2-[4-[[5-(3,4-Dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 63bfbfbd-9c92-4372-be36-e2f4be8b2e6b
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[4-[[5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=C(C=C1)C2C(C(CO2)CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)CO)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2C(C(CO2)CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)CO)OC
• InChI: InChI=1S/C27H36O11/c1-33-18-7-5-15(10-21(18)35-3)26-17(11-28)16(13-36-26)8-14-4-6-19(20(9-14)34-2)37-27-25(32)24(31)23(30)22(12-29)38-27/h4-7,9-10,16-17,22-32H,8,11-13H2,1-3H3
• InChI Key: CSOTXIVZTYBZSQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₁₁
• Molecular Weight: 536.60 g/mol
• Exact Mass: 536.22576196 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6987	69.87%
Caco-2	-	0.8262	82.62%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7910	79.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8638	86.38%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6336	63.36%
P-glycoprotein inhibitior	+	0.6436	64.36%
P-glycoprotein substrate	-	0.6813	68.13%
CYP3A4 substrate	+	0.6344	63.44%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.7822	78.22%
CYP3A4 inhibition	-	0.7794	77.94%
CYP2C9 inhibition	-	0.8150	81.50%
CYP2C19 inhibition	-	0.7592	75.92%
CYP2D6 inhibition	-	0.9100	91.00%
CYP1A2 inhibition	-	0.8689	86.89%
CYP2C8 inhibition	+	0.6920	69.20%
CYP inhibitory promiscuity	+	0.5436	54.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6147	61.47%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9342	93.42%
Skin irritation	-	0.8606	86.06%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8984	89.84%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8923	89.23%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9188	91.88%
Acute Oral Toxicity (c)	III	0.6920	69.20%
Estrogen receptor binding	+	0.7140	71.40%
Androgen receptor binding	+	0.5536	55.36%
Thyroid receptor binding	+	0.5546	55.46%
Glucocorticoid receptor binding	+	0.5912	59.12%
Aromatase binding	-	0.5391	53.91%
PPAR gamma	+	0.5957	59.57%
Honey bee toxicity	-	0.7905	79.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.8954	89.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.72%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.14%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.86%	98.95%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	91.86%	85.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.82%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.85%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.72%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.70%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.02%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.06%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.17%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.05%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.90%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.65%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.43%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.34%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.55%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.27%	90.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.65%	89.44%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.32%	95.83%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.76%	97.50%

Plants that contains it

• Hypericum geminiflorum

Cross-Links

• PubChem: 163029784
• LOTUS: LTS0247757
• wikiData: Q105197598