1-[5-prop-1-ynyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxythiophen-2-yl]ethanone

Details

• Internal ID: 04596b2c-3ceb-437d-ab43-557039110678
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 1-[5-prop-1-ynyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxythiophen-2-yl]ethanone
• InChI: InChI=1S/C15H18O7S/c1-3-4-8-5-9(14(23-8)7(2)17)21-15-13(20)12(19)11(18)10(6-16)22-15/h5,10-13,15-16,18-20H,6H2,1-2H3/t10-,11-,12+,13-,15-/m1/s1
• InChI Key: VUZJRRMNKYZLKB-ZHZXCYKASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₇S
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.07732408 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.50
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7511	75.11%
Caco-2	-	0.8187	81.87%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7369	73.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.9141	91.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8828	88.28%
P-glycoprotein inhibitior	-	0.8460	84.60%
P-glycoprotein substrate	-	0.9101	91.01%
CYP3A4 substrate	+	0.5350	53.50%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.6129	61.29%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.7953	79.53%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.7554	75.54%
CYP2C8 inhibition	-	0.6874	68.74%
CYP inhibitory promiscuity	+	0.5577	55.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6866	68.66%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9686	96.86%
Skin irritation	-	0.8140	81.40%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6706	67.06%
Micronuclear	-	0.5086	50.86%
Hepatotoxicity	-	0.6573	65.73%
skin sensitisation	-	0.7909	79.09%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6558	65.58%
Acute Oral Toxicity (c)	III	0.6798	67.98%
Estrogen receptor binding	-	0.5971	59.71%
Androgen receptor binding	-	0.5247	52.47%
Thyroid receptor binding	-	0.5402	54.02%
Glucocorticoid receptor binding	-	0.5315	53.15%
Aromatase binding	-	0.7164	71.64%
PPAR gamma	-	0.5509	55.09%
Honey bee toxicity	-	0.8269	82.69%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7004	70.04%
Fish aquatic toxicity	+	0.8134	81.34%

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	98.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.73%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.67%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.20%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.40%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	88.92%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.23%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.16%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.83%	95.50%
CHEMBL4208	P20618	Proteasome component C5	82.94%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.25%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.12%	94.00%

Plants that contains it

• Eupatorium chinense

Cross-Links

• PubChem: 101859459
• LOTUS: LTS0202417
• wikiData: Q105297527