(1S,2R)-1-(4-hydroxy-3-methoxyphenyl)-2-[4-[(2R,3S,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2,6-dimethoxyphenoxy]propane-1,3-diol

Details

• Internal ID: 8906e7b5-dc8b-4f01-a281-5bb67cc4c742
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
• IUPAC Name: (1S,2R)-1-(4-hydroxy-3-methoxyphenyl)-2-[4-[(2R,3S,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2,6-dimethoxyphenoxy]propane-1,3-diol
• InChI: InChI=1S/C31H38O11/c1-37-24-10-17(5-7-22(24)34)9-20-16-41-30(21(20)14-32)19-12-26(39-3)31(27(13-19)40-4)42-28(15-33)29(36)18-6-8-23(35)25(11-18)38-2/h5-8,10-13,20-21,28-30,32-36H,9,14-16H2,1-4H3/t20-,21+,28+,29-,30-/m0/s1
• InChI Key: SXNFVPYRZNNKOI-GOCSYUBQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₁
• Molecular Weight: 586.60 g/mol
• Exact Mass: 586.24141202 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8388	83.88%
Caco-2	-	0.7929	79.29%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8101	81.01%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8682	86.82%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8663	86.63%
P-glycoprotein inhibitior	+	0.7942	79.42%
P-glycoprotein substrate	-	0.5288	52.88%
CYP3A4 substrate	+	0.6197	61.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4162	41.62%
CYP3A4 inhibition	+	0.5722	57.22%
CYP2C9 inhibition	-	0.5941	59.41%
CYP2C19 inhibition	+	0.5180	51.80%
CYP2D6 inhibition	-	0.8971	89.71%
CYP1A2 inhibition	-	0.6374	63.74%
CYP2C8 inhibition	+	0.7009	70.09%
CYP inhibitory promiscuity	+	0.8479	84.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5985	59.85%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9146	91.46%
Skin irritation	-	0.8530	85.30%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8387	83.87%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8504	85.04%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9181	91.81%
Acute Oral Toxicity (c)	III	0.6605	66.05%
Estrogen receptor binding	+	0.8414	84.14%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	+	0.6523	65.23%
Glucocorticoid receptor binding	+	0.7333	73.33%
Aromatase binding	+	0.5242	52.42%
PPAR gamma	+	0.6485	64.85%
Honey bee toxicity	-	0.8096	80.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9058	90.58%

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	98.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.56%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.34%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.96%	85.14%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	91.72%	85.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.95%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.59%	86.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	88.36%	89.44%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.01%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.84%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.51%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.67%	96.61%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.31%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.56%	89.62%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.93%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.13%	97.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.67%	100.00%
CHEMBL204	P00734	Thrombin	81.26%	96.01%
CHEMBL2535	P11166	Glucose transporter	81.11%	98.75%

Plants that contains it

• Senna occidentalis

Cross-Links

• PubChem: 102052097
• LOTUS: LTS0181629
• wikiData: Q105263210