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Tectorigenin

Product Name
Tectorigenin
CAS No.
548-77-6
Chemical Name
Tectorigenin
Synonyms
Tectrigenin;Tectorigenine;Tectorigenin, 10 mM in DMSO;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-
CBNumber
CB11040716
Molecular Formula
C16H12O6
Formula Weight
300.26
MOL File
548-77-6.mol
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Tectorigenin Property

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
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Safety

WGK Germany 
3
RTECS 
NR2400000
HS Code 
2932.99.6100
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
T3729
Product name
Tectorigenin
Packaging
10MG
Price
$138
Updated
2024/03/01
TCI Chemical
Product number
T3729
Product name
Tectorigenin
Packaging
50MG
Price
$412
Updated
2024/03/01
Biosynth Carbosynth
Product number
FT73920
Product name
Tectorigenin
Packaging
100mg
Price
$500
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PXT0001061
Product name
4',5,7-TRIHYDROXY-6-METHOXYISOFLAVONE
Purity
95.00%
Packaging
5MG
Price
$504.63
Updated
2021/12/16
Matrix Scientific
Product number
100270
Product name
5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one
Purity
95+%
Packaging
250mg
Price
$742
Updated
2021/12/16
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Tectorigenin Chemical Properties,Usage,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

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View Lastest Price from Tectorigenin manufacturers

Chengdu Biopurify Phytochemicals Ltd.
Product
Tectorigenin 548-77-6
Price
US $220.00/g
Min. Order
1g
Purity
98% HPLC
Supply Ability
50kg
Release date
2024-08-07
Shanghai Standard Technology Co., Ltd.
Product
Tectorigenin 548-77-6
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-11-01
Career Henan Chemical Co
Product
Tectorigenin 548-77-6
Price
US $1.00/kg
Min. Order
1g
Purity
99%
Supply Ability
100KG
Release date
2018-12-24

548-77-6, TectorigeninRelated Search:


  • 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
  • Tectorigenin, 10 mM in DMSO
  • 548-77-6
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract