methyl 4-(dimethoxymethyl)-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

Details

• Internal ID: 849bfa54-174a-4e34-9e8f-b001be150371
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl 4-(dimethoxymethyl)-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• SMILES (Canonical): COC(C1C(C(OC=C1C(=O)OC)OC2C(C(C(C(O2)CO)O)O)O)C=C)OC
• SMILES (Isomeric): COC(C1C(C(OC=C1C(=O)OC)OC2C(C(C(C(O2)CO)O)O)O)C=C)OC
• InChI: InChI=1S/C18H28O11/c1-5-8-11(17(25-3)26-4)9(15(23)24-2)7-27-16(8)29-18-14(22)13(21)12(20)10(6-19)28-18/h5,7-8,10-14,16-22H,1,6H2,2-4H3
• InChI Key: CWQIQFQIBVGOHB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₁₁
• Molecular Weight: 420.40 g/mol
• Exact Mass: 420.16316171 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.75
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7584	75.84%
Caco-2	-	0.8363	83.63%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7342	73.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7824	78.24%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8054	80.54%
P-glycoprotein inhibitior	-	0.6980	69.80%
P-glycoprotein substrate	-	0.8158	81.58%
CYP3A4 substrate	+	0.5958	59.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.9102	91.02%
CYP2C19 inhibition	-	0.8471	84.71%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.9363	93.63%
CYP2C8 inhibition	-	0.6557	65.57%
CYP inhibitory promiscuity	-	0.8185	81.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7411	74.11%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9276	92.76%
Skin irritation	-	0.8046	80.46%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4733	47.33%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6016	60.16%
Acute Oral Toxicity (c)	III	0.5830	58.30%
Estrogen receptor binding	+	0.6781	67.81%
Androgen receptor binding	-	0.5319	53.19%
Thyroid receptor binding	+	0.5803	58.03%
Glucocorticoid receptor binding	-	0.5594	55.94%
Aromatase binding	-	0.5055	50.55%
PPAR gamma	-	0.5299	52.99%
Honey bee toxicity	-	0.7642	76.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.4139	41.39%

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	96.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.96%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.57%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.52%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.29%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.03%	86.92%
CHEMBL4208	P20618	Proteasome component C5	80.01%	90.00%

Plants that contains it

• Neonauclea sessilifolia

Cross-Links

• PubChem: 163039272
• LOTUS: LTS0047366
• wikiData: Q104971466