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

Details

• Internal ID: 3dcc7c7f-6fd9-43c6-917b-461c711f2604
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives
• IUPAC Name: [(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R)-3-hydroxy-2-phenylpropanoate
• SMILES (Canonical): C1=CC=C(C=C1)C(CO)C(=O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)[C@H](CO)C(=O)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)O
• InChI: InChI=1S/C15H20O8/c16-6-9(8-4-2-1-3-5-8)14(21)23-15-13(20)12(19)11(18)10(7-17)22-15/h1-5,9-13,15-20H,6-7H2/t9-,10-,11-,12+,13-,15+/m0/s1
• InChI Key: NXWQDZYMPJYLPQ-QBOXMOKDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₈
• Molecular Weight: 328.31 g/mol
• Exact Mass: 328.11581759 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.89
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8952	89.52%
Caco-2	-	0.8446	84.46%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7531	75.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9676	96.76%
P-glycoprotein inhibitior	-	0.9359	93.59%
P-glycoprotein substrate	-	0.9786	97.86%
CYP3A4 substrate	-	0.5511	55.11%
CYP2C9 substrate	-	0.6064	60.64%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.9354	93.54%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.9224	92.24%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.9523	95.23%
CYP2C8 inhibition	-	0.9316	93.16%
CYP inhibitory promiscuity	-	0.8187	81.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6969	69.69%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.8680	86.80%
Skin corrosion	-	0.9761	97.61%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7186	71.86%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.9072	90.72%
skin sensitisation	-	0.9103	91.03%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8405	84.05%
Acute Oral Toxicity (c)	III	0.5025	50.25%
Estrogen receptor binding	-	0.6811	68.11%
Androgen receptor binding	-	0.6201	62.01%
Thyroid receptor binding	-	0.6245	62.45%
Glucocorticoid receptor binding	-	0.5778	57.78%
Aromatase binding	-	0.5708	57.08%
PPAR gamma	+	0.5357	53.57%
Honey bee toxicity	-	0.7033	70.33%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	-	0.5990	59.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.77%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.47%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	94.71%	94.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.91%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.64%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.40%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.83%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	84.21%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.77%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.25%	96.00%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 162943510
• LOTUS: LTS0199550
• wikiData: Q105187357