O-methylmelleine

Details

• Internal ID: e6abe29a-bdbf-4c49-973a-45cf1f707233
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-8-methoxy-3-methyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1CC2=C(C(=CC=C2)OC)C(=O)O1
• SMILES (Isomeric): C[C@@H]1CC2=C(C(=CC=C2)OC)C(=O)O1
• InChI: InChI=1S/C11H12O3/c1-7-6-8-4-3-5-9(13-2)10(8)11(12)14-7/h3-5,7H,6H2,1-2H3/t7-/m1/s1
• InChI Key: AYIDXPPINFIJKW-SSDOTTSWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• O-methylmelleine
• SCHEMBL13925630
• BDBM50523993

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8052	80.52%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6535	65.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9628	96.28%
OATP1B3 inhibitior	+	0.9856	98.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9209	92.09%
P-glycoprotein inhibitior	-	0.9694	96.94%
P-glycoprotein substrate	-	0.9283	92.83%
CYP3A4 substrate	-	0.5059	50.59%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8135	81.35%
CYP3A4 inhibition	-	0.8937	89.37%
CYP2C9 inhibition	-	0.5306	53.06%
CYP2C19 inhibition	+	0.6266	62.66%
CYP2D6 inhibition	-	0.8363	83.63%
CYP1A2 inhibition	+	0.9701	97.01%
CYP2C8 inhibition	-	0.9694	96.94%
CYP inhibitory promiscuity	-	0.6338	63.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5429	54.29%
Eye corrosion	-	0.8017	80.17%
Eye irritation	+	0.8111	81.11%
Skin irritation	-	0.6855	68.55%
Skin corrosion	-	0.9772	97.72%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6061	60.61%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.7101	71.01%
skin sensitisation	-	0.7554	75.54%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6656	66.56%
Acute Oral Toxicity (c)	III	0.5144	51.44%
Estrogen receptor binding	-	0.9311	93.11%
Androgen receptor binding	-	0.5784	57.84%
Thyroid receptor binding	-	0.8285	82.85%
Glucocorticoid receptor binding	-	0.9316	93.16%
Aromatase binding	-	0.8886	88.86%
PPAR gamma	-	0.8090	80.90%
Honey bee toxicity	-	0.8680	86.80%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.7961	79.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.47%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.09%	98.95%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	88.67%	94.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.83%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.75%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.49%	97.14%
CHEMBL2535	P11166	Glucose transporter	84.91%	98.75%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	84.59%	96.86%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.99%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.33%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.90%	93.99%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.48%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.25%	85.14%

Plants that contains it

• Campylotropis hirtella

Cross-Links

• PubChem: 927669
• LOTUS: LTS0251335
• wikiData: Q77494423