2,2-Dimethyl-3-oxo-3-[(3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl)methoxy]propanoic acid

Details

• Internal ID: eead9b96-2189-4cd5-ae66-d13ebcad7737
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2,2-dimethyl-3-oxo-3-[(3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl)methoxy]propanoic acid
• SMILES (Canonical): CC(C)(C(=O)O)C(=O)OCC1C(C(C(C(O1)OCC2=CC=CC=C2)O)O)O
• SMILES (Isomeric): CC(C)(C(=O)O)C(=O)OCC1C(C(C(C(O1)OCC2=CC=CC=C2)O)O)O
• InChI: InChI=1S/C18H24O9/c1-18(2,16(22)23)17(24)26-9-11-12(19)13(20)14(21)15(27-11)25-8-10-6-4-3-5-7-10/h3-7,11-15,19-21H,8-9H2,1-2H3,(H,22,23)
• InChI Key: RIEWBBNEIJASAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₉
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.14203234 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.34
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8188	81.88%
Caco-2	-	0.7839	78.39%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8645	86.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5067	50.67%
P-glycoprotein inhibitior	-	0.7018	70.18%
P-glycoprotein substrate	-	0.9589	95.89%
CYP3A4 substrate	+	0.5347	53.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.9349	93.49%
CYP2C9 inhibition	-	0.7150	71.50%
CYP2C19 inhibition	-	0.8808	88.08%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.8920	89.20%
CYP2C8 inhibition	+	0.4461	44.61%
CYP inhibitory promiscuity	-	0.8824	88.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6514	65.14%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9501	95.01%
Skin irritation	-	0.8714	87.14%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5509	55.09%
Micronuclear	-	0.6026	60.26%
Hepatotoxicity	-	0.7643	76.43%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7429	74.29%
Acute Oral Toxicity (c)	III	0.7230	72.30%
Estrogen receptor binding	+	0.6715	67.15%
Androgen receptor binding	-	0.6017	60.17%
Thyroid receptor binding	-	0.5333	53.33%
Glucocorticoid receptor binding	+	0.6516	65.16%
Aromatase binding	-	0.5961	59.61%
PPAR gamma	+	0.6181	61.81%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7937	79.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.64%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.43%	85.31%
CHEMBL3401	O75469	Pregnane X receptor	91.92%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.10%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.35%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.85%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.36%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.11%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.29%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.51%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.28%	95.50%

Plants that contains it

• Carica papaya

Cross-Links

• PubChem: 163101281
• LOTUS: LTS0270211
• wikiData: Q105236797