3-[4-[1-Hydroxy-1-(3-hydroxy-4-methoxyphenyl)-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]propan-2-yl]oxy-3-methoxyphenyl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: fafef679-fa27-4989-bbd8-8be0b574cab2
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 3-[4-[1-hydroxy-1-(3-hydroxy-4-methoxyphenyl)-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]propan-2-yl]oxy-3-methoxyphenyl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=C(C=C1)C(C(COC(=O)C=CC2=CC(=C(C=C2)O)OC)OC3=C(C=C(C=C3)CCCOC(=O)C=CC4=CC(=C(C=C4)O)OC)OC)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C(C(COC(=O)C=CC2=CC(=C(C=C2)O)OC)OC3=C(C=C(C=C3)CCCOC(=O)C=CC4=CC(=C(C=C4)O)OC)OC)O)O
• InChI: InChI=1S/C40H42O13/c1-47-32-16-12-28(23-31(32)43)40(46)37(24-52-39(45)18-11-27-8-14-30(42)35(21-27)49-3)53-33-15-9-25(22-36(33)50-4)6-5-19-51-38(44)17-10-26-7-13-29(41)34(20-26)48-2/h7-18,20-23,37,40-43,46H,5-6,19,24H2,1-4H3
• InChI Key: KKLMVWZOQVHRCK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₂O₁₃
• Molecular Weight: 730.80 g/mol
• Exact Mass: 730.26254139 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.76
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9510	95.10%
Caco-2	-	0.8613	86.13%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8800	88.00%
OATP2B1 inhibitior	+	0.5750	57.50%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.8850	88.50%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9822	98.22%
P-glycoprotein inhibitior	+	0.8405	84.05%
P-glycoprotein substrate	+	0.6408	64.08%
CYP3A4 substrate	+	0.6531	65.31%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8072	80.72%
CYP3A4 inhibition	-	0.7839	78.39%
CYP2C9 inhibition	+	0.5959	59.59%
CYP2C19 inhibition	-	0.6338	63.38%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	+	0.6476	64.76%
CYP2C8 inhibition	+	0.8221	82.21%
CYP inhibitory promiscuity	-	0.8204	82.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7924	79.24%
Carcinogenicity (trinary)	Non-required	0.7007	70.07%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.9099	90.99%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8337	83.37%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.7446	74.46%
skin sensitisation	-	0.8617	86.17%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.9397	93.97%
Acute Oral Toxicity (c)	III	0.7741	77.41%
Estrogen receptor binding	+	0.8522	85.22%
Androgen receptor binding	+	0.8172	81.72%
Thyroid receptor binding	+	0.6281	62.81%
Glucocorticoid receptor binding	+	0.7618	76.18%
Aromatase binding	+	0.5523	55.23%
PPAR gamma	+	0.7409	74.09%
Honey bee toxicity	-	0.8218	82.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9721	97.21%

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	99.31%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.97%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.46%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.72%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.53%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.61%	94.45%
CHEMBL3194	P02766	Transthyretin	92.12%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.77%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.35%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.29%	90.71%
CHEMBL2535	P11166	Glucose transporter	88.94%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.13%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.03%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.56%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	84.61%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.84%	89.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.42%	100.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	83.26%	89.33%
CHEMBL4208	P20618	Proteasome component C5	83.22%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.05%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.98%	89.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.41%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.31%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.12%	91.71%
CHEMBL1255126	O15151	Protein Mdm4	81.40%	90.20%

Plants that contains it

• Durio zibethinus

Cross-Links

• PubChem: 162951238
• LOTUS: LTS0275163
• wikiData: Q105142248