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Baohuoside I (Standard)

CAT: 0804-HY-N0011R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0011R-01Size:5 mg
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Description
Baohuoside I (Standard) is the analytical standard of Baohuoside I. This product is intended for research and analytical applications. Baohuoside I, a flavonoid isolated from Epimedium koreanum Nakai, acts as an inhibitor of CXCR4, downregulates CXCR4 expression, induces apoptosis and shows anti-tumor activity.
CAS Number
113558-15-9
Product Name Alternative
Icariin-II (Standard) ; Icariside-II (Standard)
UNSPSC
12352005
Target
Apoptosis; CXCR; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; GPCR/G Protein; Immunology/Inflammation; Others
Field of Research
Cancer; Inflammation/Immunology; Endocrinology
Assay Protocol
https://www.medchemexpress.com/baohuoside-i-standard.html
Smiles
OC1=CC(O)=C2C(OC(C3=CC=C(OC)C=C3)=C(O[C@H](O[C@@H](C)[C@H](O)[C@H]4O)[C@@H]4O)C2=O)=C1C/C=C(C)\C
Molecular Formula
C27H30O10
Molecular Weight
514.52
References & Citations
[1]Kim B, et al. Baohuoside I suppresses invasion of cervical and breast cancer cells through the downregulation of CXCR4 chemokine receptor expression. Biochemistry. 2014 Dec 9;53 (48) :7562-9.|[2]Song J, et al. Reactive oxygen species-mediated mitochondrial pathway is involved in Baohuoside I-induced apoptosis in human non-small cell lung cancer. Chem Biol Interact. 2012 Jul 30;199 (1) :9-17.|[3]Wang L, et al. The flavonoid Baohuoside-I inhibits cell growth and downregulates survivin and cyclin D1 expression in esophageal carcinoma via β-catenin-dependent signaling. Oncol Rep. 2011 Nov;26 (5) :1149-56.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Icariside Ii

Icariside II is a glycosyloxyflavone that is 3,5,7-trihydroxy-4'-methoxy-8-prenylflavone in which the hydroxy group at position 3 has been converted into its alpha-L-rhamnopyranoside. It has a role as an antineoplastic agent, an anti-inflammatory agent, an apoptosis inducer and a plant metabolite. It is functionally related to an alpha-L-rhamnopyranose.

CAS Number113558-15-9
PubChem CID5488822
IUPAC Name5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
Molecular FormulaC27H30O10
Molecular Weight514.5
XLogP3.5
Topological Polar Surface Area155
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Heavy Atom Count37
Formal Charge0
Complexity874
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C4=CC=C(C=C4)OC)O)O)O
InChI
InChI=1S/C27H30O10/c1-12(2)5-10-16-17(28)11-18(29)19-21(31)26(37-27-23(33)22(32)20(30)13(3)35-27)24(36-25(16)19)14-6-8-15(34-4)9-7-14/h5-9,11,13,20,22-23,27-30,32-33H,10H2,1-4H3/t13-,20-,22+,23+,27-/m0/s1
InChIKey
NGMYNFJANBHLKA-LVKFHIPRSA-N
Chemical Structure
2D Structure
2D structure of Icariside Ii
CAS: 113558-15-9
CID: 5488822
Formula: C27H30O10
MW: 514.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight514.5
XLogP33.5
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Exact Mass514.18389715
Monoisotopic Mass514.18389715
Topological Polar Surface Area155 Ų
Heavy Atom Count37
Formal Charge0
Complexity874
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
N2538-20Baohuoside I
FB74456-01Baohuoside VII
AB1713Baohuoside V
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