(2S)-5-hydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: e7cb6461-73c1-4c16-9a07-502c433c1b30
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: (2S)-5-hydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O
• SMILES (Isomeric): COC1=CC=C(C=C1)[C@@H]2CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O
• InChI: InChI=1S/C19H20O7/c1-22-11-7-5-10(6-8-11)13-9-12(20)14-15(21)17(23-2)19(25-4)18(24-3)16(14)26-13/h5-8,13,21H,9H2,1-4H3/t13-/m0/s1
• InChI Key: SGWLCEXRWADMOA-ZDUSSCGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₇
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.12090297 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9659	96.59%
Caco-2	+	0.8573	85.73%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7780	77.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9840	98.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5569	55.69%
P-glycoprotein inhibitior	+	0.6410	64.10%
P-glycoprotein substrate	-	0.9494	94.94%
CYP3A4 substrate	+	0.5601	56.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7429	74.29%
CYP3A4 inhibition	-	0.5738	57.38%
CYP2C9 inhibition	-	0.7114	71.14%
CYP2C19 inhibition	+	0.7224	72.24%
CYP2D6 inhibition	-	0.7681	76.81%
CYP1A2 inhibition	+	0.8124	81.24%
CYP2C8 inhibition	-	0.7349	73.49%
CYP inhibitory promiscuity	+	0.5729	57.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5609	56.09%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.7053	70.53%
Skin irritation	-	0.7459	74.59%
Skin corrosion	-	0.9761	97.61%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4312	43.12%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.6593	65.93%
skin sensitisation	-	0.9412	94.12%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7155	71.55%
Acute Oral Toxicity (c)	III	0.3955	39.55%
Estrogen receptor binding	+	0.8239	82.39%
Androgen receptor binding	+	0.5502	55.02%
Thyroid receptor binding	+	0.7101	71.01%
Glucocorticoid receptor binding	+	0.7722	77.22%
Aromatase binding	-	0.6632	66.32%
PPAR gamma	+	0.6211	62.11%
Honey bee toxicity	-	0.8943	89.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8058	80.58%

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	98.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.91%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.36%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.54%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.17%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.74%	94.45%
CHEMBL4208	P20618	Proteasome component C5	88.77%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.62%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.49%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.09%	85.14%
CHEMBL2581	P07339	Cathepsin D	83.63%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.70%	95.89%

Plants that contains it

• Scutellaria indica

Cross-Links

• PubChem: 118727144
• LOTUS: LTS0171361
• wikiData: Q105252675