4-[(2R,3S,4R,5S)-5-(4-methoxyphenyl)-3,4-dimethyloxolan-2-yl]phenol

Details

• Internal ID: 0be0cc70-11a3-47b5-8574-a2a41a75fd3d
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: 4-[(2R,3S,4R,5S)-5-(4-methoxyphenyl)-3,4-dimethyloxolan-2-yl]phenol
• SMILES (Canonical): CC1C(C(OC1C2=CC=C(C=C2)O)C3=CC=C(C=C3)OC)C
• SMILES (Isomeric): C[C@H]1[C@H]([C@H](O[C@H]1C2=CC=C(C=C2)O)C3=CC=C(C=C3)OC)C
• InChI: InChI=1S/C19H22O3/c1-12-13(2)19(15-6-10-17(21-3)11-7-15)22-18(12)14-4-8-16(20)9-5-14/h4-13,18-20H,1-3H3/t12-,13+,18+,19-/m0/s1
• InChI Key: MEVCKSPEWGQRBS-PRSFTHDCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₃
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.15689456 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 3
• 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	+	0.9935	99.35%
Caco-2	+	0.7954	79.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8731	87.31%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.7659	76.59%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8563	85.63%
P-glycoprotein inhibitior	-	0.5570	55.70%
P-glycoprotein substrate	-	0.9576	95.76%
CYP3A4 substrate	-	0.5168	51.68%
CYP2C9 substrate	-	0.7433	74.33%
CYP2D6 substrate	+	0.3591	35.91%
CYP3A4 inhibition	-	0.5758	57.58%
CYP2C9 inhibition	-	0.5383	53.83%
CYP2C19 inhibition	+	0.8206	82.06%
CYP2D6 inhibition	-	0.8860	88.60%
CYP1A2 inhibition	+	0.7621	76.21%
CYP2C8 inhibition	-	0.6273	62.73%
CYP inhibitory promiscuity	+	0.9164	91.64%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8118	81.18%
Carcinogenicity (trinary)	Danger	0.4392	43.92%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.6778	67.78%
Skin irritation	-	0.7981	79.81%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8149	81.49%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.8716	87.16%
skin sensitisation	-	0.9037	90.37%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5782	57.82%
Acute Oral Toxicity (c)	III	0.7459	74.59%
Estrogen receptor binding	+	0.7476	74.76%
Androgen receptor binding	+	0.7754	77.54%
Thyroid receptor binding	+	0.6338	63.38%
Glucocorticoid receptor binding	+	0.6771	67.71%
Aromatase binding	+	0.7682	76.82%
PPAR gamma	+	0.6301	63.01%
Honey bee toxicity	-	0.9684	96.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9217	92.17%

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	97.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.98%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.48%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.89%	97.09%
CHEMBL4208	P20618	Proteasome component C5	89.11%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.46%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.22%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.20%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.06%	99.15%

Plants that contains it

• Terminalia superba

Cross-Links

• PubChem: 17756533
• LOTUS: LTS0155069
• wikiData: Q105162435