[3,4,5-Trihydroxy-6-[4-[3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]oxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: de38d006-6bad-4a63-b0e9-f49a9cca7030
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-[4-[3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]oxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)OC5C(C(C(C(O5)COC(=O)C=CC6=CC(=C(C=C6)O)O)O)O)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)OC5C(C(C(C(O5)COC(=O)C=CC6=CC(=C(C=C6)O)O)O)O)O)OC)O
• InChI: InChI=1S/C35H38O14/c1-43-26-12-18(5-8-23(26)37)33-20-14-47-34(21(20)15-46-33)19-6-9-25(27(13-19)44-2)48-35-32(42)31(41)30(40)28(49-35)16-45-29(39)10-4-17-3-7-22(36)24(38)11-17/h3-13,20-21,28,30-38,40-42H,14-16H2,1-2H3
• InChI Key: KPMZYGUIZDRZNP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₈O₁₄
• Molecular Weight: 682.70 g/mol
• Exact Mass: 682.22615588 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7716	77.16%
Caco-2	-	0.8719	87.19%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	0.5798	57.98%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8050	80.50%
P-glycoprotein inhibitior	+	0.7070	70.70%
P-glycoprotein substrate	-	0.6954	69.54%
CYP3A4 substrate	+	0.6537	65.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.7601	76.01%
CYP2C9 inhibition	-	0.8235	82.35%
CYP2C19 inhibition	-	0.6133	61.33%
CYP2D6 inhibition	-	0.8641	86.41%
CYP1A2 inhibition	-	0.8786	87.86%
CYP2C8 inhibition	+	0.7689	76.89%
CYP inhibitory promiscuity	+	0.5772	57.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5985	59.85%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8227	82.27%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8256	82.56%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9775	97.75%
Acute Oral Toxicity (c)	III	0.5938	59.38%
Estrogen receptor binding	+	0.7694	76.94%
Androgen receptor binding	+	0.6780	67.80%
Thyroid receptor binding	+	0.5787	57.87%
Glucocorticoid receptor binding	+	0.7011	70.11%
Aromatase binding	+	0.5279	52.79%
PPAR gamma	+	0.6824	68.24%
Honey bee toxicity	-	0.7852	78.52%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9845	98.45%

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	99.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	98.72%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.23%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.21%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.63%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.33%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.61%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.88%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.64%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.79%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.45%	92.94%
CHEMBL3194	P02766	Transthyretin	86.30%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.23%	85.14%
CHEMBL4208	P20618	Proteasome component C5	85.42%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.00%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.03%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.32%	92.62%
CHEMBL5028	O14672	ADAM10	81.06%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.37%	95.50%

Plants that contains it

• Baccharis dracunculifolia

Cross-Links

• PubChem: 85384781
• LOTUS: LTS0046133
• wikiData: Q105144285