Lethedocin

Details

• Internal ID: 312bce73-5edd-4ad0-806b-49df7c04d21d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C(=C3)OC)OC)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C(=C3)OC)OC)O)O
• InChI: InChI=1S/C18H16O7/c1-22-10-6-11(19)17-12(20)8-14(25-15(17)7-10)9-4-13(21)18(24-3)16(5-9)23-2/h4-8,19,21H,1-3H3
• InChI Key: WFVABHHWJPWNJJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL467609
• LMPK12111070
• 5,3'-Dihydroxy-7,4',5'-trimethoxyflavone
• 5-hydroxy-2-(3-hydroxy-4,5-dimethoxy-phenyl)-7-methoxy-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.9134	91.34%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6800	68.00%
P-glycoprotein inhibitior	+	0.7845	78.45%
P-glycoprotein substrate	-	0.8717	87.17%
CYP3A4 substrate	+	0.5329	53.29%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.7237	72.37%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	+	0.6566	65.66%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	+	0.8642	86.42%
CYP2C8 inhibition	+	0.7294	72.94%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.6663	66.63%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4569	45.69%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6640	66.40%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.9068	90.68%
Androgen receptor binding	+	0.7248	72.48%
Thyroid receptor binding	+	0.6353	63.53%
Glucocorticoid receptor binding	+	0.8116	81.16%
Aromatase binding	+	0.7540	75.40%
PPAR gamma	+	0.7923	79.23%
Honey bee toxicity	-	0.8393	83.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.8969	89.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.31%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.19%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.38%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.29%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.00%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.29%	95.56%
CHEMBL3194	P02766	Transthyretin	89.55%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.72%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.58%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.43%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.36%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.02%	94.73%

Plants that contains it

• Gardenia tubifera
• Lethedon tannensis

Cross-Links

• PubChem: 5496476
• LOTUS: LTS0267448
• wikiData: Q105304213