Scutellarin, an active flavone isolated from Scutellaria baicalensis, can down-regulates the STAT3/Girdin/Akt signaling in HCC cells, and inhibits RANKL-mediated MAPK and NF-κB signaling pathway in osteoclasts. Scutellarin is active against HIV-1IIIB, HIV-1(74V) and HIV-1KM018 with EC50s of 26 μM, 253 μM and 136 μM, respectively.

Specifications

Sinónimos

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Scutellarin is a flavonoid that exhibits a number of cardio- and neuro-protective effects. Scutellarin inhibits p38 activity, ERK phosphorylation, and TGF-β expression and fibrosis in a rat myocardial infarct model. In a cerebral ischemia-reperfusion mode

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

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Nombres e identificadores

Sonrisas canónicas	C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O)O
IUPAC Name	(2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
InChIKey	DJSISFGPUUYILV-ZFORQUDYSA-N
INCHI	1S/C21H18O12/c22-8-3-1-7(2-4-8)10-5-9(23)13-11(31-10)6-12(14(24)15(13)25)32-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-22,24-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1
Isómeros SMILES	C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O)O)O
CAS alternativo	116122-36-2
Peso molecular	462.37

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Phenylpropanoids and polyketides
  - Clase Flavonoids
    - Subclass Flavonoid glycosides
      - Level5 Flavonoid O-glycosides
        Level6 Flavonoid O-glucuronides
        Level7 Flavonoid-7-O-glucuronides

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Clase	Flavonoids
Subclass	Flavonoid glycosides
Intermediate Tree Nodes	Flavonoid O-glycosides - Flavonoid O-glucuronides
Direct Parent	Flavonoid-7-O-glucuronides
Alternative Parents	Flavonoid-7-O-glycosides 4'-hydroxyflavonoids 5-hydroxyflavonoids 6-hydroxyflavonoids Flavones Phenolic glycosides O-glucuronides Hexoses O-glycosyl compounds Chromones 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Pyranones and derivatives Beta hydroxy acids and derivatives Oxanes Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds Secondary alcohols Monocarboxylic acids and derivatives Acetals Oxacyclic compounds Polyols Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Organic oxides
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Flavonoid-7-o-glucuronide - Flavonoid-7-o-glycoside - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 6-hydroxyflavonoid - Flavone - Hydroxyflavonoid - Phenolic glycoside - 1-o-glucuronide - O-glucuronide - Glucuronic acid or derivatives - Hexose monosaccharide - Chromone - Glycosyl compound - O-glycosyl compound - Benzopyran - 1-benzopyran - Beta-hydroxy acid - Pyranone - Phenol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Pyran - Hydroxy acid - Monosaccharide - Oxane - Vinylogous acid - Heteroaromatic compound - Secondary alcohol - Monocarboxylic acid or derivatives - Acetal - Organoheterocyclic compound - Polyol - Oxacycle - Carboxylic acid derivative - Carboxylic acid - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Alcohol - Organic oxygen compound - Organic oxide - Aromatic heteropolycyclic compound
Descripción	This compound belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.
External Descriptors	monosaccharide derivative - glucosiduronic acid - glycosyloxyflavone - trihydroxyflavone
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Estructura 3D

Objetivos asociados (humanos)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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XDH Tclin Xanthine dehydrogenase (1038 Activities)

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MMP7 Tchem Matrix metalloproteinase 7 (1073 Activities)

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MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)

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Homo sapiens (32628 Activities)

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MCF7 (126967 Activities)

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PC-3 (62116 Activities)

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A549 (127892 Activities)

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Bel-7402 (4577 Activities)

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HCT-116 (91556 Activities)

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HepG2 (196354 Activities)

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ABCG2 Tchem ATP-binding cassette sub-family G member 2 (4927 Activities)

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ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)

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ABCC3 Tbio Canalicular multispecific organic anion transporter 2 (718 Activities)

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UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (448 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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SLCO2B1 Tchem Solute carrier organic anion transporter family member 2B1 (580 Activities)

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UGT1A8 Tbio UDP-glucuronosyltransferase 1-8 (233 Activities)

