genistein[2]. Tectoridin induceds potent estrogenic effects, namely recovery of the population of cells in the S-phase after serum starvation, transactivation of the estrogen response element, and induction of MCF-7 cell proliferation[2]. Tectoridin induces estrogenic effect, and this effect is severely abrogated by treatment with U0126 ( MEK1/2 inhibitor). Tectoridin promotes phosphorylation of ERK1/2, but does not affect phosphorylation of ER alpha at Ser (118). It also increases cellular accumulation of cAMP[2].
References

[1]. Shim M, et al. Tectoridin from Maackia amurensis modulates both estrogen and thyroid receptors.Phytomedicine. 2014 Apr 15;21(5):602-6.

[2]. Kang K, et al. Tectoridin, a poor ligand of estrogen receptor alpha, exerts its estrogenic effects via an ERK-dependent pathway.Mol Cells. 2009 Mar 31;27(3):351-7.

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Boiling Point 798.1±60.0 °C at 760 mmHg
Melting Point 261.8-263.2ºC
Molecular Formula C22H22O11
Molecular Weight 462.404
Flash Point 279.7±26.4 °C
Exact Mass 462.116211
PSA 179.28000
LogP 0.29
Vapour Pressure 0.0±3.0 mmHg at 25°C
Index of Refraction 1.695

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DJ3090000
CHEMICAL NAME :
4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyph enyl)-6-methoxy-
CAS REGISTRY NUMBER :
611-40-5
BEILSTEIN REFERENCE NO. :
0068384
LAST UPDATED :
199709
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C22-H22-O11
MOLECULAR WEIGHT :
462.44

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 :
4200 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea
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: 64,186,1968

 Safety Information

Hazard Codes C
RIDADR NONH for all modes of transport
RTECS DJ3090000
HS Code 29389090

 Precursor & DownStream

Precursor  0

DownStream  1

 Articles25

More Articles
Tectorigenin inhibits IFN-gamma/LPS-induced inflammatory responses in murine macrophage RAW 264.7 cells.

Arch. Pharm. Res. 31(11) , 1447-56, (2008)

Tectorigenin (Tg) and tectoridin (Td) are the major compounds isolated from the rhizomes of iridaceous plant Belamcanda chinensis which is well known as a chinese traditional medicine for the treatmen...

Tectoridin, a poor ligand of estrogen receptor alpha, exerts its estrogenic effects via an ERK-dependent pathway.

Mol. Cells 27(3) , 351-7, (2009)

Phytoestrogens are the natural compounds isolated from plants, which are structurally similar to animal estrogen, 17beta-estradiol. Tectoridin, a major isoflavone isolated from the rhizome of Belamcan...

Microbial transformation and bioactivation of isoflavones from Pueraria flowers by human intestinal bacterial strains.

J. Nat. Med. 63(3) , 254-60, (2009)

The flowers from Pueraria, which are called Puerariae Flos, have been used since ancient times for recovery from alcohol intoxication. We elucidated the microbial transformation of the main isoflavone...

 Synonyms

4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-
Tectorigenin 7-glucoside
4',5-Dihydro-6-methoxy-7-(o-glucoside)isoflavone
5-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl β-D-glucopyranoside
Shekanin
tectoridin
Tectoridin (7CI,8CI)
5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one