[(2R,3S,4R,5R,6S)-6-(5,7-dihydroxy-2-methyl-4-oxochromen-8-yl)-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: f583bdff-b7cd-4fae-867f-65903ff1181e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-6-(5,7-dihydroxy-2-methyl-4-oxochromen-8-yl)-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C18H20O10/c1-6-3-8(20)12-9(21)4-10(22)13(17(12)27-6)18-16(25)15(24)14(23)11(28-18)5-26-7(2)19/h3-4,11,14-16,18,21-25H,5H2,1-2H3/t11-,14-,15+,16-,18+/m1/s1
• InChI Key: JWEOEHHMAROPBL-FMBSHMROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₁₀
• Molecular Weight: 396.30 g/mol
• Exact Mass: 396.10564683 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.40
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5641	56.41%
Caco-2	-	0.8363	83.63%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6963	69.63%
OATP2B1 inhibitior	-	0.5618	56.18%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8283	82.83%
P-glycoprotein inhibitior	-	0.7576	75.76%
P-glycoprotein substrate	-	0.8293	82.93%
CYP3A4 substrate	+	0.5880	58.80%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.9235	92.35%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.9377	93.77%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8979	89.79%
CYP2C8 inhibition	-	0.6536	65.36%
CYP inhibitory promiscuity	-	0.8351	83.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7438	74.38%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8257	82.57%
Skin irritation	-	0.8297	82.97%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	+	0.5281	52.81%
Human Ether-a-go-go-Related Gene inhibition	-	0.6696	66.96%
Micronuclear	+	0.5892	58.92%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9378	93.78%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6619	66.19%
Acute Oral Toxicity (c)	III	0.6100	61.00%
Estrogen receptor binding	+	0.7326	73.26%
Androgen receptor binding	+	0.6249	62.49%
Thyroid receptor binding	-	0.6556	65.56%
Glucocorticoid receptor binding	+	0.7153	71.53%
Aromatase binding	-	0.5607	56.07%
PPAR gamma	-	0.5437	54.37%
Honey bee toxicity	-	0.8651	86.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9684	96.84%

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	98.16%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.76%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.63%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.60%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.02%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.59%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.80%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.98%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.49%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.24%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.01%	99.17%

Plants that contains it

• Syzygium aromaticum

Cross-Links

• PubChem: 101534492
• NPASS: NPC46141