(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2,3,4-trimethylphenyl)methoxy]oxane-3,4,5-triol

Details

• Internal ID: 9911284f-f49b-4fa9-9937-35f8703a1b91
• 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-[(2,3,4-trimethylphenyl)methoxy]oxane-3,4,5-triol
• InChI: InChI=1S/C16H24O6/c1-8-4-5-11(10(3)9(8)2)7-21-16-15(20)14(19)13(18)12(6-17)22-16/h4-5,12-20H,6-7H2,1-3H3/t12-,13-,14+,15-,16-/m1/s1
• InChI Key: PBKUBJVWRJQWHX-IBEHDNSVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₆
• Molecular Weight: 312.36 g/mol
• Exact Mass: 312.15728848 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8152	81.52%
Caco-2	-	0.7173	71.73%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7116	71.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7550	75.50%
P-glycoprotein inhibitior	-	0.9284	92.84%
P-glycoprotein substrate	-	0.9323	93.23%
CYP3A4 substrate	-	0.5347	53.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8250	82.50%
CYP3A4 inhibition	-	0.9126	91.26%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.8400	84.00%
CYP2C8 inhibition	-	0.6560	65.60%
CYP inhibitory promiscuity	-	0.7909	79.09%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7122	71.22%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9837	98.37%
Skin irritation	-	0.8655	86.55%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4847	48.47%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.8080	80.80%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6092	60.92%
Acute Oral Toxicity (c)	III	0.7143	71.43%
Estrogen receptor binding	-	0.8351	83.51%
Androgen receptor binding	+	0.5449	54.49%
Thyroid receptor binding	-	0.6184	61.84%
Glucocorticoid receptor binding	-	0.7049	70.49%
Aromatase binding	-	0.7482	74.82%
PPAR gamma	-	0.6441	64.41%
Honey bee toxicity	-	0.8507	85.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6460	64.60%

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	94.54%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.37%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.68%	97.36%
CHEMBL2581	P07339	Cathepsin D	88.44%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.11%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.89%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.54%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.21%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.12%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.80%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.11%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.83%	86.33%

Plants that contains it

• Prangos pabularia

Cross-Links

• PubChem: 101010854
• LOTUS: LTS0029653
• wikiData: Q105205240