[3,4,5-Trihydroxy-6-[[7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]oxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: 4f73920d-4912-4b0f-8588-476e9c9852ea
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-[[7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]oxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2C(C(CC3=CC(=C(C(=C23)OC)O)OC)CO)COC4C(C(C(C(O4)COC(=O)C5=CC(=C(C=C5)O)OC)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C2C(C(CC3=CC(=C(C(=C23)OC)O)OC)CO)COC4C(C(C(C(O4)COC(=O)C5=CC(=C(C=C5)O)OC)O)O)O
• InChI: InChI=1S/C36H44O16/c1-45-22-9-16(6-7-21(22)38)35(44)50-15-26-30(40)32(42)33(43)36(52-26)51-14-20-19(13-37)8-17-10-25(48-4)31(41)34(49-5)28(17)27(20)18-11-23(46-2)29(39)24(12-18)47-3/h6-7,9-12,19-20,26-27,30,32-33,36-43H,8,13-15H2,1-5H3
• InChI Key: LVQMXTVSQMYOHE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₁₆
• Molecular Weight: 732.70 g/mol
• Exact Mass: 732.26293531 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4585	45.85%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6312	63.12%
OATP2B1 inhibitior	-	0.5783	57.83%
OATP1B1 inhibitior	+	0.8165	81.65%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7665	76.65%
P-glycoprotein inhibitior	+	0.6952	69.52%
P-glycoprotein substrate	-	0.5490	54.90%
CYP3A4 substrate	+	0.6524	65.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8233	82.33%
CYP3A4 inhibition	-	0.9067	90.67%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.8670	86.70%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.7936	79.36%
CYP2C8 inhibition	+	0.7933	79.33%
CYP inhibitory promiscuity	-	0.6892	68.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6957	69.57%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9127	91.27%
Skin irritation	-	0.8525	85.25%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7820	78.20%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9309	93.09%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9546	95.46%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.8491	84.91%
Androgen receptor binding	+	0.7044	70.44%
Thyroid receptor binding	+	0.5491	54.91%
Glucocorticoid receptor binding	+	0.7770	77.70%
Aromatase binding	+	0.6000	60.00%
PPAR gamma	+	0.6968	69.68%
Honey bee toxicity	-	0.8079	80.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8811	88.11%

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	99.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.58%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.52%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.50%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.67%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.31%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.88%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.45%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.25%	96.00%
CHEMBL3194	P02766	Transthyretin	86.92%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.42%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.29%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.08%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.01%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	84.95%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.31%	95.89%
CHEMBL2535	P11166	Glucose transporter	83.12%	98.75%
CHEMBL2581	P07339	Cathepsin D	82.46%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.18%	92.94%

Plants that contains it

• Fernandoa adenophylla
• Lysidice brevicalyx

Cross-Links

• PubChem: 73880644
• LOTUS: LTS0150098
• wikiData: Q105157993