ImmunoCR
A repository of plant based immunomodulatory compounds
ImmunoCR
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Nutraceutical Profile

ImmunCR Id : ICR80
Chemical Name : 6-Hydroxy-5,6-dehydrosugiol (HDHS)
Plant Source : Cryptomeria japonica
Nutraceutical information : ---
Mode of administration : Oral
Immunomodulatory mechanism : Anti-cancer (G0/G1 phase cycle arrest, activates caspase-3,-7, cleaves PARP (poly (ADP-ribose) polymerase), reduces Bcl-xl, cyclin D1, E, CDK2,4,6, increases p53, p21, p27)
Description : HDHS is an abietane diphenolic compount, acts as an adrogen receptor antagonist. It is a derivative of Suigol.

Chemical Structure Information

IUPAC Name  6,10-dihydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one 
SMILES CC(C)C1=C(C=C2C(=C1)C(=O)C(=C3C2(CCCC3(C)C)C)O)O
Formula C20H26O3
InchiKey XLUHSPYVUOVWRM-UHFFFAOYSA-N

Chemical Classification

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Diterpenoids

Physicochemical properties

LogP 4.645
Molecular weight 314.419
Hydrogen Bond Acceptor 3
Hydrogen Bond Donor 2
Polar surface area 58.931
No. of rotatable bonds 1
Number of Aromatic Rings 1
Number of rings 3

ADMET Properties

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

Other Biological Properties

  • ---

References

    1. https://doi: 10.1016/B978-0-12-394591-4.00004-0
    2. https://doi.org/10.1158/0008-5472.CAN-08-0635
    3. https://www.researchgate.net/publication/279824905_Phytochemical_investigation_of_the_roots_of_Peltodon_longipes_and_in_vitro_cytotoxic_studies_of_abietane_diterpenes


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