4-[(1R,2S)-2-[4-[(2S,3S,4S,5S)-5-[4-[(1R,2R)-1-(1,3-benzodioxol-5-yl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]-1-hydroxypropyl]-2-methoxyphenol

Details

• Internal ID: 505b0d9a-f19b-490f-b303-2316b63a8df0
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: 4-[(1R,2S)-2-[4-[(2S,3S,4S,5S)-5-[4-[(1R,2R)-1-(1,3-benzodioxol-5-yl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]-1-hydroxypropyl]-2-methoxyphenol
• SMILES (Canonical): CC1C(C(OC1C2=CC(=C(C=C2)OC(C)C(C3=CC4=C(C=C3)OCO4)O)OC)C5=CC(=C(C=C5)OC(C)C(C6=CC(=C(C=C6)O)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=CC4=C(C=C3)OCO4)O)OC)C5=CC(=C(C=C5)O[C@@H](C)[C@@H](C6=CC(=C(C=C6)O)OC)O)OC)C
• InChI: InChI=1S/C40H46O11/c1-21-22(2)40(28-11-15-32(35(19-28)46-7)50-24(4)38(43)26-9-13-30-36(17-26)48-20-47-30)51-39(21)27-10-14-31(34(18-27)45-6)49-23(3)37(42)25-8-12-29(41)33(16-25)44-5/h8-19,21-24,37-43H,20H2,1-7H3/t21-,22-,23-,24+,37-,38-,39-,40-/m0/s1
• InChI Key: WQSGIPAMJXWYGZ-MKFLNTGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₆O₁₁
• Molecular Weight: 702.80 g/mol
• Exact Mass: 702.30401228 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 7.23
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9762	97.62%
Caco-2	-	0.8344	83.44%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7929	79.29%
OATP2B1 inhibitior	+	0.5746	57.46%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.8588	85.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9417	94.17%
P-glycoprotein inhibitior	+	0.7945	79.45%
P-glycoprotein substrate	-	0.6476	64.76%
CYP3A4 substrate	+	0.5643	56.43%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.6711	67.11%
CYP3A4 inhibition	+	0.7369	73.69%
CYP2C9 inhibition	+	0.9121	91.21%
CYP2C19 inhibition	+	0.8505	85.05%
CYP2D6 inhibition	+	0.5308	53.08%
CYP1A2 inhibition	+	0.5176	51.76%
CYP2C8 inhibition	-	0.7179	71.79%
CYP inhibitory promiscuity	+	0.9227	92.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Non-required	0.3623	36.23%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.7975	79.75%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6795	67.95%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8487	84.87%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7186	71.86%
Acute Oral Toxicity (c)	III	0.6757	67.57%
Estrogen receptor binding	+	0.8164	81.64%
Androgen receptor binding	+	0.7480	74.80%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.7784	77.84%
Aromatase binding	+	0.6321	63.21%
PPAR gamma	+	0.7428	74.28%
Honey bee toxicity	-	0.7831	78.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9545	95.45%

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	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.41%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.95%	89.62%
CHEMBL4208	P20618	Proteasome component C5	92.20%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.85%	94.80%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.64%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL3438	Q05513	Protein kinase C zeta	90.59%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.69%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.35%	96.77%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	89.25%	96.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.97%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.59%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.91%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.76%	97.14%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.41%	82.67%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.23%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.04%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.58%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.15%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.96%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.71%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.68%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.44%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.96%	90.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.04%	90.24%

Plants that contains it

• Saururus chinensis

Cross-Links

• PubChem: 163187146
• LOTUS: LTS0037951
• wikiData: Q105310943