2-Benzyl-5-hydroxy-7-methoxychromen-4-one

Details

• Internal ID: 3d74506a-fd51-42e2-b545-3a5b025fb36d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2-benzyl-5-hydroxy-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=CC2=O)CC3=CC=CC=C3)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=CC2=O)CC3=CC=CC=C3)O
• InChI: InChI=1S/C17H14O4/c1-20-12-8-14(18)17-15(19)9-13(21-16(17)10-12)7-11-5-3-2-4-6-11/h2-6,8-10,18H,7H2,1H3
• InChI Key: OMRQCZODXFAAMH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.8671	86.71%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6850	68.50%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9926	99.26%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6149	61.49%
P-glycoprotein inhibitior	+	0.6310	63.10%
P-glycoprotein substrate	-	0.9155	91.55%
CYP3A4 substrate	+	0.5115	51.15%
CYP2C9 substrate	-	0.5831	58.31%
CYP2D6 substrate	-	0.7906	79.06%
CYP3A4 inhibition	+	0.5829	58.29%
CYP2C9 inhibition	-	0.5362	53.62%
CYP2C19 inhibition	+	0.8036	80.36%
CYP2D6 inhibition	-	0.8265	82.65%
CYP1A2 inhibition	+	0.9355	93.55%
CYP2C8 inhibition	+	0.5521	55.21%
CYP inhibitory promiscuity	+	0.5240	52.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.4918	49.18%
Eye corrosion	-	0.9073	90.73%
Eye irritation	+	0.6327	63.27%
Skin irritation	-	0.6696	66.96%
Skin corrosion	-	0.9849	98.49%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7671	76.71%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	-	0.7319	73.19%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7370	73.70%
Acute Oral Toxicity (c)	III	0.7941	79.41%
Estrogen receptor binding	+	0.8581	85.81%
Androgen receptor binding	+	0.8612	86.12%
Thyroid receptor binding	+	0.5175	51.75%
Glucocorticoid receptor binding	+	0.6270	62.70%
Aromatase binding	+	0.7617	76.17%
PPAR gamma	+	0.8237	82.37%
Honey bee toxicity	-	0.8615	86.15%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.4535	45.35%

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	98.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.87%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	95.66%	95.50%
CHEMBL2581	P07339	Cathepsin D	95.45%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.71%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.09%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.00%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.27%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.54%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.47%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.02%	94.45%
CHEMBL2535	P11166	Glucose transporter	81.29%	98.75%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.91%	92.67%

Plants that contains it

• Baeckea frutescens

Cross-Links

• PubChem: 11822088
• LOTUS: LTS0081691
• wikiData: Q105194475