4,5,6-Trihydroxy-3-(3,4,5-trihydroxy-4,6-dimethyloxan-2-yl)oxyoxane-2-carboxylic acid

Details

• Internal ID: f025c5ae-f6fc-4604-8042-a84744368903
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives > Glucuronic acid derivatives
• IUPAC Name: 4,5,6-trihydroxy-3-(3,4,5-trihydroxy-4,6-dimethyloxan-2-yl)oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)O)O)O)O)(C)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)O)O)O)O)(C)O)O
• InChI: InChI=1S/C13H22O11/c1-3-8(16)13(2,21)9(17)12(22-3)24-6-4(14)5(15)11(20)23-7(6)10(18)19/h3-9,11-12,14-17,20-21H,1-2H3,(H,18,19)
• InChI Key: OXOBFAFRCBEQTM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₁₁
• Molecular Weight: 354.31 g/mol
• Exact Mass: 354.11621151 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -3.89
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6260	62.60%
Caco-2	-	0.8978	89.78%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7822	78.22%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9655	96.55%
P-glycoprotein inhibitior	-	0.8770	87.70%
P-glycoprotein substrate	-	0.9118	91.18%
CYP3A4 substrate	+	0.5532	55.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	-	0.8416	84.16%
CYP2C9 inhibition	-	0.9572	95.72%
CYP2C19 inhibition	-	0.9451	94.51%
CYP2D6 inhibition	-	0.9617	96.17%
CYP1A2 inhibition	-	0.9565	95.65%
CYP2C8 inhibition	-	0.8924	89.24%
CYP inhibitory promiscuity	-	0.8939	89.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6346	63.46%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.9779	97.79%
Skin irritation	-	0.7021	70.21%
Skin corrosion	-	0.9158	91.58%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6875	68.75%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8600	86.00%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6137	61.37%
Acute Oral Toxicity (c)	III	0.7572	75.72%
Estrogen receptor binding	+	0.6186	61.86%
Androgen receptor binding	-	0.6464	64.64%
Thyroid receptor binding	+	0.6718	67.18%
Glucocorticoid receptor binding	-	0.5168	51.68%
Aromatase binding	+	0.6705	67.05%
PPAR gamma	+	0.6609	66.09%
Honey bee toxicity	-	0.7839	78.39%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.61%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.60%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.05%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.69%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.93%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.10%	91.19%

Plants that contains it

• Anadenanthera colubrina

Cross-Links

• PubChem: 162917685
• LOTUS: LTS0067488
• wikiData: Q105202816