3-[1-Methylidene-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl]propanoic acid

Details

• Internal ID: 29f4e012-b6a2-4b88-b0d1-96cc60e245bf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 3-[1-methylidene-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl]propanoic acid
• InChI: InChI=1S/C20H24O10/c1-8-7-27-19-13(8)14-10(28-19)4-2-9(3-5-12(22)23)18(14)30-20-17(26)16(25)15(24)11(6-21)29-20/h2,4,11,13,15-17,19-21,24-26H,1,3,5-7H2,(H,22,23)
• InChI Key: AXYSIKOPDGEKMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₁₀
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.13694696 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7288	72.88%
Caco-2	-	0.8339	83.39%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6630	66.30%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7389	73.89%
P-glycoprotein inhibitior	-	0.8232	82.32%
P-glycoprotein substrate	-	0.8154	81.54%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.8397	83.97%
CYP2C9 inhibition	-	0.8241	82.41%
CYP2C19 inhibition	-	0.6895	68.95%
CYP2D6 inhibition	-	0.7588	75.88%
CYP1A2 inhibition	-	0.7472	74.72%
CYP2C8 inhibition	+	0.4814	48.14%
CYP inhibitory promiscuity	-	0.7095	70.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.7787	77.87%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4129	41.29%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.7069	70.69%
skin sensitisation	-	0.7521	75.21%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9018	90.18%
Acute Oral Toxicity (c)	III	0.5154	51.54%
Estrogen receptor binding	+	0.6577	65.77%
Androgen receptor binding	+	0.6343	63.43%
Thyroid receptor binding	-	0.5225	52.25%
Glucocorticoid receptor binding	+	0.5846	58.46%
Aromatase binding	+	0.6627	66.27%
PPAR gamma	+	0.7152	71.52%
Honey bee toxicity	-	0.7485	74.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7455	74.55%
Fish aquatic toxicity	+	0.8559	85.59%

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	95.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.17%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.21%	97.09%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	86.61%	98.00%
CHEMBL2581	P07339	Cathepsin D	86.55%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.44%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.87%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.71%	96.61%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.44%	96.37%
CHEMBL3401	O75469	Pregnane X receptor	80.54%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162973526
• LOTUS: LTS0091693
• wikiData: Q104920920