[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate

Details

• Internal ID: 92b8047c-a9ad-48f2-b142-bcd7e1d883cb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate
• SMILES (Canonical): COC1C(C(C(C(O1)COC(=O)C2=CC=CC=C2)O)O)O
• SMILES (Isomeric): CO[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)COC(=O)C2=CC=CC=C2)O)O)O
• InChI: InChI=1S/C14H18O7/c1-19-14-12(17)11(16)10(15)9(21-14)7-20-13(18)8-5-3-2-4-6-8/h2-6,9-12,14-17H,7H2,1H3/t9-,10-,11+,12-,14-/m0/s1
• InChI Key: IYYLWUBYNBJYNW-HNRZYHPDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₇
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.10525291 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.70
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8170	81.70%
Caco-2	-	0.6688	66.88%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7872	78.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9305	93.05%
P-glycoprotein inhibitior	-	0.9240	92.40%
P-glycoprotein substrate	-	0.9707	97.07%
CYP3A4 substrate	-	0.5394	53.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	-	0.9200	92.00%
CYP2C9 inhibition	-	0.9007	90.07%
CYP2C19 inhibition	-	0.9205	92.05%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.9163	91.63%
CYP2C8 inhibition	+	0.4459	44.59%
CYP inhibitory promiscuity	-	0.7935	79.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7046	70.46%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.7786	77.86%
Skin irritation	-	0.8366	83.66%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7078	70.78%
Micronuclear	-	0.5308	53.08%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.8748	87.48%
Acute Oral Toxicity (c)	III	0.7491	74.91%
Estrogen receptor binding	-	0.6555	65.55%
Androgen receptor binding	-	0.7552	75.52%
Thyroid receptor binding	-	0.6709	67.09%
Glucocorticoid receptor binding	-	0.8282	82.82%
Aromatase binding	-	0.7508	75.08%
PPAR gamma	-	0.6805	68.05%
Honey bee toxicity	-	0.9501	95.01%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	-	0.5680	56.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.02%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.22%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	88.60%	90.17%
CHEMBL2581	P07339	Cathepsin D	88.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.69%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.53%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.22%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.18%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.12%	96.00%
CHEMBL5028	O14672	ADAM10	82.59%	97.50%

Plants that contains it

• Scolopia spinosa

Cross-Links

• PubChem: 162955983
• LOTUS: LTS0207409
• wikiData: Q105123058