(2s)-7,2'-Dihydroxy-5-methoxyflavanone

Details

• Internal ID: 220dd8d0-d814-4f14-b6f5-54ca048190cf
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: (2S)-7-hydroxy-2-(2-hydroxyphenyl)-5-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC(=CC2=C1C(=O)CC(O2)C3=CC=CC=C3O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C(=O)C[C@H](O2)C3=CC=CC=C3O)O
• InChI: InChI=1S/C16H14O5/c1-20-14-6-9(17)7-15-16(14)12(19)8-13(21-15)10-4-2-3-5-11(10)18/h2-7,13,17-18H,8H2,1H3/t13-/m0/s1
• InChI Key: VRKLYIMHAUMSFM-ZDUSSCGKSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	+	0.5158	51.58%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8707	87.07%
OATP2B1 inhibitior	-	0.7278	72.78%
OATP1B1 inhibitior	+	0.9419	94.19%
OATP1B3 inhibitior	+	0.9926	99.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7890	78.90%
P-glycoprotein inhibitior	-	0.7982	79.82%
P-glycoprotein substrate	-	0.8873	88.73%
CYP3A4 substrate	+	0.5762	57.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3531	35.31%
CYP3A4 inhibition	-	0.5364	53.64%
CYP2C9 inhibition	+	0.9546	95.46%
CYP2C19 inhibition	+	0.9640	96.40%
CYP2D6 inhibition	-	0.5217	52.17%
CYP1A2 inhibition	+	0.9371	93.71%
CYP2C8 inhibition	+	0.5478	54.78%
CYP inhibitory promiscuity	+	0.7701	77.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5258	52.58%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.7969	79.69%
Skin irritation	-	0.6606	66.06%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6869	68.69%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.9603	96.03%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6603	66.03%
Acute Oral Toxicity (c)	III	0.4030	40.30%
Estrogen receptor binding	+	0.5914	59.14%
Androgen receptor binding	+	0.7166	71.66%
Thyroid receptor binding	-	0.5471	54.71%
Glucocorticoid receptor binding	+	0.6956	69.56%
Aromatase binding	-	0.5350	53.50%
PPAR gamma	+	0.5955	59.55%
Honey bee toxicity	-	0.8344	83.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5151	51.51%
Fish aquatic toxicity	+	0.8187	81.87%

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	98.60%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.08%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.95%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.46%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.88%	99.23%
CHEMBL2535	P11166	Glucose transporter	90.37%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.49%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.15%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.32%	94.00%
CHEMBL4208	P20618	Proteasome component C5	84.16%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.97%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.55%	95.89%

Plants that contains it

• Scutellaria amabilis

Cross-Links

• PubChem: 91538517
• LOTUS: LTS0168757
• wikiData: Q105291831