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UGT1A10 Tbio UDP-glucuronosyltransferase 1-10 (257 Activities)

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SLC22A7 Tbio Solute carrier family 22 member 7 (39 Activities)

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IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

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Objetivos asociados (no humanos)

NA Neuraminidase (1107 Activities)

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Htr7 Serotonin 7 (5-HT7) receptor (19 Activities)

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Mmp13 Matrix metalloproteinase 13 (19 Activities)

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Abcc1 Multidrug resistance-associated protein 1 (42 Activities)

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Abcb1b P-glycoprotein 1 (174 Activities)

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Mmp2 Matrix metalloproteinase-2 (12 Activities)

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Mmp9 Matrix metalloproteinase 9 (38 Activities)

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Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)

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Staphylococcus aureus (210822 Activities)

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Canis familiaris (36305 Activities)

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3T3-L1 (3664 Activities)

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PC-12 (7051 Activities)

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Plasma (328 Activities)

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Liver microsome (341 Activities)

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Mecanismos de acción

Certificados (CoA, COO, BSE/TSE y tabla de análisis)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Propiedades químicas y físicas

Peso molecular	462.400 g/mol
XLogP3	0.800
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	4
Exact Mass	462.08 Da
Monoisotopic Mass	462.08 Da
Topological Polar Surface Area	203.000 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	777.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

Preguntas frecuentes y artículos

Mechanisms of Gut Microbial Enzyme-Mediated Metabolism of Glucuronide Conjugates and Drug Biotransformation

Categories: Technical articles

Tags:

Pharmacokinetics gut microbiota glucuronide conjugates beta-glucuronidase drug biotransformation enterohepatic circulation toxicity reactivation

Citations of This Product

How to Cite Aladdin Scientific Products? Citations Search

Referencias

1. Zhang Zejun, Shi Fan, Ai Yijing, Li Xiaoqing, Zhang Dan, Wang Lisi, Sun Wei. (2024) Portable wireless electrochemical sensing of breviscapine using core–shell ZIFs-derived Co nanoparticles embedded in N-doped carbon nanotube polyhedra-modified electrode. MICROCHIMICA ACTA, 191 (5): (1-12). [PMID:38683258] [10.1007/s00604-024-06298-0]
2. Kaidi Lv, Chunling Yin, Fang Li, Wenbo Chen, Liuchuang Zhao, Zhimin Liu, Leqian Hu. (2024) Rapid and comprehensive quality evaluation of Huang-qin from different origins by FT-IR and NIR spectroscopy combined with chemometrics. PHYTOCHEMICAL ANALYSIS, [PMID:38850098] [10.1002/pca.3402]
3. Hui Cao, Xiaojuan Liu, Nataša Poklar Ulrih, Pradeep K. Sengupta, Jianbo Xiao. (2018) Plasma protein binding of dietary polyphenols to human serum albumin: A high performance affinity chromatography approach. FOOD CHEMISTRY, [PMID:30174044] [10.1016/j.foodchem.2018.07.111]
4. Haolin Zhang, Jingjing Zhang, Hui Cao, Petra Högger, Randolph Arroo, Mohamed A. Farag, Avi Shpigelman, Jianbo Xiao, Chunlin Li. (2025) Amination of Flavonoids Possessing a Pyrogallol Group in Cell Culture Medium at 37°C. Food Frontiers, 6 (2): (1058-1078). [PMID:] [10.1002/fft2.70002]
5. Huiying Wu, Lei Zeng, Mengling Wei, Liwei Chen, Jiajia Guo, Yun Huang, Fuhou Lei, Hao Li. (2025) Preparation of mixed-mode chromatographic stationary phases based on modified rosin and its application in the separation of natural medicines. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2025.114110]

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Scutellarin - 10mM in DMSO , CAS No.27740-01-8

Why this grade

Storage & shipping

Quality documents

Literature proof

Descripción general

Specifications

Documentation

📋 Safety Data Sheet (SDS)

✅ Certificate of Analysis (COA)

📊 Datasheet

🔬 Specification Sheet

Advanced Data

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Dilution Calculator

Reconstitution Calculator

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