(2R)-2-(4-hydroxy-2,3-dimethoxyphenyl)-2H-chromen-6-ol

Details

• Internal ID: 9eb53887-84a8-4544-b203-fb24e198139a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
• IUPAC Name: (2R)-2-(4-hydroxy-2,3-dimethoxyphenyl)-2H-chromen-6-ol
• InChI: InChI=1S/C17H16O5/c1-20-16-12(5-6-13(19)17(16)21-2)15-7-3-10-9-11(18)4-8-14(10)22-15/h3-9,15,18-19H,1-2H3/t15-/m1/s1
• InChI Key: SHJLZOSBYIZAPB-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	+	0.8509	85.09%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6340	63.40%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.8954	89.54%
OATP1B3 inhibitior	+	0.9856	98.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4776	47.76%
P-glycoprotein inhibitior	-	0.7625	76.25%
P-glycoprotein substrate	-	0.7808	78.08%
CYP3A4 substrate	+	0.5517	55.17%
CYP2C9 substrate	+	0.6236	62.36%
CYP2D6 substrate	+	0.3811	38.11%
CYP3A4 inhibition	+	0.5278	52.78%
CYP2C9 inhibition	+	0.8030	80.30%
CYP2C19 inhibition	+	0.9354	93.54%
CYP2D6 inhibition	-	0.6480	64.80%
CYP1A2 inhibition	+	0.8010	80.10%
CYP2C8 inhibition	+	0.6476	64.76%
CYP inhibitory promiscuity	+	0.9188	91.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9844	98.44%
Eye irritation	+	0.6088	60.88%
Skin irritation	-	0.6870	68.70%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6435	64.35%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.8696	86.96%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5957	59.57%
Acute Oral Toxicity (c)	II	0.4565	45.65%
Estrogen receptor binding	+	0.7246	72.46%
Androgen receptor binding	+	0.6488	64.88%
Thyroid receptor binding	+	0.7949	79.49%
Glucocorticoid receptor binding	+	0.6328	63.28%
Aromatase binding	+	0.7121	71.21%
PPAR gamma	+	0.5411	54.11%
Honey bee toxicity	-	0.8864	88.64%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9358	93.58%

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	97.84%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.47%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.21%	85.14%
CHEMBL2535	P11166	Glucose transporter	87.49%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.43%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.77%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.76%	94.45%

Plants that contains it

• Dalbergia candenatensis

Cross-Links

• PubChem: 162895679
• LOTUS: LTS0002342
• wikiData: Q105253010