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

Details

• Internal ID: a5057533-ad7f-4f66-8ed2-e48012fe557d
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[4-[6-hydroxy-6-(4-hydroxy-3,5-dimethoxyphenyl)-3,3a,4,6a-tetrahydro-1H-furo[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C3C4COC(C4CO3)(C5=CC(=C(C(=C5)OC)O)OC)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C3C4COC(C4CO3)(C5=CC(=C(C(=C5)OC)O)OC)O
• InChI: InChI=1S/C28H36O14/c1-35-16-7-13(8-17(36-2)21(16)30)28(34)15-11-39-25(14(15)10-40-28)12-5-18(37-3)26(19(6-12)38-4)42-27-24(33)23(32)22(31)20(9-29)41-27/h5-8,14-15,20,22-25,27,29-34H,9-11H2,1-4H3
• InChI Key: MKANRUKEQFCARD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₁₄
• Molecular Weight: 596.60 g/mol
• Exact Mass: 596.21050582 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5940	59.40%
Caco-2	-	0.8542	85.42%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7101	71.01%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8427	84.27%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6304	63.04%
P-glycoprotein substrate	-	0.6177	61.77%
CYP3A4 substrate	+	0.6547	65.47%
CYP2C9 substrate	-	0.6080	60.80%
CYP2D6 substrate	-	0.8039	80.39%
CYP3A4 inhibition	-	0.8819	88.19%
CYP2C9 inhibition	-	0.8654	86.54%
CYP2C19 inhibition	-	0.7683	76.83%
CYP2D6 inhibition	-	0.9208	92.08%
CYP1A2 inhibition	-	0.8916	89.16%
CYP2C8 inhibition	+	0.6462	64.62%
CYP inhibitory promiscuity	-	0.6309	63.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5907	59.07%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.8403	84.03%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.5978	59.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6504	65.04%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8989	89.89%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8755	87.55%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	+	0.7007	70.07%
Androgen receptor binding	+	0.6608	66.08%
Thyroid receptor binding	+	0.6036	60.36%
Glucocorticoid receptor binding	+	0.6872	68.72%
Aromatase binding	+	0.5859	58.59%
PPAR gamma	+	0.6652	66.52%
Honey bee toxicity	-	0.7296	72.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9119	91.19%

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	99.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.03%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.37%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.09%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.99%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.61%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.54%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.10%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.27%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.77%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.61%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.28%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.95%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.51%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.35%	95.56%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.26%	85.49%
CHEMBL226	P30542	Adenosine A1 receptor	81.64%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.32%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.25%	89.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.94%	89.44%

Plants that contains it

• Acanthus ebracteatus

Cross-Links

• PubChem: 163043429
• LOTUS: LTS0243684
• wikiData: Q105165800