5-[5-(1,3-Dihydro-2-benzofuran-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-dihydro-2-benzofuran

Details

• Internal ID: 4401497d-c98a-4364-b070-5394686435a1
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: 5-[5-(1,3-dihydro-2-benzofuran-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-dihydro-2-benzofuran
• SMILES (Canonical): CC1C(C(OC1C2=CC3=C(COC3)C=C2)C4=CC5=C(COC5)C=C4)C
• SMILES (Isomeric): CC1C(C(OC1C2=CC3=C(COC3)C=C2)C4=CC5=C(COC5)C=C4)C
• InChI: InChI=1S/C22H24O3/c1-13-14(2)22(16-4-6-18-10-24-12-20(18)8-16)25-21(13)15-3-5-17-9-23-11-19(17)7-15/h3-8,13-14,21-22H,9-12H2,1-2H3
• InChI Key: QLVTZLGYKYKHCT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₃
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.17254462 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.6883	68.83%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7564	75.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7684	76.84%
P-glycoprotein inhibitior	+	0.7195	71.95%
P-glycoprotein substrate	-	0.9266	92.66%
CYP3A4 substrate	-	0.5846	58.46%
CYP2C9 substrate	-	0.7816	78.16%
CYP2D6 substrate	+	0.3588	35.88%
CYP3A4 inhibition	-	0.6495	64.95%
CYP2C9 inhibition	+	0.6353	63.53%
CYP2C19 inhibition	+	0.8016	80.16%
CYP2D6 inhibition	-	0.7380	73.80%
CYP1A2 inhibition	+	0.7674	76.74%
CYP2C8 inhibition	-	0.9169	91.69%
CYP inhibitory promiscuity	+	0.8908	89.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.4584	45.84%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9370	93.70%
Skin irritation	-	0.7527	75.27%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8126	81.26%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7260	72.60%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6363	63.63%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.7513	75.13%
Androgen receptor binding	+	0.7381	73.81%
Thyroid receptor binding	-	0.4924	49.24%
Glucocorticoid receptor binding	+	0.6565	65.65%
Aromatase binding	+	0.5674	56.74%
PPAR gamma	+	0.6018	60.18%
Honey bee toxicity	-	0.9557	95.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9702	97.02%

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	97.60%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.97%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.05%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.39%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.68%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.07%	93.99%
CHEMBL2581	P07339	Cathepsin D	80.32%	98.95%

Plants that contains it

• Magnolia denudata

Cross-Links

• PubChem: 162843740
• LOTUS: LTS0039089
• wikiData: Q105223822