3-Hydroxy-4-oxo-4-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]butanoic acid

Details

• Internal ID: 2abf23f5-2a1c-4e9f-9ef3-abff709c4e27
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: 3-hydroxy-4-oxo-4-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]butanoic acid
• SMILES (Canonical): C(C1C(C(C(C(O1)O)O)O)O)OC(=O)C(CC(=O)O)O
• SMILES (Isomeric): C(C1C(C(C(C(O1)O)O)O)O)OC(=O)C(CC(=O)O)O
• InChI: InChI=1S/C10H16O10/c11-3(1-5(12)13)9(17)19-2-4-6(14)7(15)8(16)10(18)20-4/h3-4,6-8,10-11,14-16,18H,1-2H2,(H,12,13)
• InChI Key: LTGWOUXMVWPYGH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₁₀
• Molecular Weight: 296.23 g/mol
• Exact Mass: 296.07434670 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -3.83
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8991	89.91%
Caco-2	-	0.9397	93.97%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7775	77.75%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9269	92.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9420	94.20%
P-glycoprotein inhibitior	-	0.9436	94.36%
P-glycoprotein substrate	-	0.9805	98.05%
CYP3A4 substrate	-	0.5492	54.92%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.9630	96.30%
CYP2C9 inhibition	-	0.9703	97.03%
CYP2C19 inhibition	-	0.9627	96.27%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	-	0.9773	97.73%
CYP2C8 inhibition	-	0.9319	93.19%
CYP inhibitory promiscuity	-	0.9912	99.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7805	78.05%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9262	92.62%
Skin irritation	-	0.8399	83.99%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8328	83.28%
Micronuclear	-	0.5967	59.67%
Hepatotoxicity	-	0.6527	65.27%
skin sensitisation	-	0.9349	93.49%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7577	75.77%
Acute Oral Toxicity (c)	III	0.5311	53.11%
Estrogen receptor binding	-	0.7474	74.74%
Androgen receptor binding	-	0.6882	68.82%
Thyroid receptor binding	-	0.6009	60.09%
Glucocorticoid receptor binding	-	0.6234	62.34%
Aromatase binding	-	0.6812	68.12%
PPAR gamma	-	0.6868	68.68%
Honey bee toxicity	-	0.7567	75.67%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.6622	66.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.82%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.51%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.65%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.64%	98.95%
CHEMBL3776	Q14790	Caspase-8	85.03%	97.06%
CHEMBL221	P23219	Cyclooxygenase-1	84.96%	90.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.19%	86.92%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.97%	92.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.91%	95.89%

Plants that contains it

• Aloe vera
• Bartlettina karwinskiana
• Calea clematidea
• Cassinia aculeata
• Liriodendron tulipifera

Cross-Links

• PubChem: 72761399
• LOTUS: LTS0134756
• wikiData: Q105276893