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Eriocitrin

CAT: 0804-HY-N0636-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0636-02Size:5 mg
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Description
Eriocitrin is a flavonoid isolated from lemons that is a powerful antioxidant. Eriocitrin inhibits the proliferation of liver cancer cells by arresting the cell cycle in the S phase by upregulating p53, cyclin A, cyclin D3 and CDK6. Eriocitrin triggers apoptosis by activating intrinsic signaling pathways involving mitochondria[1][1][2].
CAS Number
13463-28-0
Product Name Alternative
Eriodictyol 7-rutinoside; Eriodictyol 7-O-rutinoside
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
Apoptosis
Type
Natural Products
Related Pathways
Apoptosis
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/eriocitrin.html
Purity
99.84
Solubility
DMSO : 100 mg/mL (ultrasonic) |Methanol : 31.25 mg/mL (ultrasonic)
Smiles
O=C(C[C@@H](C1=CC(O)=C(O)C=C1)OC2=CC(O[C@@H]([C@@H]([C@@H](O)[C@@H]3O)O)O[C@@H]3CO[C@H](O[C@@H](C)[C@H](O)[C@H]4O)[C@@H]4O)=C5)C2=C5O
Molecular Formula
C27H32O15
Molecular Weight
596.53
Precautions
H315, H319, H335
References & Citations
[1]Wang Z, et al. Eriocitrin from lemon suppresses the proliferation of human hepatocellular carcinoma cells through inducing apoptosis and arresting cell cycle. Cancer Chemother Pharmacol. 2016 Dec;78 (6) :1143-1150.|[2]Xu J, et al. Eriocitrin attenuates ischemia reperfusion-induced oxidative stress and inflammation in rats with acute kidney injury by regulating the dual-specificity phosphatase 14 (DUSP14) -mediated Nrf2 and nuclear factor-κB (NF-κB) pathways. Ann Transl Med. 2021 Feb;9 (4) :350.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Eriocitrin

Eriocitrin is a disaccharide derivative that consists of eriodictyol substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as an antioxidant. It is a member of 4'-hydroxyflavanones, a rutinoside, a trihydroxyflavanone, a member of 3'-hydroxyflavanones, a disaccharide derivative and a flavanone glycoside. It is functionally related to an eriodictyol.

CAS Number13463-28-0
PubChem CID83489
IUPAC Name(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Molecular FormulaC27H32O15
Molecular Weight596.5
XLogP-1.4
Topological Polar Surface Area245
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count15
Rotatable Bond Count6
Heavy Atom Count42
Formal Charge0
Complexity924
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O
InChI
InChI=1S/C27H32O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-6,9,16,18,20-30,32-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1
InChIKey
OMQADRGFMLGFJF-MNPJBKLOSA-N
Chemical Structure
2D Structure
2D structure of Eriocitrin
CAS: 13463-28-0
CID: 83489
Formula: C27H32O15
MW: 596.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight596.5
XLogP3-1.4
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count15
Rotatable Bond Count6
Exact Mass596.17412031
Monoisotopic Mass596.17412031
Topological Polar Surface Area245 Ų
Heavy Atom Count42
Formal Charge0
Complexity924
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
RM-E180900-01Eriocitrin
A12051-5Eriocitrin 5mg
A12051-20Eriocitrin 20mg
A12051-100Eriocitrin 100mg

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