(2S,3R,4R,5S,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(6-hydroxy-1,3-benzodioxol-5-yl)oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: 65294d38-2cad-4bd0-bf51-f1bdd509ced7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4R,5S,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(6-hydroxy-1,3-benzodioxol-5-yl)oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• InChI: InChI=1S/C19H26O13/c1-6-12(21)14(23)16(25)18(30-6)27-4-11-13(22)15(24)17(26)19(32-11)31-8-3-10-9(2-7(8)20)28-5-29-10/h2-3,6,11-26H,4-5H2,1H3/t6-,11+,12-,13+,14+,15-,16-,17+,18+,19+/m0/s1
• InChI Key: YHYFHJSMULXPSX-REEGTYNVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₁₃
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.13734088 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.85
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4871	48.71%
Caco-2	-	0.8751	87.51%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6592	65.92%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8130	81.30%
P-glycoprotein inhibitior	-	0.8664	86.64%
P-glycoprotein substrate	-	0.8370	83.70%
CYP3A4 substrate	+	0.5097	50.97%
CYP2C9 substrate	-	0.6198	61.98%
CYP2D6 substrate	-	0.7930	79.30%
CYP3A4 inhibition	-	0.6765	67.65%
CYP2C9 inhibition	-	0.7692	76.92%
CYP2C19 inhibition	-	0.5773	57.73%
CYP2D6 inhibition	-	0.7647	76.47%
CYP1A2 inhibition	-	0.7853	78.53%
CYP2C8 inhibition	-	0.7876	78.76%
CYP inhibitory promiscuity	+	0.6315	63.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4520	45.20%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.8014	80.14%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5334	53.34%
Micronuclear	+	0.5918	59.18%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8310	83.10%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7879	78.79%
Acute Oral Toxicity (c)	III	0.6801	68.01%
Estrogen receptor binding	+	0.6369	63.69%
Androgen receptor binding	-	0.7007	70.07%
Thyroid receptor binding	+	0.5771	57.71%
Glucocorticoid receptor binding	-	0.5446	54.46%
Aromatase binding	+	0.6432	64.32%
PPAR gamma	+	0.6727	67.27%
Honey bee toxicity	-	0.8750	87.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	+	0.7054	70.54%

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	99.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.79%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	91.16%	95.93%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.68%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.65%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.68%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.89%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.88%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.49%	82.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.01%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.27%	89.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.26%	93.40%
CHEMBL4208	P20618	Proteasome component C5	83.92%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.82%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.48%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.35%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	82.15%	91.49%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.58%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.17%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.60%	95.56%

Plants that contains it

• Illicium difengpi

Cross-Links

• PubChem: 46887086
• LOTUS: LTS0087843
• wikiData: Q105348671