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

Details

• Internal ID: e01be211-eaa1-429a-91ed-90e776261ff3
• 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-hydroxy-5-methylbenzoate
• SMILES (Canonical): CC1=CC(=C(C=C1)O)C(=O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC1=CC(=C(C=C1)O)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C14H18O8/c1-6-2-3-8(16)7(4-6)13(20)22-14-12(19)11(18)10(17)9(5-15)21-14/h2-4,9-12,14-19H,5H2,1H3/t9-,10-,11+,12-,14+/m1/s1
• InChI Key: MSQSKCGHEBBXTE-DIACKHNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₈
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.10016753 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -1.34
• H-Bond Acceptor: 8
• 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	-	0.6968	69.68%
Caco-2	-	0.9158	91.58%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9322	93.22%
P-glycoprotein inhibitior	-	0.9350	93.50%
P-glycoprotein substrate	-	0.9710	97.10%
CYP3A4 substrate	-	0.5203	52.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8779	87.79%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.9323	93.23%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.8956	89.56%
CYP2C8 inhibition	-	0.7217	72.17%
CYP inhibitory promiscuity	-	0.6895	68.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7453	74.53%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8851	88.51%
Skin irritation	-	0.8162	81.62%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6653	66.53%
Micronuclear	-	0.5108	51.08%
Hepatotoxicity	-	0.6802	68.02%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7580	75.80%
Acute Oral Toxicity (c)	III	0.7648	76.48%
Estrogen receptor binding	-	0.6337	63.37%
Androgen receptor binding	-	0.6090	60.90%
Thyroid receptor binding	-	0.5898	58.98%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6112	61.12%
PPAR gamma	-	0.5295	52.95%
Honey bee toxicity	-	0.9207	92.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.6459	64.59%

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	97.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.20%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.21%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.66%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.58%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.02%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.36%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.73%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.71%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.29%	89.00%

Plants that contains it

• Entada phaseoloides

Cross-Links

• PubChem: 162890591
• LOTUS: LTS0064048
• wikiData: Q105171349