Methyl 7-(hydroxymethyl)-8-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxole-6-carboxylate

Details

• Internal ID: e919c166-d77e-4fd0-b6f9-2d70446a6ae9
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: methyl 7-(hydroxymethyl)-8-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxole-6-carboxylate
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)C2C(C(C(C3=CC4=C(C=C23)OCO4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)CO)C(=O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)C2C(C(C(C3=CC4=C(C=C23)OCO4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)CO)C(=O)OC
• InChI: InChI=1S/C35H46O19/c1-45-19-5-13(6-20(46-2)32(19)47-3)23-14-7-17-18(51-12-50-17)8-15(14)31(16(9-36)24(23)33(44)48-4)54-35-30(43)28(41)26(39)22(53-35)11-49-34-29(42)27(40)25(38)21(10-37)52-34/h5-8,16,21-31,34-43H,9-12H2,1-4H3
• InChI Key: NIVNNGDLABRQBL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₉
• Molecular Weight: 770.70 g/mol
• Exact Mass: 770.26332923 g/mol
• Topological Polar Surface Area (TPSA): 271.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.33
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5948	59.48%
Caco-2	-	0.8779	87.79%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6138	61.38%
OATP2B1 inhibitior	-	0.8658	86.58%
OATP1B1 inhibitior	+	0.8114	81.14%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7924	79.24%
P-glycoprotein inhibitior	+	0.5754	57.54%
P-glycoprotein substrate	-	0.6244	62.44%
CYP3A4 substrate	+	0.6713	67.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.6952	69.52%
CYP2C9 inhibition	-	0.8203	82.03%
CYP2C19 inhibition	-	0.7727	77.27%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.9313	93.13%
CYP2C8 inhibition	+	0.6675	66.75%
CYP inhibitory promiscuity	+	0.6031	60.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5937	59.37%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.8298	82.98%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7781	77.81%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.7841	78.41%
skin sensitisation	-	0.8894	88.94%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5282	52.82%
Acute Oral Toxicity (c)	III	0.7638	76.38%
Estrogen receptor binding	+	0.8567	85.67%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	+	0.5453	54.53%
Glucocorticoid receptor binding	+	0.6611	66.11%
Aromatase binding	+	0.5243	52.43%
PPAR gamma	+	0.6762	67.62%
Honey bee toxicity	-	0.7070	70.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.7723	77.23%

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	99.39%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.92%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.69%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.48%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.89%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.64%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.48%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.47%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.90%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.54%	98.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.08%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	85.53%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.88%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.69%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.13%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.93%	89.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.64%	94.80%
CHEMBL2581	P07339	Cathepsin D	81.32%	98.95%

Plants that contains it

• Podophyllum hexandrum

Cross-Links

• PubChem: 85303190
• LOTUS: LTS0115628
• wikiData: Q105180011