ChemicalBook > CAS DataBase List > AURANTIO-OBTUSIN

AURANTIO-OBTUSIN

Product Name
AURANTIO-OBTUSIN
CAS No.
67979-25-3
Chemical Name
AURANTIO-OBTUSIN
Synonyms
URANTIO-OBTUSIN;AURANTIO-OBTUSIN;Aurantio-obtusifolin;67979-25-3 AURANTIO-OBTUSIN;Aurantio-obtusin, 10 mM in DMSO;Aurantioobtusin, 98%, from Catsia tora Linn;1,3,7-Trihydroxy-2,8-dimethoxy-6-methylanthracene-9,10-dione;1,3,7-Trihydroxy-2,8-diMethoxy-6-Methyl-9,10-anthracenedione;9,10-Anthracenedione, 1,3,7-trihydroxy-2,8-dimethoxy-6-methyl-
CBNumber
CB61414271
Molecular Formula
C17H14O7
Formula Weight
330.29
MOL File
67979-25-3.mol
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AURANTIO-OBTUSIN Property

Melting point:
265-266 °C
Boiling point:
594.6±50.0 °C(Predicted)
Density 
1.510±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in chloroform, DMSO and methan
form 
powder
pka
6.32±0.20(Predicted)
color 
Orange
InChI
InChI=1S/C17H14O7/c1-6-4-7-11(17(24-3)12(6)19)14(21)10-8(13(7)20)5-9(18)16(23-2)15(10)22/h4-5,18-19,22H,1-3H3
InChIKey
RNXZPKOEJUFJON-UHFFFAOYSA-N
SMILES
C1(O)=C2C(C(=O)C3=C(C2=O)C(OC)=C(O)C(C)=C3)=CC(O)=C1OC
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Safety

Safety Statements 
24/25
HS Code 
29389090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Cayman Chemical
Product number
27481
Product name
Aurantioobtusin
Packaging
1mg
Price
$65
Updated
2024/03/01
Cayman Chemical
Product number
27481
Product name
Aurantioobtusin
Packaging
25mg
Price
$569
Updated
2024/03/01
Cayman Chemical
Product number
27481
Product name
Aurantioobtusin
Packaging
5mg
Price
$195
Updated
2024/03/01
Cayman Chemical
Product number
27481
Product name
Aurantioobtusin
Packaging
10mg
Price
$325
Updated
2024/03/01
Usbiological
Product number
299975
Product name
Aurantio-obtusin
Packaging
20mg
Price
$390
Updated
2021/12/16
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AURANTIO-OBTUSIN Chemical Properties,Usage,Production

Description

Aurantioobtusin is an anthraquinone originally isolated from Cassia seeds with diverse biological activities. It inhibits rat lens aldose reductase (RLAR) in vitro (IC50 = 13.6 μM). Aurantioobtusin (10 and 100 μM) activates the aryl hydrocarbon receptor (AhR) in a concentration-dependent manner. It inhibits rat platelet aggregation induced by arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607), ADP, and collagen. Aurantioobtusin induces vasorelaxation in isolated precontracted rat mesenteric artery rings, an effect that is inhibited by the PI3K inhibitor LY290042 or inhibition of endothelial nitric oxide synthase (eNOS). It is larvicidal against A. gambiae mosquitoes (LD50 = 10 ppm).

Chemical Properties

Derived from the dried mature seeds of Cassia or Cassia minor, an annual herbaceous plant of the Leguminosae family

Uses

A compound found in herbal remedies, believed to have an effect on blood platelet aggregation and lower blood lipid count

Definition

ChEBI: A trihydroxyanthraquinone that is 1,3,7-trihydroxy-9,10-anthraquinone which is by methoxy groups at positions 2 and 8, and by a methyl group at position 6.

in vivo

Aurantio-obtusin (5-15 mg/kg; Oral administration; Single dose) in HFSW-induced mice reduces HFSW-induced lipid droplet accumulation and extensive steatosis in a dose-dependent manner[3].
Aurantio-obtusin (5-15 mg/kg; Oral administration; A single dose) inhibits fatty acid synthesis, promotes FAO and activates AMPK signaling and autophagy in HFSW-induced mice [3].

Animal Model:C57BL/6J mice model[3]
Dosage:5 mg/kg, 10 mg/kg, 15 mg/kg
Administration:Oral gavage (p.o.), feeding with HFSW diet for 4 weeks then giving different dose of Aurantio-obtusin for another 4 weeks.
Result:Decreased the levels of TG and TC in liver and TG, ALT and AST in serum induced by HSFW.
Reduced the number and size of fat droplets in liver cells.
Significantly increased AMPK phosphorylation in HFSW-induced mice.

References

[1] DAE SIK JANG. Anthraquinones from the seeds of Cassia tora with inhibitory activity on protein glycation and aldose reductase.[J]. Biological & pharmaceutical bulletin, 2007, 30 11: 2207-2210. DOI: 10.1248/bpb.30.2207
[2] YOSHIAKI AMAKURA. Characterization of natural aryl hydrocarbon receptor agonists from cassia seed and rosemary.[J]. Molecules, 2014, 19 4: 4956-4966. DOI: 10.3390/molecules19044956
[3] HYE SOOK YUN-CHOI  Michio T  Jae Hoon Kim. Potential Inhibitors of Platelet Aggregation from Plant Sources, V. Anthraquinones from Seeds of Cassia obtusifolia and Related Compounds[J]. Journal of Natural Products , 1990, 53 3: 630-633. DOI: 10.1021/np50069a014
[4] SHUZHEN LI . Aurantio-obtusin relaxes systemic arteries through endothelial PI3K/AKT/eNOS-dependent signaling pathway in rats[J]. Journal of pharmacological sciences, 2015, 128 3: Pages 108-115. DOI: 10.1016/j.jphs.2015.05.006
[5] VALENTINE C MBATCHOU. Mosquito larvicidal activity of Cassia tora seed extract and its key anthraquinones aurantio-obtusin and obtusin.[J]. Parasites & Vectors, 2017: 562. DOI: 10.1186/s13071-017-2512-y

AURANTIO-OBTUSIN Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from AURANTIO-OBTUSIN manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Aurantio-obtusin 67979-25-3
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-12-03
Career Henan Chemical Co
Product
AURANTIO-OBTUSIN 67979-25-3
Price
US $2.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
10000kg
Release date
2018-08-10

67979-25-3, AURANTIO-OBTUSINRelated Search:


  • 1,3,7-Trihydroxy-2,8-diMethoxy-6-Methyl-9,10-anthracenedione
  • Aurantio-obtusifolin
  • AURANTIO-OBTUSIN
  • 1,3,7-Trihydroxy-2,8-dimethoxy-6-methylanthracene-9,10-dione
  • URANTIO-OBTUSIN
  • Aurantioobtusin, 98%, from Catsia tora Linn
  • 9,10-Anthracenedione, 1,3,7-trihydroxy-2,8-dimethoxy-6-methyl-
  • 67979-25-3 AURANTIO-OBTUSIN
  • Aurantio-obtusin, 10 mM in DMSO
  • 67979-25-3
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Intermediates & Fine Chemicals
  • Pharmaceuticals