(S)-(4-methoxy-1,3-benzodioxol-5-yl)-phenylmethanol

Details

• Internal ID: d5e291b4-add4-45d9-ad73-2f0408c9195c
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (S)-(4-methoxy-1,3-benzodioxol-5-yl)-phenylmethanol
• SMILES (Canonical): COC1=C(C=CC2=C1OCO2)C(C3=CC=CC=C3)O
• SMILES (Isomeric): COC1=C(C=CC2=C1OCO2)[C@H](C3=CC=CC=C3)O
• InChI: InChI=1S/C15H14O4/c1-17-14-11(7-8-12-15(14)19-9-18-12)13(16)10-5-3-2-4-6-10/h2-8,13,16H,9H2,1H3/t13-/m0/s1
• InChI Key: ZZAUTBBJBDOHMS-ZDUSSCGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.51
• 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	+	0.9863	98.63%
Caco-2	+	0.6892	68.92%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6938	69.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9468	94.68%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4729	47.29%
P-glycoprotein inhibitior	-	0.7723	77.23%
P-glycoprotein substrate	-	0.9555	95.55%
CYP3A4 substrate	-	0.5767	57.67%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.3939	39.39%
CYP3A4 inhibition	+	0.7349	73.49%
CYP2C9 inhibition	+	0.8691	86.91%
CYP2C19 inhibition	+	0.8596	85.96%
CYP2D6 inhibition	+	0.8452	84.52%
CYP1A2 inhibition	+	0.8163	81.63%
CYP2C8 inhibition	-	0.9099	90.99%
CYP inhibitory promiscuity	+	0.8426	84.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9208	92.08%
Carcinogenicity (trinary)	Warning	0.4380	43.80%
Eye corrosion	-	0.9844	98.44%
Eye irritation	+	0.5656	56.56%
Skin irritation	-	0.6716	67.16%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4795	47.95%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6778	67.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7047	70.47%
Acute Oral Toxicity (c)	III	0.6626	66.26%
Estrogen receptor binding	+	0.7866	78.66%
Androgen receptor binding	+	0.6128	61.28%
Thyroid receptor binding	+	0.6403	64.03%
Glucocorticoid receptor binding	-	0.4699	46.99%
Aromatase binding	-	0.4859	48.59%
PPAR gamma	-	0.5205	52.05%
Honey bee toxicity	-	0.8784	87.84%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9105	91.05%

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	95.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.05%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.75%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.49%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.43%	94.08%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.38%	96.77%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.01%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.21%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.03%	92.62%
CHEMBL2535	P11166	Glucose transporter	80.80%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.76%	82.67%

Plants that contains it

• Lindera neesiana

Cross-Links

• PubChem: 11565120
• LOTUS: LTS0014745
• wikiData: Q105386635