(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R)-3-hydroxy-1-phenylbutan-2-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: f3dafbb5-c13e-4e38-b4cf-e724c943ee5b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R)-3-hydroxy-1-phenylbutan-2-yl]oxyoxane-3,4,5-triol
• InChI: InChI=1S/C16H24O7/c1-9(18)11(7-10-5-3-2-4-6-10)22-16-15(21)14(20)13(19)12(8-17)23-16/h2-6,9,11-21H,7-8H2,1H3/t9-,11-,12-,13-,14+,15-,16-/m1/s1
• InChI Key: VKBNJRWDIJNRML-BRERNLBNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₇
• Molecular Weight: 328.36 g/mol
• Exact Mass: 328.15220310 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 7
• 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	-	0.8252	82.52%
Caco-2	-	0.7952	79.52%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7247	72.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9648	96.48%
P-glycoprotein inhibitior	-	0.9042	90.42%
P-glycoprotein substrate	-	0.9126	91.26%
CYP3A4 substrate	-	0.5431	54.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8043	80.43%
CYP3A4 inhibition	-	0.9337	93.37%
CYP2C9 inhibition	-	0.9065	90.65%
CYP2C19 inhibition	-	0.9154	91.54%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.9220	92.20%
CYP2C8 inhibition	-	0.8700	87.00%
CYP inhibitory promiscuity	-	0.7785	77.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7140	71.40%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9865	98.65%
Skin irritation	-	0.8483	84.83%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4871	48.71%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9160	91.60%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7741	77.41%
Acute Oral Toxicity (c)	III	0.6644	66.44%
Estrogen receptor binding	-	0.6549	65.49%
Androgen receptor binding	-	0.6648	66.48%
Thyroid receptor binding	+	0.5206	52.06%
Glucocorticoid receptor binding	-	0.4880	48.80%
Aromatase binding	-	0.5808	58.08%
PPAR gamma	-	0.5553	55.53%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.4555	45.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.10%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.56%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.43%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.64%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.56%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.55%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.56%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.18%	95.89%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.44%	95.00%

Plants that contains it

• Helichrysum arenarium

Cross-Links

• PubChem: 44203414
• LOTUS: LTS0093913
• wikiData: Q105287648