5,5-Dimethyl-4-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]oxolan-2-one

Details

• Internal ID: 77537daf-34a6-4c81-88cd-38f6018b0933
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 5,5-dimethyl-4-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]oxolan-2-one
• SMILES (Canonical): CC1(C(CC(=O)O1)CCOC2C(C(C(C(O2)CO)O)O)O)C
• SMILES (Isomeric): CC1(C(CC(=O)O1)CCOC2C(C(C(C(O2)CO)O)O)O)C
• InChI: InChI=1S/C14H24O8/c1-14(2)7(5-9(16)22-14)3-4-20-13-12(19)11(18)10(17)8(6-15)21-13/h7-8,10-13,15,17-19H,3-6H2,1-2H3
• InChI Key: FKEVUODPBVBGOT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₈
• Molecular Weight: 320.34 g/mol
• Exact Mass: 320.14711772 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.47
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7792	77.92%
Caco-2	-	0.8053	80.53%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8816	88.16%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8721	87.21%
P-glycoprotein inhibitior	-	0.9016	90.16%
P-glycoprotein substrate	-	0.9170	91.70%
CYP3A4 substrate	+	0.5693	56.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.9537	95.37%
CYP2C9 inhibition	-	0.8648	86.48%
CYP2C19 inhibition	-	0.9090	90.90%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.9082	90.82%
CYP2C8 inhibition	-	0.8300	83.00%
CYP inhibitory promiscuity	-	0.9338	93.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6590	65.90%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9800	98.00%
Skin irritation	-	0.8000	80.00%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6316	63.16%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7763	77.63%
skin sensitisation	-	0.9004	90.04%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7208	72.08%
Acute Oral Toxicity (c)	III	0.5739	57.39%
Estrogen receptor binding	-	0.5296	52.96%
Androgen receptor binding	-	0.5945	59.45%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6319	63.19%
Aromatase binding	+	0.5998	59.98%
PPAR gamma	-	0.5809	58.09%
Honey bee toxicity	-	0.8070	80.70%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
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	97.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.49%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.75%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.06%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	83.50%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.59%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.49%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.00%	92.50%

Plants that contains it

• Trachelospermum jasminoides

Cross-Links

• PubChem: 163004604
• LOTUS: LTS0026352
• wikiData: Q104996569