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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H34O15
Molecular Weight 610.5606
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEOHESPERIDIN

SMILES

COC1=C(O)C=C(C=C1)[C@@H]2CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C=C3O2

InChI

InChIKey=ARGKVCXINMKCAZ-UZRWAPQLSA-N
InChI=1S/C28H34O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-17(41-18(20)7-12)11-3-4-16(38-2)13(30)5-11/h3-7,10,17,19,21-31,33-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1

HIDE SMILES / InChI

Description

Neohesperidin is a biologically active natural flavanone glycoside unique to Citrus and specific citrus cultivars. It demonstrated hypoglycemic and hypolipidemic effects in vivo, in a preclinical model of diabetes. The drug also possesses neuroprotective activity and an anti-proliferative effect on human hepatoma cell lines.

CNS Activity

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
In a preclinical study, mice were fed with neohesperidin at a dose of 50 mg kg(-1) BW.
Route of Administration: Oral
In Vitro Use Guide
In a glucose consumption test, HepG2 cells were treated with neohesperidin for 24 h at concentrations 0.2, 1 and 5 ug/ml. Neohesperidin treatment increased the glucose consumption by 14.8%, 26.0%, and 31.4% at the three concentrations, respectively.