(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(5-methylidene-2H-furan-3-yl)oxy]oxane-3,4,5-triol

Details

• Internal ID: 698fb6ac-fc11-405f-9b5a-6638ca81a0f8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(5-methylidene-2H-furan-3-yl)oxy]oxane-3,4,5-triol
• SMILES (Canonical): C=C1C=C(CO1)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C=C1C=C(CO1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C11H16O7/c1-5-2-6(4-16-5)17-11-10(15)9(14)8(13)7(3-12)18-11/h2,7-15H,1,3-4H2/t7-,8-,9+,10-,11-/m1/s1
• InChI Key: YFLYYNILOZPVCQ-KAMPLNKDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₇
• Molecular Weight: 260.24 g/mol
• Exact Mass: 260.08960285 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8858	88.58%
Caco-2	-	0.8200	82.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7188	71.88%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8970	89.70%
P-glycoprotein inhibitior	-	0.9613	96.13%
P-glycoprotein substrate	-	0.9479	94.79%
CYP3A4 substrate	-	0.5398	53.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	-	0.9194	91.94%
CYP2C9 inhibition	-	0.9212	92.12%
CYP2C19 inhibition	-	0.8389	83.89%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	-	0.8955	89.55%
CYP2C8 inhibition	-	0.8875	88.75%
CYP inhibitory promiscuity	-	0.7893	78.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.8450	84.50%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7221	72.21%
Micronuclear	-	0.8441	84.41%
Hepatotoxicity	-	0.8052	80.52%
skin sensitisation	-	0.8853	88.53%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7702	77.02%
Acute Oral Toxicity (c)	III	0.4730	47.30%
Estrogen receptor binding	-	0.7402	74.02%
Androgen receptor binding	-	0.6267	62.67%
Thyroid receptor binding	+	0.5758	57.58%
Glucocorticoid receptor binding	+	0.6847	68.47%
Aromatase binding	-	0.5081	50.81%
PPAR gamma	+	0.6877	68.77%
Honey bee toxicity	-	0.7961	79.61%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	-	0.5769	57.69%

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	96.82%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	91.36%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.85%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.54%	100.00%
CHEMBL3589	P55263	Adenosine kinase	83.45%	98.05%
CHEMBL2581	P07339	Cathepsin D	82.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.47%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.80%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.73%	96.61%

Plants that contains it

• Morus alba
• Mutisia friesiana

Cross-Links

• PubChem: 162868190
• LOTUS: LTS0198094
• wikiData: Q105159682