1-(3,4-Dimethoxyphenyl)-3-[4-[5-[4-[3-(3,4-dimethoxyphenyl)-3-hydroxypropoxy]-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol

Details

• Internal ID: f0b4f0d4-e94b-4e38-a846-7607e5b1571f
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: 1-(3,4-dimethoxyphenyl)-3-[4-[5-[4-[3-(3,4-dimethoxyphenyl)-3-hydroxypropoxy]-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol
• SMILES (Canonical): CC1C(C(OC1C2=CC(=C(C=C2)OCCC(C3=CC(=C(C=C3)OC)OC)O)OC)C4=CC(=C(C=C4)OCCC(C5=CC(=C(C=C5)OC)OC)O)OC)C
• SMILES (Isomeric): CC1C(C(OC1C2=CC(=C(C=C2)OCCC(C3=CC(=C(C=C3)OC)OC)O)OC)C4=CC(=C(C=C4)OCCC(C5=CC(=C(C=C5)OC)OC)O)OC)C
• InChI: InChI=1S/C42H52O11/c1-25-26(2)42(30-12-16-36(40(24-30)50-8)52-20-18-32(44)28-10-14-34(46-4)38(22-28)48-6)53-41(25)29-11-15-35(39(23-29)49-7)51-19-17-31(43)27-9-13-33(45-3)37(21-27)47-5/h9-16,21-26,31-32,41-44H,17-20H2,1-8H3
• InChI Key: UOJVSXNASPZQFU-UHFFFAOYSA-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: 6.70
• Atomic LogP (AlogP): 7.83
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 18

Synonyms

• Saucernetin A
• Manassantin A , HPLC Grade
• DTXSID601008192
• MFCD01744932
• BRN 4640385
• 3,3'-{(3,4-Dimethyloxolane-2,5-diyl)bis[(2-methoxy-4,1-phenylene)oxy]}bis[1-(3,4-dimethoxyphenyl)propan-1-olato]
• Benzenemethanol, alpha,alpha'-((tetrahydro-3,4-dimethyl-2,5-furandiyl)bis((2-methoxy-4,1-phenylene)oxyethylidene))bis(3,4-dimethoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9724	97.24%
Caco-2	-	0.8414	84.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8808	88.08%
OATP2B1 inhibitior	+	0.5725	57.25%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.9114	91.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9755	97.55%
P-glycoprotein inhibitior	+	0.8199	81.99%
P-glycoprotein substrate	-	0.5616	56.16%
CYP3A4 substrate	+	0.5301	53.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4523	45.23%
CYP3A4 inhibition	-	0.7201	72.01%
CYP2C9 inhibition	-	0.6010	60.10%
CYP2C19 inhibition	-	0.6090	60.90%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.5260	52.60%
CYP2C8 inhibition	+	0.4922	49.22%
CYP inhibitory promiscuity	+	0.6934	69.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5458	54.58%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.8589	85.89%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7532	75.32%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	-	0.7573	75.73%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8409	84.09%
Acute Oral Toxicity (c)	III	0.7509	75.09%
Estrogen receptor binding	+	0.8144	81.44%
Androgen receptor binding	+	0.7760	77.60%
Thyroid receptor binding	+	0.6315	63.15%
Glucocorticoid receptor binding	+	0.7608	76.08%
Aromatase binding	+	0.5896	58.96%
PPAR gamma	+	0.7605	76.05%
Honey bee toxicity	-	0.9166	91.66%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6582	65.82%

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	98.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.78%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.55%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.75%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.28%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.72%	92.94%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.13%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.38%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.58%	90.00%
CHEMBL2535	P11166	Glucose transporter	84.55%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.43%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.32%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.09%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.89%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.63%	100.00%
CHEMBL2319	P06870	Kallikrein 1	82.22%	90.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.08%	95.89%

Plants that contains it

• Saururus cernuus
• Saururus chinensis

Cross-Links

• PubChem: 145892
• LOTUS: LTS0259755
• wikiData: Q105276415