Isoginkgetin

한글명:Isoginkgetin

카스 번호548-19-6

상품명:Isoginkgetin

CBNumberCB2675231

분자식C32H22O10

포뮬러 무게566.51

MOL 파일548-19-6.mol

화학적 성질

녹는점	355℃
끓는 점	843.6±65.0 °C(Predicted)
밀도	1.506
저장 조건	2-8°C(protect from light)
용해도	DMSO: 3 mg/ml; DMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml
물리적 상태	가루
산도 계수 (pKa)	6.16±0.40(Predicted)
색상	White-beige
InChIKey	HUOOMAOYXQFIDQ-UHFFFAOYSA-N
SMILES	C1(C2=CC=C(OC)C=C2)OC2=C(C3=CC(C4OC5=CC(O)=CC(O)=C5C(=O)C=4)=CC=C3OC)C(O)=CC(O)=C2C(=O)C=1
LogP	5.240 (est)

Isoginkgetin 화학적 특성, 용도, 생산

개요
Isoginkgetin is a biflavonoid that has been found in G. biloba and is an inhibitor of pre-mRNA splicing. Isoginkgetin (33 μM) reduces the activity of an mRNA-dependent luciferase reporter by 5-fold, shifts the composition of total RNA extract from predominantly mRNA to pre-mRNA, and arrests cell growth in HEK293 cells. Isoginkgetin (10 μM) suppresses mouse lymphocyte proliferation induced by concanavalin A (Con A; ) and LPS by approximately 87 and 90%, respectively. It also suppresses arachidonic acid release induced by phorbol 12-myristate 13-acetate (PMA; ) and the calcium ionophore A23187 by 32.5 and 48.4%, respectively, in rat peritoneal macrophages when used at a concentration of 10 μM. Isoginkgetin (5-20 μM) reduces matrix metalloproteinase-9 (MMP-9) activity, expression, and mRNA levels in and decreases cell invasion by HT1080 fibrosarcoma cells in a concentration-dependent manner.
정의
ChEBI: A biflavonoid resulting from the formal oxidative dimerisation between position 8 of one molecule of 5,7-dihydroxy-4'-methoxyflavone and the 3' position of another. Found in the leaves of Ginkgo biloba, it is a potent inhibitor of matrix metal oproteinase 9 (MMP-9).
Origin
Isoginkgetin (ISO), a member of the biflavonoid family, could promote autophagy in HCC cells and human colon carcinoma cells HCT 116. As a natural compound derived from Ginkgo biloba leaves, ISO possesses anti-tumor and anti-splicing functions. Nevertheless, ISO's low water solubility and poor bioavailability hinder its biomedical application [1].
일반 설명
A cell-permeable, naturally isolated Ginkgo biloba biflavanoid that acts as a general pre-mRNA splicing inhibitor (IC_max = 50 μM in splicing assays using HeLa nuclear extract) by blocking the spliceosome-meidated splicing process at the prespliceosome/A complex stage. Isoginkgetin treatment is shown to result in growth arrest in HEK293-derived cultures in a reversible manner without affecting cell viability (33 μM for 24 h).

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