(2S,3R,4S,5S,6R)-2-[[(1R,2S,4R,5R,6S,7S)-5-hydroxy-3,8-dioxatricyclo[4.4.0.02,4]dec-9-en-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 50896875-47e7-4315-90ac-e815fb4e2c15
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(1R,2S,4R,5R,6S,7S)-5-hydroxy-3,8-dioxatricyclo[4.4.0.02,4]dec-9-en-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=COC(C2C1C3C(C2O)O3)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CO[C@H]([C@H]2[C@@H]1[C@H]3[C@@H]([C@@H]2O)O3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C14H20O9/c15-3-5-7(16)9(18)10(19)14(21-5)23-13-6-4(1-2-20-13)11-12(22-11)8(6)17/h1-2,4-19H,3H2/t4-,5-,6+,7-,8-,9+,10-,11+,12-,13+,14+/m1/s1
• InChI Key: LCDJVEZJCUBANN-OWWWPMKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₉
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.11073221 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.95
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6427	64.27%
Caco-2	-	0.8782	87.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5361	53.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8521	85.21%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9373	93.73%
P-glycoprotein inhibitior	-	0.9007	90.07%
P-glycoprotein substrate	-	0.9274	92.74%
CYP3A4 substrate	+	0.5072	50.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8339	83.39%
CYP3A4 inhibition	-	0.9083	90.83%
CYP2C9 inhibition	-	0.9281	92.81%
CYP2C19 inhibition	-	0.8353	83.53%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	-	0.8850	88.50%
CYP2C8 inhibition	-	0.8177	81.77%
CYP inhibitory promiscuity	-	0.8075	80.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6379	63.79%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9623	96.23%
Skin irritation	-	0.7954	79.54%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6462	64.62%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8662	86.62%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4716	47.16%
Acute Oral Toxicity (c)	III	0.3954	39.54%
Estrogen receptor binding	-	0.8353	83.53%
Androgen receptor binding	-	0.6893	68.93%
Thyroid receptor binding	+	0.5133	51.33%
Glucocorticoid receptor binding	-	0.7632	76.32%
Aromatase binding	+	0.6146	61.46%
PPAR gamma	-	0.4851	48.51%
Honey bee toxicity	-	0.7309	73.09%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.6139	61.39%

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	95.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.49%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	85.19%	83.82%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.98%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	83.96%	95.93%

Plants that contains it

• Hypericum ascyron
• Thunbergia grandiflora

Cross-Links

• PubChem: 162950848
• LOTUS: LTS0187275
• wikiData: Q105151551