Immunomodulatory Function of Nutritionals and Nutraceuticals for Health and Wellness

Nutraceutical Profile


ImmunCR Id :	ICR74
Chemical Name :	Cetylshikonin
Plant Source :	Lithospermum erythrorhizon
Nutraceutical information :	---
Mode of administration :	---


Immunomodulatory mechanism :	Anti-cancer (inhibits CYP2J2, EGFR/P13K/Akt pathway, P13K/Akt/mtor pathway, phosphorylation of Jnk, upregulates caspase 3, Bax, Nur77 (orphan nuclear receptor 77) downregulates Bcl2, NF-κb, N-Cadherin mrna, MMP-2, MMP-9, increase PARP1 expression, p53, E-Cadherin mrna, cell cycle arrest in G2/M phase, activates p53/PUMA/Bax signaling pathway); Anti-inflammatory (downregulates Leukotriene B4, Phospholipase C, Inositol phosphate formation, inhibits Ca2+ release from neutrophils, TNF-α, NO, PEG2 (prostaglandin E2), inos, IL-1); Anti-obesity (downregulates ACAT-1, ACAT-2, C/ebpα, pparγ, ALT (alanine aminotransferase), AST (aspartate aminotransferase), HMGCR (3-hydroxy-3-methylglutaryl-coenzyme A reductase)); Neuroprotective (inhibits acetylcholinesterase, D-galactose, SIRT1/p53/p21 signaling pathway, upregulates HO-1 (heme oxygenase-1)); Antioxidant (reduced NADPH oxidase production, DPPH radical); Anti-diabetic (inhibits PTP1B (protein-tyrosine phosphatase), tgfβ1/Smad pathway, regulates PLC-β3/pkcδ pathways)
Description :	Acetylshikonin is a shikonin derivative extracted from the roots of L. Erythrorhizon, acting against inflammatory and cancerous molecules.

Immunomodulatory mechanism :

Anti-cancer (inhibits CYP2J2, EGFR/P13K/Akt pathway, P13K/Akt/mtor pathway, phosphorylation of Jnk, upregulates caspase 3, Bax, Nur77 (orphan nuclear receptor 77) downregulates Bcl2, NF-κb, N-Cadherin mrna, MMP-2, MMP-9, increase PARP1 expression, p53, E-Cadherin mrna, cell cycle arrest in G2/M phase, activates p53/PUMA/Bax signaling pathway); Anti-inflammatory (downregulates Leukotriene B4, Phospholipase C, Inositol phosphate formation, inhibits Ca2+ release from neutrophils, TNF-α, NO, PEG2 (prostaglandin E2), inos, IL-1); Anti-obesity (downregulates ACAT-1, ACAT-2, C/ebpα, pparγ, ALT (alanine aminotransferase), AST (aspartate aminotransferase), HMGCR (3-hydroxy-3-methylglutaryl-coenzyme A reductase)); Neuroprotective (inhibits acetylcholinesterase, D-galactose, SIRT1/p53/p21 signaling pathway, upregulates HO-1 (heme oxygenase-1)); Antioxidant (reduced NADPH oxidase production, DPPH radical); Anti-diabetic (inhibits PTP1B (protein-tyrosine phosphatase), tgfβ1/Smad pathway, regulates PLC-β3/pkcδ pathways)

Description :

Acetylshikonin is a shikonin derivative extracted from the roots of L. Erythrorhizon, acting against inflammatory and cancerous molecules.

Chemical Structure Information


IUPAC Name	[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate
SMILES	CCCCCCCCCCCCCCCC(C1(CC(=O)C2=C(C=CC(=C2C1=O)O)O)[C@@H](CC=C(C)C)O)I
Formula	C32H49IO5
InchiKey	IORTUJSTNVSFGD-FVOZHSIJSA-N

Chemical Classification


Kingdom	Organic compounds
Superclass	---
Class	---
Subclass	---

Physicochemical properties


LogP	10.101
Molecular weight	640.633
Hydrogen Bond Acceptor	5
Hydrogen Bond Donor	3
Polar surface area	97.048
No. of rotatable bonds	18
Number of Aromatic Rings	1
Number of rings	2

ADMET Properties


Absorption level	Very low
Solubility level	Very Soluble
Blood Brain Barrier	Undefined
Plasma protein binding	Binder
CYP2D6 inhibition	Non-Inhibitor

Other Biological Properties