(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(4S)-4-prop-1-en-2-ylcyclohexen-1-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: 81cb5d4c-2a2f-43b0-be1f-648650a78c65
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(4S)-4-prop-1-en-2-ylcyclohexen-1-yl]methoxy]oxane-3,4,5-triol
• InChI: InChI=1S/C16H26O6/c1-9(2)11-5-3-10(4-6-11)8-21-16-15(20)14(19)13(18)12(7-17)22-16/h3,11-20H,1,4-8H2,2H3/t11-,12-,13-,14+,15-,16+/m1/s1
• InChI Key: YUTAFQVKXLDYFG-FWXGHANASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₆
• Molecular Weight: 314.37 g/mol
• Exact Mass: 314.17293854 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.11
• H-Bond Acceptor: 6
• 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	-	0.7645	76.45%
Caco-2	-	0.8135	81.35%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8175	81.75%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8398	83.98%
P-glycoprotein inhibitior	-	0.9031	90.31%
P-glycoprotein substrate	-	0.8920	89.20%
CYP3A4 substrate	+	0.5406	54.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.9030	90.30%
CYP2C9 inhibition	-	0.8760	87.60%
CYP2C19 inhibition	-	0.7783	77.83%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.8346	83.46%
CYP2C8 inhibition	-	0.6910	69.10%
CYP inhibitory promiscuity	-	0.8460	84.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7542	75.42%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9786	97.86%
Skin irritation	-	0.7669	76.69%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4786	47.86%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7574	75.74%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6077	60.77%
Acute Oral Toxicity (c)	III	0.5492	54.92%
Estrogen receptor binding	-	0.6179	61.79%
Androgen receptor binding	-	0.6154	61.54%
Thyroid receptor binding	-	0.6089	60.89%
Glucocorticoid receptor binding	-	0.5933	59.33%
Aromatase binding	-	0.5686	56.86%
PPAR gamma	+	0.6000	60.00%
Honey bee toxicity	-	0.8453	84.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9070	90.70%

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	98.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.51%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.50%	95.93%
CHEMBL2581	P07339	Cathepsin D	88.87%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.82%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	85.26%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.58%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.33%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	82.99%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.60%	97.25%

Plants that contains it

• Perilla frutescens

Cross-Links

• PubChem: 10086989
• NPASS: NPC200877