(2R,4R)-3,4-dihydro-5-methoxy-2-methyl-2H-1-benzopyran-4-ol

Details

• Internal ID: 9b7b4d1f-a155-4529-8302-f4c7a941665f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (2R,4R)-4-methoxy-2-methyl-3,4-dihydro-2H-chromen-5-ol
• InChI: InChI=1S/C11H14O3/c1-7-6-10(13-2)11-8(12)4-3-5-9(11)14-7/h3-5,7,10,12H,6H2,1-2H3/t7-,10-/m1/s1
• InChI Key: RSQWUKMYBGIWCC-GMSGAONNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23 g/mol
• Exact Mass: 194.094294304 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5823	58.23%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9889	98.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9263	92.63%
P-glycoprotein inhibitior	-	0.9720	97.20%
P-glycoprotein substrate	-	0.8426	84.26%
CYP3A4 substrate	-	0.5371	53.71%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8612	86.12%
CYP2C9 inhibition	-	0.6913	69.13%
CYP2C19 inhibition	+	0.7097	70.97%
CYP2D6 inhibition	-	0.6401	64.01%
CYP1A2 inhibition	+	0.9344	93.44%
CYP2C8 inhibition	-	0.7884	78.84%
CYP inhibitory promiscuity	-	0.6545	65.45%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9013	90.13%
Carcinogenicity (trinary)	Non-required	0.5888	58.88%
Eye corrosion	-	0.9548	95.48%
Eye irritation	+	0.7279	72.79%
Skin irritation	-	0.6370	63.70%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5555	55.55%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5468	54.68%
skin sensitisation	-	0.7993	79.93%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6332	63.32%
Acute Oral Toxicity (c)	III	0.6246	62.46%
Estrogen receptor binding	-	0.9084	90.84%
Androgen receptor binding	+	0.5307	53.07%
Thyroid receptor binding	-	0.7437	74.37%
Glucocorticoid receptor binding	-	0.9256	92.56%
Aromatase binding	-	0.9227	92.27%
PPAR gamma	-	0.7005	70.05%
Honey bee toxicity	-	0.8989	89.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.6848	68.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.42%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.57%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.00%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.92%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.97%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.61%	92.94%
CHEMBL2581	P07339	Cathepsin D	82.32%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.60%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.16%	94.00%
CHEMBL2535	P11166	Glucose transporter	80.29%	98.75%

Plants that contains it

• Aquilaria sinensis

Cross-Links

• PubChem: 46832478
• LOTUS: LTS0091996
• wikiData: Q105152600