(2S,3R,4S,5S,6R)-2-[[(1R,2R,4S,5R,6S,10S)-5,6-dihydroxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 04f1525e-eb46-4dea-adeb-a12090e0aa56
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(1R,2R,4S,5R,6S,10S)-5,6-dihydroxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=COC(C2C1(C(C3C2O3)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CO[C@H]([C@H]2[C@@]1([C@@H]([C@H]3[C@@H]2O3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C14H20O10/c15-3-4-6(16)7(17)8(18)13(22-4)24-12-5-9-10(23-9)11(19)14(5,20)1-2-21-12/h1-2,4-13,15-20H,3H2/t4-,5+,6-,7+,8-,9-,10-,11-,12+,13+,14+/m1/s1
• InChI Key: PWZIGDMWDRKORM-VYCVTKFNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₁₀
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.10564683 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -3.84
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6361	63.61%
Caco-2	-	0.8690	86.90%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5634	56.34%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9615	96.15%
P-glycoprotein inhibitior	-	0.8928	89.28%
P-glycoprotein substrate	-	0.9240	92.40%
CYP3A4 substrate	+	0.5319	53.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.9255	92.55%
CYP2C9 inhibition	-	0.9134	91.34%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.9086	90.86%
CYP1A2 inhibition	-	0.8881	88.81%
CYP2C8 inhibition	-	0.8004	80.04%
CYP inhibitory promiscuity	-	0.8277	82.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9481	94.81%
Skin irritation	-	0.7867	78.67%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4437	44.37%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.8593	85.93%
skin sensitisation	-	0.8449	84.49%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6794	67.94%
Acute Oral Toxicity (c)	III	0.3602	36.02%
Estrogen receptor binding	-	0.7641	76.41%
Androgen receptor binding	-	0.5490	54.90%
Thyroid receptor binding	+	0.5617	56.17%
Glucocorticoid receptor binding	-	0.6040	60.40%
Aromatase binding	+	0.6679	66.79%
PPAR gamma	+	0.6687	66.87%
Honey bee toxicity	-	0.7814	78.14%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	-	0.6188	61.88%

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	96.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.69%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	86.67%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.50%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.31%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.86%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.01%	94.62%

Plants that contains it

• Arbutus unedo
• Retzia capensis
• Thunbergia alata
• Thunbergia fragrans

Cross-Links

• PubChem: 24721154
• LOTUS: LTS0179183
• wikiData: Q104396163