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Tectorigenin

Tectorigenin Structure
CAS No.
548-77-6
Chemical Name:
Tectorigenin
Synonyms
Tectrigenin;Tectorigenine;4',5,7-Trihydroxy-6-methoxyisoflavone;5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxychromone;5,7-Dihydroxy-3-(4-hydroxy-phenyl)-6-methoxy-chromen-4-one;5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one;6-Methoxy-5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-;Tectorigenin 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
CBNumber:
CB11040716
Molecular Formula:
C16H12O6
Molecular Weight:
300.26
MOL File:
548-77-6.mol
MSDS File:
SDS
Modify Date:
2024/8/14 10:54:21

Tectorigenin Properties

Melting point 225-226°
Boiling point 361.5°C (rough estimate)
Density 1.512
refractive index 1.4600 (estimate)
storage temp. Sealed in dry,2-8°C
solubility DMSO : 150 mg/mL (499.57 mM; Need ultrasonic and warming)
form powder to crystal
pka 6.49±0.20(Predicted)
color White to Orange to Green
BRN 305601
InChI InChI=1S/C16H12O6/c1-21-16-11(18)6-12-13(15(16)20)14(19)10(7-22-12)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3
InChIKey OBBCRPUNCUPUOS-UHFFFAOYSA-N
SMILES C1OC2=CC(O)=C(OC)C(O)=C2C(=O)C=1C1=CC=C(O)C=C1
CAS DataBase Reference 548-77-6

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
WGK Germany  3
RTECS  NR2400000
HS Code  2932.99.6100

Tectorigenin price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemicals (India) T3729 Tectorigenin 548-77-6 10MG ₹5800 2022-05-26 Buy
TCI Chemicals (India) T3729 Tectorigenin 548-77-6 50MG ₹14800 2022-05-26 Buy
Product number Packaging Price Buy
T3729 10MG ₹5800 Buy
T3729 50MG ₹14800 Buy

Tectorigenin Chemical Properties,Uses,Production

Description

Tectorigenin is an isoflavone that exists in numerous plant resources, and it is especially abundant in Belamcandae Rhizoma and Puerariae flos, which both have the effects of clearing away heat, removing toxic substances, relieving sore throat, and reducing swelling. As one of the most important active ingredients, the pharmacological effects of tectorigenin have been demonstrated by an increasing number of investigators. Due to its extensive pharmacological activities, including anticancer, antioxidation, hepatoprotection, anti-inflammation, etc., tectorigenin has received a large amount of attention[1].

Occurrence

Tectorigenin, a methoxy isoflavone with three hydroxyl groups, is chemically noted as 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one. As a bioactive compound, tectorigenin is found in several plant species, most notably in the rhizomes of Belamcanda chinensis (L.) DC., a traditional Chinese medicine (TCM) named Belamcandae Rhizoma. The Iris family is the major source of tectorigenin, and many Iridaceous plants, such as Iris spuria L. (Calizona), Iris tectorum Maxim, Iris japonica Thunb., Iris dichotoma Pall., Iris germanica L., Iris unguicularis Poiret, Iris loczyi Kan., Iris kashmiriana Baker, Iris crocea Jacq. ex R. C. Foster, Iris ensata Thunb., Iris germanica L., Iris hungarica Waldst. et Kit., Iris confusa Sealy, and Iris pseudacorus L. contain abundant tectorigenin, so tectorigenin is also known as iris flavone. Tectorigenin also exists in some leguminous plants, such as the flowers of Pueraria lobata (Willd.) Ohwi, Pueraria thomsonii Benth., and Pueraria thunbergiana Benth. are also TCM called Puerariae Flos. Tectorigenin was isolated from the leaves of Dalbergia odorifera T. Chen, the heartwood of Dalbergia parviflora Roxb., and the roots of Euchresta formosana (Hayata) Ohwi as well. Moreover, some plants in other families also contain tectorigenin, including Codonopsis pilosula (Franch.) Nannf. (Campanulaceae), Morus alba L. (Moraceae), Viola hondoensis W. Becker et H. Boissieu. (Violaceae), and Eleocharis dulcis (Burm. f.) Trin. ex Hensch. (Cyperaceae)[1].

Uses

Tectorigenin is identified as an α-glucosidase inhibitors. Potent lactate dehydrogenase (LDH) inhibitor.

Definition

ChEBI: A methoxyisoflavone that is isoflavone substituted by a methoxy group at position 6 and hydroxy groups at positions 5, 7 and 4' respectively.

Synthesis Reference(s)

Synthetic Communications, 38, p. 525, 2008 DOI: 10.1080/00397910701796725

References

[1] Juan Rong. “Tectorigenin: A Review of Its Sources, Pharmacology, Toxicity, and Pharmacokinetics.” Molecules 28 15 (2023).

Tectorigenin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 172)Suppliers
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Tectorigenin Spectrum

Tectorigenin 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one 5,7-Dihydroxy-3-(4-hydroxy-phenyl)-6-methoxy-chromen-4-one 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one 6-Methoxy-5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one 4',5,7-Trihydroxy-6-methoxyisoflavone Tectorigenine Tectrigenin 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methoxy- 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxychromone 548-77-6 chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract