[4,5-Dihydroxy-6-[4-[[5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 19afe1f0-78ab-4fa0-93b7-a2ae7653139e
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [4,5-dihydroxy-6-[4-[[5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)CC2COC(C2CO)C3=CC(=C(C=C3)O)OC)OC4C(C(C(C(O4)COC(=O)C=CC5=CC(=C(C=C5)O)OC)OC(=O)C=CC6=CC(=C(C=C6)O)OC)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC2COC(C2CO)C3=CC(=C(C=C3)O)OC)OC4C(C(C(C(O4)COC(=O)C=CC5=CC(=C(C=C5)O)OC)OC(=O)C=CC6=CC(=C(C=C6)O)OC)O)O
• InChI: InChI=1S/C46H50O17/c1-55-35-18-25(5-11-31(35)48)8-15-40(51)59-24-39-45(63-41(52)16-9-26-6-12-32(49)36(19-26)56-2)42(53)43(54)46(62-39)61-34-14-7-27(20-38(34)58-4)17-29-23-60-44(30(29)22-47)28-10-13-33(50)37(21-28)57-3/h5-16,18-21,29-30,39,42-50,53-54H,17,22-24H2,1-4H3
• InChI Key: IIUCUIAFMBFLHJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₀O₁₇
• Molecular Weight: 874.90 g/mol
• Exact Mass: 874.30480012 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 17
• H-Bond Donor: 6
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6258	62.58%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8765	87.65%
OATP2B1 inhibitior	+	0.5617	56.17%
OATP1B1 inhibitior	+	0.8390	83.90%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9326	93.26%
P-glycoprotein inhibitior	+	0.7669	76.69%
P-glycoprotein substrate	-	0.5145	51.45%
CYP3A4 substrate	+	0.7045	70.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.5701	57.01%
CYP2C9 inhibition	-	0.7286	72.86%
CYP2C19 inhibition	-	0.6456	64.56%
CYP2D6 inhibition	-	0.9141	91.41%
CYP1A2 inhibition	-	0.8548	85.48%
CYP2C8 inhibition	+	0.8243	82.43%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5946	59.46%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.8654	86.54%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7502	75.02%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9714	97.14%
Acute Oral Toxicity (c)	III	0.6226	62.26%
Estrogen receptor binding	+	0.7723	77.23%
Androgen receptor binding	+	0.7103	71.03%
Thyroid receptor binding	+	0.5834	58.34%
Glucocorticoid receptor binding	+	0.7085	70.85%
Aromatase binding	-	0.4871	48.71%
PPAR gamma	+	0.7223	72.23%
Honey bee toxicity	-	0.7468	74.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	99.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.24%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.17%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	95.92%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.56%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.45%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.38%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.22%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.96%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.73%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.27%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.95%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.79%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.71%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.41%	92.62%
CHEMBL3194	P02766	Transthyretin	88.69%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.91%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.95%	95.89%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.74%	85.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.21%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.38%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	83.30%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	83.13%	92.50%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.60%	97.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.28%	97.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.18%	80.78%
CHEMBL340	P08684	Cytochrome P450 3A4	80.07%	91.19%

Plants that contains it

• Brucea javanica
• Platycladus orientalis

Cross-Links

• PubChem: 162992800
• LOTUS: LTS0130979
• wikiData: Q105326039