Details of the Drug

General Information of Drug (ID: DMIVY0Q)

Drug Name

Eckol

Synonyms

Eckol; 88798-74-7; 4-(3,5-dihydroxyphenoxy)dibenzo-p-dioxin-1,3,6,8-tetrol; 1-(3,5-Dihydroxyphenoxy)-2,4,7,9-tetrahydroxydibenzo-1,4-dioxin; UNII-4A5E8354UB; CHEMBL471187; CHEBI:65819; 4A5E8354UB; 4-(3,5-dihydroxyphenoxy)oxanthrene-1,3,6,8-tetrol; 4-(3,5-dihydroxyphenoxy)-dibenzo(b,e)(1,4)dioxin-1,3,6,8-tetrol; AC1L3S7Z; SCHEMBL2562621; DTXSID40237333; ZINC6091359; BDBM50259982; Dibenzo[b,e][1,4]dioxin-1,3,6,8-tetrol, 4-(3,5-dihydroxyphenoxy)-; Dibenzo(b,e)(1,4)-dioxin-1,3,6,8-tetrol, 4-(3,5-dihydroxyphenoxy)-

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 1

Molecular Weight (mw)

372.3

Logarithm of the Partition Coefficient (xlogp)

2.5

Rotatable Bond Count (rotbonds)

2

Hydrogen Bond Donor Count (hbonddonor)

6

Hydrogen Bond Acceptor Count (hbondacc)

9

Chemical Identifiers

Formula: C18H12O9
IUPAC Name: 4-(3,5-dihydroxyphenoxy)dibenzo-p-dioxin-1,3,6,8-tetrol
Canonical SMILES: C1=C(C=C(C=C1O)OC2=C(C=C(C3=C2OC4=C(C=C(C=C4O3)O)O)O)O)O
InChI: InChI=1S/C18H12O9/c19-7-1-8(20)3-10(2-7)25-16-12(23)6-13(24)17-18(16)27-15-11(22)4-9(21)5-14(15)26-17/h1-6,19-24H
InChIKey: PCZZRBGISTUIOA-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 145937
ChEBI ID: CHEBI:65819
CAS Number: 88798-74-7
TTD ID: D08MZY

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Beta-secretase (BACE)	TT8JRS7	NOUNIPROTAC	Inhibitor	[1]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Catenin beta-1 (CTNNB1)	OTZ932A3	CTNB1_HUMAN	Gene/Protein Processing	[2]
Cytochrome b-245 heavy chain (CYBB)	OTGSG868	CY24B_HUMAN	Gene/Protein Processing	[2]
Forkhead box protein O3 (FOXO3)	OTHXQG4P	FOXO3_HUMAN	Post-Translational Modifications	[3]
Nestin (NES)	OTZ9PZ14	NEST_HUMAN	Gene/Protein Processing	[2]
Prominin-1 (PROM1)	OTBHV8NX	PROM1_HUMAN	Gene/Protein Processing	[2]
RAF proto-oncogene serine/threonine-protein kinase (RAF1)	OT51LSFO	RAF1_HUMAN	Gene/Protein Processing	[2]
RNA-binding protein Musashi homolog 1 (MSI1)	OTAN4FSC	MSI1H_HUMAN	Gene/Protein Processing	[2]
Superoxide dismutase , mitochondrial (SOD2)	OTIWXGZ9	SODM_HUMAN	Gene/Protein Processing	[3]
Transcription factor SOX-2 (SOX2)	OTFAWCAU	SOX2_HUMAN	Gene/Protein Processing	[2]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease

Discovery agent

ICD Disease Classification

N.A.

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Beta-secretase (BACE)	DTT	NO-GeName	6.98E-04	1.03	2.84

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

References

1	Molecular docking studies of phlorotannins from Eisenia bicyclis with BACE1 inhibitory activity. Bioorg Med Chem Lett. 2010 Jun 1;20(11):3211-5.
2	Eckol suppresses maintenance of stemness and malignancies in glioma stem-like cells. Toxicol Appl Pharmacol. 2011 Jul 1;254(1):32-40. doi: 10.1016/j.taap.2011.04.006. Epub 2011 Apr 14.
3	Cytoprotective effect of eckol against oxidative stress-induced mitochondrial dysfunction: involvement of the FoxO3a/AMPK pathway. J Cell Biochem. 2014 Aug;115(8):1403-11. doi: 10.1002/jcb.24790.