Structure Database (LMSD)

Common Name
Norbixin
Systematic Name
Synonyms
LM ID
LMPR01070209
Formula
Exact Mass
Calculate m/z
380.198761
Status
Curated



Classification

Biological Context

Norbixin is a carotenoid that has been found in B. orellana and has diverse biological activities.1,2,3,4 It binds to peroxisome proliferator-activated receptor γ (PPARγ) in a cell-free assay (Ki = 1.15 µM).1 Norbixin (47.7 mg/kg) attenuates hyperglycemia, hyperinsulinemia, and insulin resistance, as well as decreases serum lipid levels and cardiac levels of thiobarbituric acid reactive substances (TBARS) and glutathione (GSH) in a rat model of cardio-metabolic syndrome. It decreases serum levels of oxidized LDL and aortic protein oxidation, as well as reduces atherosclerotic area, in a rabbit model of cholesterol-induced atherosclerosis.2 Norbixin (0.1 and 1 mg/kg per day) reduces mercury-induced DNA damage in isolated rat hepatocytes and leukocytes.3 It also prevents photoreceptor degeneration in an Abca4-/- Rdh8-/- mouse model of age-related macular degeneration (AMD).4

This information has been provided by Cayman Chemical

References

String Representations

InChiKey (Click to copy)
ZVKOASAVGLETCT-UOGKPENDSA-N
InChi (Click to copy)
InChI=1S/C24H28O4/c1-19(11-7-13-21(3)15-17-23(25)26)9-5-6-10-20(2)12-8-14-22(4)16-18-24(27)28/h5-18H,1-4H3,(H,25,26)(H,27,28)/b6-5+,11-7+,12-8+,17-15+,18-16+,19-9+,20-10+,21-13+,22-14+
SMILES (Click to copy)
C(/C(=O)O)=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C(=O)O

Other Databases

Wikipedia
KEGG ID
CHEBI ID
LIPIDBANK ID
VCA1127
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 429.88
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.72
Molar Refractivity 116.00

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Updated at
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