(2S)-2-Hydroxy-2-[(1R,3R,4S)-3-hydroxy-4-methylcyclohexyl]propyl I(2)-D-glucopyranoside

Details

• Internal ID: 10334eab-07d3-46af-96f0-55aaf21359e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S)-2-hydroxy-2-[(1R,3R,4S)-3-hydroxy-4-methylcyclohexyl]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C16H30O8/c1-8-3-4-9(5-10(8)18)16(2,22)7-23-15-14(21)13(20)12(19)11(6-17)24-15/h8-15,17-22H,3-7H2,1-2H3/t8-,9+,10+,11+,12+,13-,14+,15+,16+/m0/s1
• InChI Key: KRTKKVIKRTZKGY-BJMGCPOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₃₀O₈
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.19406791 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.65
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

• (2S)-2-Hydroxy-2-[(1R,3R,4S)-3-hydroxy-4-methylcyclohexyl]propyl I(2)-D-glucopyranoside
• 378254-08-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7831	78.31%
Caco-2	-	0.7937	79.37%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7834	78.34%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9041	90.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9425	94.25%
P-glycoprotein inhibitior	-	0.9012	90.12%
P-glycoprotein substrate	-	0.8597	85.97%
CYP3A4 substrate	+	0.5959	59.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	-	0.9122	91.22%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.8831	88.31%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.9131	91.31%
CYP2C8 inhibition	-	0.7199	71.99%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7289	72.89%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9746	97.46%
Skin irritation	-	0.7734	77.34%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4602	46.02%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9198	91.98%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7247	72.47%
Acute Oral Toxicity (c)	III	0.4705	47.05%
Estrogen receptor binding	-	0.6726	67.26%
Androgen receptor binding	-	0.6225	62.25%
Thyroid receptor binding	+	0.6292	62.92%
Glucocorticoid receptor binding	-	0.5628	56.28%
Aromatase binding	+	0.6630	66.30%
PPAR gamma	-	0.5896	58.96%
Honey bee toxicity	-	0.7964	79.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6949	69.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.88%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.24%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.83%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.00%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.37%	95.93%
CHEMBL3589	P55263	Adenosine kinase	90.72%	98.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.67%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.59%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.87%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	82.73%	98.10%
CHEMBL3401	O75469	Pregnane X receptor	81.39%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	80.14%	97.79%

Plants that contains it

• Carum carvi

Cross-Links

• PubChem: 21593215
• NPASS: NPC57333