3-[3,5-Dihydroxy-2-(hydroxymethyl)-6-phenylmethoxyoxan-4-yl]oxy-2,2-dimethyl-3-oxopropanoic acid

Details

• Internal ID: c0b5826d-3544-4cbf-bc1d-0908491e21b6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives
• IUPAC Name: 3-[3,5-dihydroxy-2-(hydroxymethyl)-6-phenylmethoxyoxan-4-yl]oxy-2,2-dimethyl-3-oxopropanoic acid
• SMILES (Canonical): CC(C)(C(=O)O)C(=O)OC1C(C(OC(C1O)OCC2=CC=CC=C2)CO)O
• SMILES (Isomeric): CC(C)(C(=O)O)C(=O)OC1C(C(OC(C1O)OCC2=CC=CC=C2)CO)O
• InChI: InChI=1S/C18H24O9/c1-18(2,16(22)23)17(24)27-14-12(20)11(8-19)26-15(13(14)21)25-9-10-6-4-3-5-7-10/h3-7,11-15,19-21H,8-9H2,1-2H3,(H,22,23)
• InChI Key: NOJVLGULDLQDHP-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: 0.50
• 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	-	0.7194	71.94%
Caco-2	-	0.7061	70.61%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7533	75.33%
P-glycoprotein inhibitior	-	0.7699	76.99%
P-glycoprotein substrate	-	0.9170	91.70%
CYP3A4 substrate	+	0.5380	53.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.9285	92.85%
CYP2C9 inhibition	-	0.7532	75.32%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.9311	93.11%
CYP2C8 inhibition	-	0.6059	60.59%
CYP inhibitory promiscuity	-	0.8042	80.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6853	68.53%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9347	93.47%
Skin irritation	-	0.8791	87.91%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5076	50.76%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	-	0.8750	87.50%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5579	55.79%
Acute Oral Toxicity (c)	III	0.6683	66.83%
Estrogen receptor binding	+	0.6471	64.71%
Androgen receptor binding	-	0.5312	53.12%
Thyroid receptor binding	+	0.5206	52.06%
Glucocorticoid receptor binding	-	0.4867	48.67%
Aromatase binding	-	0.6551	65.51%
PPAR gamma	+	0.5645	56.45%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.3793	37.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.01%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.56%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.47%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.13%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.54%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.14%	94.23%

Plants that contains it

• Carica papaya

Cross-Links

• PubChem: 163093365
• LOTUS: LTS0191488
• wikiData: Q105182607