[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2,3,4-trihydroxybenzoate

Details

• Internal ID: 9ca6e077-1fe6-426a-82e9-e2dcea96947f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2,3,4-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=C(C(=C1C(=O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C(=C1C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O
• InChI: InChI=1S/C13H16O10/c14-3-6-9(18)10(19)11(20)13(22-6)23-12(21)4-1-2-5(15)8(17)7(4)16/h1-2,6,9-11,13-20H,3H2/t6-,9-,10+,11-,13+/m1/s1
• InChI Key: FUUSOIOWAGMHTM-HSQZMIOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₁₀
• Molecular Weight: 332.26 g/mol
• Exact Mass: 332.07434670 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.24
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7179	71.79%
Caco-2	-	0.9151	91.51%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.8785	87.85%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9792	97.92%
P-glycoprotein inhibitior	-	0.9356	93.56%
P-glycoprotein substrate	-	0.9728	97.28%
CYP3A4 substrate	-	0.5383	53.83%
CYP2C9 substrate	-	0.8125	81.25%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.8778	87.78%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.9316	93.16%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9387	93.87%
CYP2C8 inhibition	-	0.7477	74.77%
CYP inhibitory promiscuity	-	0.7465	74.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7410	74.10%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.6228	62.28%
Skin irritation	-	0.8020	80.20%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7029	70.29%
Micronuclear	-	0.5208	52.08%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.7932	79.32%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8309	83.09%
Acute Oral Toxicity (c)	III	0.6875	68.75%
Estrogen receptor binding	+	0.5637	56.37%
Androgen receptor binding	-	0.4880	48.80%
Thyroid receptor binding	-	0.5287	52.87%
Glucocorticoid receptor binding	+	0.5830	58.30%
Aromatase binding	-	0.5266	52.66%
PPAR gamma	+	0.5437	54.37%
Honey bee toxicity	-	0.9080	90.80%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8050	80.50%
Fish aquatic toxicity	-	0.3649	36.49%

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	99.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.82%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.43%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.35%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.48%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.87%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.27%	99.17%

Plants that contains it

• Aristolochia cucurbitifolia
• Kalopanax septemlobus
• Prunus ssiori

Cross-Links

• PubChem: 5317726
• LOTUS: LTS0271048
• wikiData: Q105105608