(2R,3R,4S,5S,6R)-2-[[(1R,2R,4R)-2,4-dihydroxy-1,2,3,4-tetrahydronaphthalen-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: f0b6419e-b5ea-4c72-9a0f-74ee14f2983b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,2R,4R)-2,4-dihydroxy-1,2,3,4-tetrahydronaphthalen-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C16H22O8/c17-6-11-12(20)13(21)14(22)16(23-11)24-15-8-4-2-1-3-7(8)9(18)5-10(15)19/h1-4,9-22H,5-6H2/t9-,10-,11-,12-,13+,14-,15-,16+/m1/s1
• InChI Key: IVNNXCSCPULXIU-LOLSQTELSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₈
• Molecular Weight: 342.34 g/mol
• Exact Mass: 342.13146766 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.66
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

• BDBM50535804

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6511	65.11%
Caco-2	-	0.8334	83.34%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.4360	43.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9819	98.19%
P-glycoprotein inhibitior	-	0.9012	90.12%
P-glycoprotein substrate	-	0.9418	94.18%
CYP3A4 substrate	-	0.5098	50.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7574	75.74%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9560	95.60%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.8946	89.46%
CYP1A2 inhibition	-	0.8786	87.86%
CYP2C8 inhibition	-	0.7548	75.48%
CYP inhibitory promiscuity	-	0.8981	89.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6954	69.54%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9469	94.69%
Skin irritation	-	0.8168	81.68%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4685	46.85%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.7710	77.10%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7359	73.59%
Acute Oral Toxicity (c)	III	0.4936	49.36%
Estrogen receptor binding	-	0.7031	70.31%
Androgen receptor binding	-	0.5281	52.81%
Thyroid receptor binding	-	0.4925	49.25%
Glucocorticoid receptor binding	-	0.7399	73.99%
Aromatase binding	-	0.5942	59.42%
PPAR gamma	+	0.6007	60.07%
Honey bee toxicity	-	0.8688	86.88%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.6228	62.28%

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	98.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.06%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.08%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.59%	95.83%
CHEMBL2581	P07339	Cathepsin D	82.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.47%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.14%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.29%	97.25%

Plants that contains it

• Cyclocarya paliurus

Cross-Links

• PubChem: 44520379
• LOTUS: LTS0209108
• wikiData: Q105121149