6-[4-[3a-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-6-yl]-2-methoxyphenoxy]-5-(hydroxymethyl)oxane-2,3,4-triol

Details

• Internal ID: 6dfcfe17-a762-44a3-b3bd-d67a6ea17c50
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 6-[4-[3a-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-6-yl]-2-methoxyphenoxy]-5-(hydroxymethyl)oxane-2,3,4-triol
• InChI: InChI=1S/C26H32O12/c1-33-18-8-13(3-5-16(18)28)23-26(32)11-36-22(15(26)10-35-23)12-4-6-17(19(7-12)34-2)37-25-14(9-27)20(29)21(30)24(31)38-25/h3-8,14-15,20-25,27-32H,9-11H2,1-2H3
• InChI Key: KPZWNZOLVDRTMM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₂
• Molecular Weight: 536.50 g/mol
• Exact Mass: 536.18937645 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6351	63.51%
Caco-2	-	0.8304	83.04%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6650	66.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6548	65.48%
P-glycoprotein inhibitior	+	0.6304	63.04%
P-glycoprotein substrate	-	0.5848	58.48%
CYP3A4 substrate	+	0.6519	65.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8151	81.51%
CYP3A4 inhibition	-	0.8906	89.06%
CYP2C9 inhibition	-	0.9085	90.85%
CYP2C19 inhibition	-	0.8141	81.41%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	-	0.8862	88.62%
CYP2C8 inhibition	+	0.7760	77.60%
CYP inhibitory promiscuity	-	0.8031	80.31%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5668	56.68%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9201	92.01%
Skin irritation	-	0.8199	81.99%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8164	81.64%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8170	81.70%
Acute Oral Toxicity (c)	III	0.5593	55.93%
Estrogen receptor binding	+	0.7657	76.57%
Androgen receptor binding	+	0.6461	64.61%
Thyroid receptor binding	+	0.6144	61.44%
Glucocorticoid receptor binding	+	0.5459	54.59%
Aromatase binding	-	0.5142	51.42%
PPAR gamma	+	0.6538	65.38%
Honey bee toxicity	-	0.7910	79.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8681	86.81%

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	99.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.44%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.35%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	96.95%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.45%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.92%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.99%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.59%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.10%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.81%	89.62%
CHEMBL2581	P07339	Cathepsin D	90.38%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.11%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.78%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.40%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.63%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.18%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.80%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.18%	94.45%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.40%	85.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.33%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.14%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.89%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.96%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.75%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.24%	91.07%

Plants that contains it

• Valeriana prionophylla

Cross-Links

• PubChem: 163044541
• LOTUS: LTS0098081
• wikiData: Q105144430