methyl (1S,2S,3S,7S,9R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,10,12-trioxatricyclo[7.2.1.02,7]dodec-5-ene-6-carboxylate

Details

• Internal ID: 5f9187f8-0dae-4948-8d3c-4cb66ed5210f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl (1S,2S,3S,7S,9R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,10,12-trioxatricyclo[7.2.1.02,7]dodec-5-ene-6-carboxylate
• InChI: InChI=1S/C17H24O11/c1-23-15(22)7-4-25-16(11-6(7)2-10-24-5-9(11)26-10)28-17-14(21)13(20)12(19)8(3-18)27-17/h4,6,8-14,16-21H,2-3,5H2,1H3/t6-,8-,9-,10-,11+,12-,13+,14-,16+,17-/m1/s1
• InChI Key: FDMHZAVPZJENRB-UYPBNMMMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₁₁
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.13186158 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.41
• H-Bond Acceptor: 11
• 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	+	0.6266	62.66%
Caco-2	-	0.8772	87.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7256	72.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7222	72.22%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8444	84.44%
P-glycoprotein inhibitior	-	0.8600	86.00%
P-glycoprotein substrate	-	0.7269	72.69%
CYP3A4 substrate	+	0.6554	65.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.9429	94.29%
CYP2C9 inhibition	-	0.9160	91.60%
CYP2C19 inhibition	-	0.7895	78.95%
CYP2D6 inhibition	-	0.9004	90.04%
CYP1A2 inhibition	-	0.8891	88.91%
CYP2C8 inhibition	-	0.5704	57.04%
CYP inhibitory promiscuity	-	0.7667	76.67%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9549	95.49%
Skin irritation	-	0.8032	80.32%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5257	52.57%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8700	87.00%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4591	45.91%
Acute Oral Toxicity (c)	III	0.4425	44.25%
Estrogen receptor binding	+	0.6743	67.43%
Androgen receptor binding	-	0.5422	54.22%
Thyroid receptor binding	-	0.5071	50.71%
Glucocorticoid receptor binding	-	0.5825	58.25%
Aromatase binding	+	0.5925	59.25%
PPAR gamma	+	0.5312	53.12%
Honey bee toxicity	-	0.8135	81.35%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7885	78.85%

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	96.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.49%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.77%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.39%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.87%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.56%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.05%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.72%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.83%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.20%	90.00%
CHEMBL5028	O14672	ADAM10	82.01%	97.50%

Plants that contains it

• Timonius timon

Cross-Links

• PubChem: 162954209
• LOTUS: LTS0001080
• wikiData: Q104993649