4-Hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoic acid

Details

• Internal ID: b05f91f0-191f-45f8-a9cc-c4e9678b37e2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoic acid
• SMILES (Canonical): C(C1C(C(C(C(O1)OC(CC(=O)O)CO)O)O)O)O
• SMILES (Isomeric): C(C1C(C(C(C(O1)OC(CC(=O)O)CO)O)O)O)O
• InChI: InChI=1S/C10H18O9/c11-2-4(1-6(13)14)18-10-9(17)8(16)7(15)5(3-12)19-10/h4-5,7-12,15-17H,1-3H2,(H,13,14)
• InChI Key: XBHPIDRJPMHODV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₉
• Molecular Weight: 282.24 g/mol
• Exact Mass: 282.09508215 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.36
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9186	91.86%
Caco-2	-	0.9290	92.90%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7319	73.19%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9797	97.97%
P-glycoprotein inhibitior	-	0.9561	95.61%
P-glycoprotein substrate	-	0.9781	97.81%
CYP3A4 substrate	-	0.5382	53.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.9727	97.27%
CYP2C9 inhibition	-	0.9753	97.53%
CYP2C19 inhibition	-	0.9666	96.66%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9707	97.07%
CYP2C8 inhibition	-	0.9489	94.89%
CYP inhibitory promiscuity	-	0.9768	97.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7437	74.37%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.8577	85.77%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6791	67.91%
Micronuclear	-	0.8141	81.41%
Hepatotoxicity	-	0.7861	78.61%
skin sensitisation	-	0.9299	92.99%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5772	57.72%
Acute Oral Toxicity (c)	IV	0.6240	62.40%
Estrogen receptor binding	-	0.6865	68.65%
Androgen receptor binding	-	0.6447	64.47%
Thyroid receptor binding	-	0.6268	62.68%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5067	50.67%
PPAR gamma	-	0.5143	51.43%
Honey bee toxicity	-	0.7701	77.01%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8655	86.55%
Fish aquatic toxicity	-	0.9267	92.67%

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	94.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.24%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.15%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.63%	98.95%
CHEMBL3776	Q14790	Caspase-8	83.66%	97.06%
CHEMBL5255	O00206	Toll-like receptor 4	83.07%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.38%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.78%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.15%	86.92%

Plants that contains it

• Anoectochilus formosanus
• Goodyera schlechtendaliana

Cross-Links

• PubChem: 85126754
• LOTUS: LTS0074593
• wikiData: Q105324483