(2S,3S)-3-ethyl-5,7-dihydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 3a3a8862-b398-4d4d-a6c5-f2ef22ce3216
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3S)-3-ethyl-5,7-dihydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CCC1C(OC2=CC(=CC(=C2C1=O)O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC[C@H]1[C@@H](OC2=CC(=CC(=C2C1=O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C17H22O10/c1-2-7-12(21)11-8(20)3-6(19)4-9(11)25-16(7)27-17-15(24)14(23)13(22)10(5-18)26-17/h3-4,7,10,13-20,22-24H,2,5H2,1H3/t7-,10-,13-,14+,15-,16+,17+/m1/s1
• InChI Key: RQDSCOMPNVFHRV-ILMOZJESSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₁₀
• Molecular Weight: 386.30 g/mol
• Exact Mass: 386.12129689 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.16
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5990	59.90%
Caco-2	-	0.8467	84.67%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6350	63.50%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7627	76.27%
P-glycoprotein inhibitior	-	0.8823	88.23%
P-glycoprotein substrate	-	0.9217	92.17%
CYP3A4 substrate	+	0.5545	55.45%
CYP2C9 substrate	-	0.8198	81.98%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.9416	94.16%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.8619	86.19%
CYP2D6 inhibition	-	0.9552	95.52%
CYP1A2 inhibition	-	0.8212	82.12%
CYP2C8 inhibition	-	0.7146	71.46%
CYP inhibitory promiscuity	-	0.7729	77.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6968	69.68%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.7960	79.60%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5257	52.57%
Micronuclear	-	0.5008	50.08%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8746	87.46%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5688	56.88%
Acute Oral Toxicity (c)	III	0.6391	63.91%
Estrogen receptor binding	+	0.7260	72.60%
Androgen receptor binding	+	0.5250	52.50%
Thyroid receptor binding	-	0.5718	57.18%
Glucocorticoid receptor binding	+	0.6619	66.19%
Aromatase binding	+	0.5432	54.32%
PPAR gamma	+	0.5430	54.30%
Honey bee toxicity	-	0.8208	82.08%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.7064	70.64%

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	96.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.68%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.40%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.11%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.63%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.09%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.46%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.15%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.10%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.98%	94.00%
CHEMBL4208	P20618	Proteasome component C5	85.83%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.61%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.48%	96.21%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.96%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.59%	97.09%

Plants that contains it

• Hypericum sikokumontanum
• Ostryopsis davidiana
• Osyris lanceolata
• Smallanthus uvedalia

Cross-Links

• PubChem: 25243492
• NPASS: NPC114622
• LOTUS: LTS0136791
• wikiData: Q105243262