2-[4,5,6-Trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxypropanoic acid

Details

• Internal ID: 1dfa0704-23db-43f3-bce3-820e316f2e9d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives
• IUPAC Name: 2-[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxypropanoic acid
• SMILES (Canonical): CC(C(=O)O)OC1C(OC(C(C1O)O)O)CO
• SMILES (Isomeric): CC(C(=O)O)OC1C(OC(C(C1O)O)O)CO
• InChI: InChI=1S/C9H16O8/c1-3(8(13)14)16-7-4(2-10)17-9(15)6(12)5(7)11/h3-7,9-12,15H,2H2,1H3,(H,13,14)
• InChI Key: VRALXRNJCAEGAU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O₈
• Molecular Weight: 252.22 g/mol
• Exact Mass: 252.08451746 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8900	89.00%
Caco-2	-	0.9418	94.18%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8118	81.18%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9760	97.60%
P-glycoprotein inhibitior	-	0.9613	96.13%
P-glycoprotein substrate	-	0.9726	97.26%
CYP3A4 substrate	-	0.5859	58.59%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.9444	94.44%
CYP2C9 inhibition	-	0.9538	95.38%
CYP2C19 inhibition	-	0.9664	96.64%
CYP2D6 inhibition	-	0.9543	95.43%
CYP1A2 inhibition	-	0.9648	96.48%
CYP2C8 inhibition	-	0.9798	97.98%
CYP inhibitory promiscuity	-	0.9258	92.58%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7678	76.78%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9712	97.12%
Skin irritation	-	0.8437	84.37%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7552	75.52%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.6944	69.44%
skin sensitisation	-	0.9328	93.28%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6525	65.25%
Acute Oral Toxicity (c)	III	0.4871	48.71%
Estrogen receptor binding	-	0.7804	78.04%
Androgen receptor binding	-	0.7237	72.37%
Thyroid receptor binding	+	0.5567	55.67%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6546	65.46%
PPAR gamma	-	0.6682	66.82%
Honey bee toxicity	-	0.9225	92.25%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8489	84.89%
Fish aquatic toxicity	-	0.8870	88.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.95%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.53%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.97%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.24%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.04%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.30%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	81.30%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.47%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76374779
• LOTUS: LTS0218935
• wikiData: Q105291651