[(E)-3-[4-[(1R,2S)-1-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxypropan-2-yl]oxy-3-methoxyphenyl]prop-2-enyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 8752cc38-6bc8-43de-9bc6-79daa42814e8
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: [(E)-3-[4-[(1R,2S)-1-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxypropan-2-yl]oxy-3-methoxyphenyl]prop-2-enyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC(C(C2=CC(=C(C=C2)O)OC)O)OC3=C(C=C(C=C3)C=CCOC(=O)C=CC4=CC=C(C=C4)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]([C@@H](C2=CC(=C(C=C2)O)OC)O)OC3=C(C=C(C=C3)/C=C/COC(=O)/C=C/C4=CC=C(C=C4)O)OC)O
• InChI: InChI=1S/C39H38O12/c1-46-33-21-27(8-15-30(33)41)11-19-38(44)50-24-36(39(45)28-12-16-31(42)34(23-28)47-2)51-32-17-9-26(22-35(32)48-3)5-4-20-49-37(43)18-10-25-6-13-29(40)14-7-25/h4-19,21-23,36,39-42,45H,20,24H2,1-3H3/b5-4+,18-10+,19-11+/t36-,39+/m0/s1
• InChI Key: IWBDRHYLRFFEFZ-VGVMNMKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₈O₁₂
• Molecular Weight: 698.70 g/mol
• Exact Mass: 698.23632664 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.84
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9623	96.23%
Caco-2	-	0.8626	86.26%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8284	82.84%
OATP2B1 inhibitior	+	0.5704	57.04%
OATP1B1 inhibitior	+	0.8517	85.17%
OATP1B3 inhibitior	+	0.8676	86.76%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9862	98.62%
P-glycoprotein inhibitior	+	0.8292	82.92%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6042	60.42%
CYP2C9 substrate	-	0.6035	60.35%
CYP2D6 substrate	-	0.8268	82.68%
CYP3A4 inhibition	-	0.7993	79.93%
CYP2C9 inhibition	-	0.5683	56.83%
CYP2C19 inhibition	-	0.7114	71.14%
CYP2D6 inhibition	-	0.8719	87.19%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.6810	68.10%
CYP inhibitory promiscuity	-	0.7653	76.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8245	82.45%
Carcinogenicity (trinary)	Non-required	0.7035	70.35%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.9108	91.08%
Skin corrosion	-	0.9766	97.66%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7639	76.39%
Micronuclear	+	0.5707	57.07%
Hepatotoxicity	-	0.6446	64.46%
skin sensitisation	-	0.7765	77.65%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8637	86.37%
Acute Oral Toxicity (c)	III	0.6959	69.59%
Estrogen receptor binding	+	0.8386	83.86%
Androgen receptor binding	+	0.7671	76.71%
Thyroid receptor binding	+	0.6558	65.58%
Glucocorticoid receptor binding	+	0.7763	77.63%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7462	74.62%
Honey bee toxicity	-	0.8031	80.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9842	98.42%

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	98.69%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.48%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.97%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.94%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.07%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.22%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.18%	85.14%
CHEMBL3194	P02766	Transthyretin	91.10%	90.71%
CHEMBL4208	P20618	Proteasome component C5	90.67%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.45%	89.00%
CHEMBL2535	P11166	Glucose transporter	89.41%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.52%	89.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.28%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.81%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.16%	96.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.16%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.21%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.05%	91.07%

Plants that contains it

• Hibiscus cannabinus

Cross-Links

• PubChem: 101114358
• LOTUS: LTS0059351
• wikiData: Q104399913