3,4,5-Trihydroxy-6-(1,2,4,5-tetrahydroxy-6-oxohexan-3-yl)oxyoxane-2-carboxylic acid

Details

• Internal ID: 8b17e2ad-837c-496c-ae3e-7e3f3b3b59ce
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 3,4,5-trihydroxy-6-(1,2,4,5-tetrahydroxy-6-oxohexan-3-yl)oxyoxane-2-carboxylic acid
• SMILES (Canonical): C(C(C(C(C(C=O)O)O)OC1C(C(C(C(O1)C(=O)O)O)O)O)O)O
• SMILES (Isomeric): C(C(C(C(C(C=O)O)O)OC1C(C(C(C(O1)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C12H20O12/c13-1-3(15)5(17)9(4(16)2-14)23-12-8(20)6(18)7(19)10(24-12)11(21)22/h1,3-10,12,14-20H,2H2,(H,21,22)
• InChI Key: PNTVHTLNMIMGQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₁₂
• Molecular Weight: 356.28 g/mol
• Exact Mass: 356.09547607 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -4.80
• Atomic LogP (AlogP): -5.46
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9150	91.50%
Caco-2	-	0.9260	92.60%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7090	70.90%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9415	94.15%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9850	98.50%
P-glycoprotein inhibitior	-	0.8768	87.68%
P-glycoprotein substrate	-	0.9332	93.32%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.9270	92.70%
CYP2C9 inhibition	-	0.9609	96.09%
CYP2C19 inhibition	-	0.9710	97.10%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.9796	97.96%
CYP2C8 inhibition	-	0.8095	80.95%
CYP inhibitory promiscuity	-	0.9823	98.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7945	79.45%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9674	96.74%
Skin irritation	-	0.8434	84.34%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6379	63.79%
Micronuclear	-	0.6482	64.82%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.9239	92.39%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6669	66.69%
Acute Oral Toxicity (c)	III	0.4932	49.32%
Estrogen receptor binding	-	0.5455	54.55%
Androgen receptor binding	-	0.7104	71.04%
Thyroid receptor binding	-	0.5860	58.60%
Glucocorticoid receptor binding	-	0.5696	56.96%
Aromatase binding	-	0.5560	55.60%
PPAR gamma	-	0.6364	63.64%
Honey bee toxicity	-	0.8852	88.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.9400	94.00%
Fish aquatic toxicity	-	0.8874	88.74%

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	99.08%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.12%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.49%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.55%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.56%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.50%	95.56%

Plants that contains it

• Sterculia urens

Cross-Links

• PubChem: 20675304
• LOTUS: LTS0140923
• wikiData: Q105212173