beta-Miroside

Details

• Internal ID: e5c4db89-02c5-4dc1-b979-13ecae763fed
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 4-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2H-furan-5-one
• SMILES (Canonical): C1C=C(C(=O)O1)COC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1C=C(C(=O)O1)COC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C11H16O8/c12-3-6-7(13)8(14)9(15)11(19-6)18-4-5-1-2-17-10(5)16/h1,6-9,11-15H,2-4H2
• InChI Key: GSLHWELOFRNCTI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₈
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.08451746 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.71
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• beta-Miroside
• CHEMBL1977040
• NSC-684912
• NCI60_030544
• (2-Oxo-2,5-dihydro-3-furanyl)methyl hexopyranoside
• 4-[[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]-2H-furan-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7442	74.42%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8424	84.24%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8198	81.98%
P-glycoprotein inhibitior	-	0.9183	91.83%
P-glycoprotein substrate	-	0.9646	96.46%
CYP3A4 substrate	-	0.5515	55.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.9712	97.12%
CYP2C9 inhibition	-	0.9174	91.74%
CYP2C19 inhibition	-	0.8426	84.26%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.8882	88.82%
CYP2C8 inhibition	-	0.9313	93.13%
CYP inhibitory promiscuity	-	0.8553	85.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7300	73.00%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8282	82.82%
Skin irritation	-	0.8339	83.39%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7355	73.55%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8073	80.73%
skin sensitisation	-	0.8982	89.82%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6078	60.78%
Acute Oral Toxicity (c)	III	0.4637	46.37%
Estrogen receptor binding	-	0.8408	84.08%
Androgen receptor binding	-	0.5467	54.67%
Thyroid receptor binding	-	0.7306	73.06%
Glucocorticoid receptor binding	-	0.6849	68.49%
Aromatase binding	-	0.7091	70.91%
PPAR gamma	+	0.5554	55.54%
Honey bee toxicity	-	0.8453	84.53%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.7124	71.24%

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	97.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.47%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.39%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.18%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.15%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.41%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.31%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.62%	89.00%

Plants that contains it

• Prumnopitys ferruginea

Cross-Links

• PubChem: 389209
• LOTUS: LTS0272037
• wikiData: Q105017259