5-methoxy-6-methyl-2-phenyl-4H-chromen-7-ol

Details

• Internal ID: 4eb3acee-400d-4700-96ce-5c954782ab21
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: 5-methoxy-6-methyl-2-phenyl-4H-chromen-7-ol
• InChI: InChI=1S/C17H16O3/c1-11-14(18)10-16-13(17(11)19-2)8-9-15(20-16)12-6-4-3-5-7-12/h3-7,9-10,18H,8H2,1-2H3
• InChI Key: AOHOKILDZZBOHH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₃
• Molecular Weight: 268.31 g/mol
• Exact Mass: 268.109944368 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.7748	77.48%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7420	74.20%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9556	95.56%
OATP1B3 inhibitior	+	0.9891	98.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5506	55.06%
P-glycoprotein inhibitior	-	0.6409	64.09%
P-glycoprotein substrate	-	0.9290	92.90%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	+	0.4239	42.39%
CYP3A4 inhibition	-	0.6524	65.24%
CYP2C9 inhibition	+	0.6609	66.09%
CYP2C19 inhibition	+	0.9288	92.88%
CYP2D6 inhibition	-	0.8577	85.77%
CYP1A2 inhibition	+	0.8633	86.33%
CYP2C8 inhibition	+	0.7409	74.09%
CYP inhibitory promiscuity	+	0.9380	93.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.4804	48.04%
Eye corrosion	-	0.9850	98.50%
Eye irritation	+	0.6468	64.68%
Skin irritation	-	0.7008	70.08%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4268	42.68%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.5590	55.90%
skin sensitisation	-	0.8091	80.91%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6884	68.84%
Acute Oral Toxicity (c)	III	0.5401	54.01%
Estrogen receptor binding	+	0.8294	82.94%
Androgen receptor binding	+	0.6026	60.26%
Thyroid receptor binding	+	0.7726	77.26%
Glucocorticoid receptor binding	+	0.7191	71.91%
Aromatase binding	+	0.6723	67.23%
PPAR gamma	+	0.8629	86.29%
Honey bee toxicity	-	0.9173	91.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9544	95.44%

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	98.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.60%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.93%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.67%	95.50%
CHEMBL2535	P11166	Glucose transporter	86.51%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.05%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.49%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.96%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.53%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.37%	93.40%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.57%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	82.73%	91.49%

Plants that contains it

• Calamus draco

Cross-Links

• PubChem: 46869727
• LOTUS: LTS0065127
• wikiData: Q104915657