(1R,2S)-1-(3,4-dimethoxyphenyl)-2-[4-[(2S,3R,4S,5S)-5-[4-[(1R,2R)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol

Details

• Internal ID: 5a01c1a3-4348-4d7b-be73-c267ef8cb434
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: (1R,2S)-1-(3,4-dimethoxyphenyl)-2-[4-[(2S,3R,4S,5S)-5-[4-[(1R,2R)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol
• SMILES (Canonical): CC1C(C(OC1C2=CC(=C(C=C2)OC(C)C(C3=CC(=C(C=C3)OC)OC)O)OC)C4=CC(=C(C=C4)OC(C)C(C5=CC(=C(C=C5)OC)OC)O)OC)C
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@H](O[C@@H]1C2=CC(=C(C=C2)O[C@@H](C)[C@@H](C3=CC(=C(C=C3)OC)OC)O)OC)C4=CC(=C(C=C4)O[C@H](C)[C@@H](C5=CC(=C(C=C5)OC)OC)O)OC)C
• InChI: InChI=1S/C42H52O11/c1-23-24(2)42(30-14-18-34(38(22-30)50-10)52-26(4)40(44)28-12-16-32(46-6)36(20-28)48-8)53-41(23)29-13-17-33(37(21-29)49-9)51-25(3)39(43)27-11-15-31(45-5)35(19-27)47-7/h11-26,39-44H,1-10H3/t23-,24+,25+,26-,39-,40-,41-,42-/m0/s1
• InChI Key: ZGXXNVOBEIRACL-JZVBUQEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₂O₁₁
• Molecular Weight: 732.90 g/mol
• Exact Mass: 732.35096247 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 7.82
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9758	97.58%
Caco-2	-	0.8210	82.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8507	85.07%
OATP2B1 inhibitior	-	0.5654	56.54%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.8863	88.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9869	98.69%
P-glycoprotein inhibitior	+	0.8011	80.11%
P-glycoprotein substrate	-	0.5886	58.86%
CYP3A4 substrate	-	0.5156	51.56%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	+	0.3870	38.70%
CYP3A4 inhibition	-	0.5614	56.14%
CYP2C9 inhibition	+	0.6489	64.89%
CYP2C19 inhibition	+	0.9004	90.04%
CYP2D6 inhibition	-	0.7748	77.48%
CYP1A2 inhibition	+	0.7821	78.21%
CYP2C8 inhibition	-	0.8351	83.51%
CYP inhibitory promiscuity	+	0.9545	95.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8325	83.25%
Carcinogenicity (trinary)	Danger	0.4177	41.77%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8944	89.44%
Skin irritation	-	0.8337	83.37%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6648	66.48%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7255	72.55%
Acute Oral Toxicity (c)	III	0.6752	67.52%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.7351	73.51%
Thyroid receptor binding	+	0.6422	64.22%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	+	0.5995	59.95%
PPAR gamma	+	0.7433	74.33%
Honey bee toxicity	-	0.8263	82.63%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9433	94.33%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	20 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.09%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.40%	91.11%
CHEMBL4208	P20618	Proteasome component C5	89.03%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.73%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.99%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.88%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.45%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.65%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.53%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.49%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.21%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.17%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.71%	99.17%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.57%	96.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.15%	92.94%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.02%	94.03%

Plants that contains it

• Saururus chinensis

Cross-Links

• PubChem: 162853975
• LOTUS: LTS0009228
• wikiData: Q105375501