1-[3-(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone

Details

• Internal ID: 7316eb6a-7842-4d61-8b3d-4d61af7277c1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[3-(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• InChI: InChI=1S/C19H26O7/c1-10(2)4-5-13-8-12(11(3)21)6-7-14(13)25-19-18(24)17(23)16(22)15(9-20)26-19/h4,6-8,15-20,22-24H,5,9H2,1-3H3/t15-,16-,17+,18-,19-/m1/s1
• InChI Key: GVWZZKUSNVNWGC-UJWQCDCRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₇
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.16785316 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7597	75.97%
Caco-2	-	0.7324	73.24%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7735	77.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9236	92.36%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5658	56.58%
P-glycoprotein inhibitior	-	0.8346	83.46%
P-glycoprotein substrate	-	0.8715	87.15%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8481	84.81%
CYP3A4 inhibition	-	0.8854	88.54%
CYP2C9 inhibition	-	0.6303	63.03%
CYP2C19 inhibition	-	0.5704	57.04%
CYP2D6 inhibition	-	0.7497	74.97%
CYP1A2 inhibition	+	0.5476	54.76%
CYP2C8 inhibition	+	0.4714	47.14%
CYP inhibitory promiscuity	+	0.5212	52.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7742	77.42%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9290	92.90%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5528	55.28%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.6585	65.85%
skin sensitisation	-	0.7774	77.74%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4845	48.45%
Acute Oral Toxicity (c)	III	0.6700	67.00%
Estrogen receptor binding	+	0.5888	58.88%
Androgen receptor binding	-	0.6859	68.59%
Thyroid receptor binding	-	0.6283	62.83%
Glucocorticoid receptor binding	-	0.5619	56.19%
Aromatase binding	+	0.5448	54.48%
PPAR gamma	+	0.5796	57.96%
Honey bee toxicity	-	0.8785	87.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9601	96.01%

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	93.55%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.97%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.69%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.47%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.38%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.31%	96.00%
CHEMBL4208	P20618	Proteasome component C5	86.94%	90.00%
CHEMBL2581	P07339	Cathepsin D	83.40%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.71%	89.00%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 10406584
• NPASS: NPC141761
• LOTUS: LTS0092768
• wikiData: Q105021948