(1R,2S,5R)-5-[1-(Hydroxymethyl)ethenyl]-2-methylcyclohexyl I(2)-D-glucopyranoside

Details

• Internal ID: 813aac7e-da9c-4e01-b02f-a8b03394e7d2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R,2S,5R)-5-(3-hydroxyprop-1-en-2-yl)-2-methylcyclohexyl]oxyoxane-3,4,5-triol
• InChI: InChI=1S/C16H28O7/c1-8-3-4-10(9(2)6-17)5-11(8)22-16-15(21)14(20)13(19)12(7-18)23-16/h8,10-21H,2-7H2,1H3/t8-,10+,11+,12+,13+,14-,15+,16+/m0/s1
• InChI Key: QWBJNLICFDXNJB-JLOIDLHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₇
• Molecular Weight: 332.39 g/mol
• Exact Mass: 332.18350323 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.84
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• 402593-53-7
• (1R,2S,5R)-5-[1-(Hydroxymethyl)ethenyl]-2-methylcyclohexyl I(2)-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7105	71.05%
Caco-2	-	0.8216	82.16%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7883	78.83%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9209	92.09%
P-glycoprotein inhibitior	-	0.9036	90.36%
P-glycoprotein substrate	-	0.9039	90.39%
CYP3A4 substrate	+	0.5831	58.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.8981	89.81%
CYP2C9 inhibition	-	0.8782	87.82%
CYP2C19 inhibition	-	0.7720	77.20%
CYP2D6 inhibition	-	0.8950	89.50%
CYP1A2 inhibition	-	0.8282	82.82%
CYP2C8 inhibition	-	0.6621	66.21%
CYP inhibitory promiscuity	-	0.8449	84.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7484	74.84%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9484	94.84%
Skin irritation	-	0.7756	77.56%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.7924	79.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4810	48.10%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5822	58.22%
skin sensitisation	-	0.8653	86.53%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6831	68.31%
Acute Oral Toxicity (c)	III	0.5608	56.08%
Estrogen receptor binding	-	0.4944	49.44%
Androgen receptor binding	-	0.6010	60.10%
Thyroid receptor binding	+	0.6949	69.49%
Glucocorticoid receptor binding	-	0.5972	59.72%
Aromatase binding	+	0.6530	65.30%
PPAR gamma	+	0.5582	55.82%
Honey bee toxicity	-	0.8404	84.04%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9498	94.98%

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	96.17%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.10%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.72%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.01%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	89.72%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.80%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.85%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.29%	95.50%
CHEMBL4072	P07858	Cathepsin B	81.81%	93.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.32%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.43%	95.89%

Plants that contains it

• Carum carvi

Cross-Links

• PubChem: 11024065
• NPASS: NPC161715