(2R,3R)-7-methoxy-2-(2-methoxyphenoxy)-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran

Details

• Internal ID: 3c32f328-3026-4b0c-96d3-b992de76bfe1
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (2R,3R)-7-methoxy-2-(2-methoxyphenoxy)-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran
• SMILES (Canonical): CC=CC1=CC2=C(C(=C1)OC)OC(C2C)OC3=CC=CC=C3OC
• SMILES (Isomeric): C/C=C/C1=CC2=C(C(=C1)OC)O[C@H]([C@@H]2C)OC3=CC=CC=C3OC
• InChI: InChI=1S/C20H22O4/c1-5-8-14-11-15-13(2)20(24-19(15)18(12-14)22-4)23-17-10-7-6-9-16(17)21-3/h5-13,20H,1-4H3/b8-5+/t13-,20-/m1/s1
• InChI Key: PEGLZRLHZCPVDH-RCOSEUKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.9266	92.66%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5386	53.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7162	71.62%
P-glycoprotein inhibitior	+	0.7707	77.07%
P-glycoprotein substrate	-	0.7442	74.42%
CYP3A4 substrate	+	0.5448	54.48%
CYP2C9 substrate	+	0.5714	57.14%
CYP2D6 substrate	-	0.7449	74.49%
CYP3A4 inhibition	+	0.6616	66.16%
CYP2C9 inhibition	-	0.6354	63.54%
CYP2C19 inhibition	+	0.8228	82.28%
CYP2D6 inhibition	-	0.7554	75.54%
CYP1A2 inhibition	+	0.9373	93.73%
CYP2C8 inhibition	+	0.6727	67.27%
CYP inhibitory promiscuity	+	0.9369	93.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9118	91.18%
Carcinogenicity (trinary)	Danger	0.4726	47.26%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.6020	60.20%
Skin irritation	-	0.8006	80.06%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8847	88.47%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	+	0.5051	50.51%
skin sensitisation	-	0.7836	78.36%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5591	55.91%
Acute Oral Toxicity (c)	II	0.4478	44.78%
Estrogen receptor binding	+	0.7846	78.46%
Androgen receptor binding	+	0.6079	60.79%
Thyroid receptor binding	+	0.7131	71.31%
Glucocorticoid receptor binding	+	0.5906	59.06%
Aromatase binding	+	0.5390	53.90%
PPAR gamma	-	0.6173	61.73%
Honey bee toxicity	-	0.6667	66.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9894	98.94%

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	95.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.44%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.47%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.99%	97.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.49%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.71%	89.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	82.99%	100.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.56%	94.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.30%	93.99%

Plants that contains it

• Urbanodendron verrucosum

Cross-Links

• PubChem: 163195326
• LOTUS: LTS0164432
• wikiData: Q105207104