(2R,3R)-2-benzyl-2,3-dimethoxy-3H-furo[2,3-e][1]benzofuran

Details

• Internal ID: 5cb21668-b342-402f-9cf0-67b207c5ca5d
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2R,3R)-2-benzyl-2,3-dimethoxy-3H-furo[2,3-e][1]benzofuran
• SMILES (Canonical): COC1C2=C(C3=C(C=C2)OC=C3)OC1(CC4=CC=CC=C4)OC
• SMILES (Isomeric): CO[C@@H]1C2=C(C3=C(C=C2)OC=C3)O[C@@]1(CC4=CC=CC=C4)OC
• InChI: InChI=1S/C19H18O4/c1-20-18-15-8-9-16-14(10-11-22-16)17(15)23-19(18,21-2)12-13-6-4-3-5-7-13/h3-11,18H,12H2,1-2H3/t18-,19-/m1/s1
• InChI Key: SROUQLDEOKTEER-RTBURBONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.12050905 g/mol
• Topological Polar Surface Area (TPSA): 40.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.8520	85.20%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5587	55.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9144	91.44%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5247	52.47%
P-glycoprotein inhibitior	-	0.5790	57.90%
P-glycoprotein substrate	-	0.6125	61.25%
CYP3A4 substrate	+	0.6080	60.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6780	67.80%
CYP3A4 inhibition	-	0.5347	53.47%
CYP2C9 inhibition	-	0.7284	72.84%
CYP2C19 inhibition	+	0.6399	63.99%
CYP2D6 inhibition	-	0.7812	78.12%
CYP1A2 inhibition	+	0.5114	51.14%
CYP2C8 inhibition	+	0.7540	75.40%
CYP inhibitory promiscuity	+	0.7654	76.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9108	91.08%
Carcinogenicity (trinary)	Non-required	0.3755	37.55%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9717	97.17%
Skin irritation	-	0.7550	75.50%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7845	78.45%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.5835	58.35%
skin sensitisation	-	0.7386	73.86%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8668	86.68%
Acute Oral Toxicity (c)	III	0.5025	50.25%
Estrogen receptor binding	+	0.9030	90.30%
Androgen receptor binding	+	0.8224	82.24%
Thyroid receptor binding	+	0.5728	57.28%
Glucocorticoid receptor binding	+	0.5771	57.71%
Aromatase binding	+	0.8138	81.38%
PPAR gamma	+	0.6713	67.13%
Honey bee toxicity	-	0.6978	69.78%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9603	96.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	94.47%	94.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.47%	89.44%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.73%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.90%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.89%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.37%	94.73%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.98%	92.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.89%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.82%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.65%	92.62%

Plants that contains it

• Lonchocarpus castilloi

Cross-Links

• PubChem: 162917671
• LOTUS: LTS0116537
• wikiData: Q105259331