[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4R)-4-hydroxy-2,6,6-trimethylcyclohexene-1-carboxylate

Details

• Internal ID: 48c9165d-fc20-4fd7-8d12-866e6571ea79
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4R)-4-hydroxy-2,6,6-trimethylcyclohexene-1-carboxylate
• InChI: InChI=1S/C16H26O8/c1-7-4-8(18)5-16(2,3)10(7)14(22)24-15-13(21)12(20)11(19)9(6-17)23-15/h8-9,11-13,15,17-21H,4-6H2,1-3H3/t8-,9-,11-,12+,13-,15+/m1/s1
• InChI Key: YCZYQEIEJUCBMC-WOBYVPKPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₈
• Molecular Weight: 346.37 g/mol
• Exact Mass: 346.16276778 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.17
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5717	57.17%
Caco-2	-	0.7477	74.77%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8243	82.43%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.8757	87.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9090	90.90%
P-glycoprotein inhibitior	-	0.8818	88.18%
P-glycoprotein substrate	-	0.9148	91.48%
CYP3A4 substrate	+	0.5976	59.76%
CYP2C9 substrate	-	0.6041	60.41%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.9227	92.27%
CYP2C9 inhibition	-	0.7961	79.61%
CYP2C19 inhibition	-	0.8199	81.99%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.8607	86.07%
CYP2C8 inhibition	-	0.7323	73.23%
CYP inhibitory promiscuity	-	0.8964	89.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6906	69.06%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9509	95.09%
Skin irritation	-	0.7770	77.70%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7009	70.09%
Micronuclear	-	0.7741	77.41%
Hepatotoxicity	-	0.7933	79.33%
skin sensitisation	-	0.7894	78.94%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7544	75.44%
Acute Oral Toxicity (c)	III	0.6840	68.40%
Estrogen receptor binding	-	0.5884	58.84%
Androgen receptor binding	-	0.5398	53.98%
Thyroid receptor binding	+	0.6048	60.48%
Glucocorticoid receptor binding	-	0.4796	47.96%
Aromatase binding	+	0.5721	57.21%
PPAR gamma	-	0.4849	48.49%
Honey bee toxicity	-	0.8492	84.92%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.8557	85.57%

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	97.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.61%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.15%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.44%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.26%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.04%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.78%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.44%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.32%	91.24%
CHEMBL220	P22303	Acetylcholinesterase	80.01%	94.45%

Plants that contains it

• Gardenia jasminoides

Cross-Links

• PubChem: 10807517
• LOTUS: LTS0037634
• wikiData: Q105346623