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

Details

• Internal ID: 414f0aca-ba93-4bbd-9099-d8862bf99b78
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives
• IUPAC Name: 3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-phenylmethoxyoxan-3-yl]oxy-2,2-dimethyl-3-oxopropanoic acid
• InChI: InChI=1S/C18H24O9/c1-18(2,16(22)23)17(24)27-14-13(21)12(20)11(8-19)26-15(14)25-9-10-6-4-3-5-7-10/h3-7,11-15,19-21H,8-9H2,1-2H3,(H,22,23)/t11-,12-,13+,14-,15-/m1/s1
• InChI Key: FBAWPFOXNWRKOI-UXXRCYHCSA-N
• Popularity: 2 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	-	0.8414	84.14%
Caco-2	-	0.7770	77.70%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8534	85.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8430	84.30%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8079	80.79%
P-glycoprotein inhibitior	-	0.7716	77.16%
P-glycoprotein substrate	-	0.9346	93.46%
CYP3A4 substrate	+	0.5193	51.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8850	88.50%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8246	82.46%
CYP2C19 inhibition	-	0.9145	91.45%
CYP2D6 inhibition	-	0.9496	94.96%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	-	0.6336	63.36%
CYP inhibitory promiscuity	-	0.8914	89.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6927	69.27%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9665	96.65%
Skin irritation	-	0.8800	88.00%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6126	61.26%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8795	87.95%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7330	73.30%
Acute Oral Toxicity (c)	III	0.6579	65.79%
Estrogen receptor binding	+	0.6473	64.73%
Androgen receptor binding	-	0.5186	51.86%
Thyroid receptor binding	+	0.5378	53.78%
Glucocorticoid receptor binding	+	0.5560	55.60%
Aromatase binding	-	0.6003	60.03%
PPAR gamma	-	0.4908	49.08%
Honey bee toxicity	-	0.8685	86.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.6578	65.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.26%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.59%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.02%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.83%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.98%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.97%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.12%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.89%	94.62%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.48%	97.53%

Plants that contains it

• Carica papaya

Cross-Links

• PubChem: 163076428
• LOTUS: LTS0089224
• wikiData: Q104992529