2-[3-Hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-[4-[3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 75fc494f-572c-453a-984f-f05843faf52c
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-[4-[3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)OC(COC5C(C(C(C(O5)CO)O)O)O)C(C6=CC(=C(C=C6)O)OC)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)OC(COC5C(C(C(C(O5)CO)O)O)O)C(C6=CC(=C(C=C6)O)OC)O)OC)O
• InChI: InChI=1S/C36H44O15/c1-44-25-10-17(4-7-22(25)38)30(40)29(16-49-36-33(43)32(42)31(41)28(13-37)51-36)50-24-9-6-19(12-27(24)46-3)35-21-15-47-34(20(21)14-48-35)18-5-8-23(39)26(11-18)45-2/h4-12,20-21,28-43H,13-16H2,1-3H3
• InChI Key: ACAJCAKDKUCJJV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₁₅
• Molecular Weight: 716.70 g/mol
• Exact Mass: 716.26802069 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 15
• 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	+	0.5448	54.48%
Caco-2	-	0.8766	87.66%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7094	70.94%
OATP2B1 inhibitior	-	0.5831	58.31%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6026	60.26%
P-glycoprotein inhibitior	+	0.6701	67.01%
P-glycoprotein substrate	-	0.5212	52.12%
CYP3A4 substrate	+	0.6220	62.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.8850	88.50%
CYP2C9 inhibition	-	0.8524	85.24%
CYP2C19 inhibition	-	0.7622	76.22%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.8720	87.20%
CYP2C8 inhibition	+	0.4873	48.73%
CYP inhibitory promiscuity	-	0.5471	54.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5993	59.93%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9151	91.51%
Skin irritation	-	0.8460	84.60%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7619	76.19%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9529	95.29%
Acute Oral Toxicity (c)	III	0.6521	65.21%
Estrogen receptor binding	+	0.7887	78.87%
Androgen receptor binding	+	0.6196	61.96%
Thyroid receptor binding	+	0.5666	56.66%
Glucocorticoid receptor binding	+	0.6682	66.82%
Aromatase binding	-	0.5057	50.57%
PPAR gamma	+	0.6669	66.69%
Honey bee toxicity	-	0.7913	79.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9093	90.93%

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	99.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.22%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.74%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	95.13%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.28%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.65%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.09%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.87%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.15%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	87.70%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.59%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.87%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.70%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.16%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.11%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.25%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.71%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.20%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.62%	97.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.00%	90.24%
CHEMBL4581	P52732	Kinesin-like protein 1	80.59%	93.18%
CHEMBL2535	P11166	Glucose transporter	80.43%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.31%	94.45%

Plants that contains it

• Baccharis dracunculifolia

Cross-Links

• PubChem: 85356401
• LOTUS: LTS0120148
• wikiData: Q104908980