[2-[(E)-2-[(2R,3R,4S,5S)-3,4-diacetyloxy-5-methyloxolan-2-yl]ethenyl]-6-methoxyphenyl]methyl acetate

Details

• Internal ID: b5ab5968-54c8-4c5e-b70a-875dc0020a77
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: [2-[(E)-2-[(2R,3R,4S,5S)-3,4-diacetyloxy-5-methyloxolan-2-yl]ethenyl]-6-methoxyphenyl]methyl acetate
• SMILES (Canonical): CC1C(C(C(O1)C=CC2=C(C(=CC=C2)OC)COC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@H](O1)/C=C/C2=C(C(=CC=C2)OC)COC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C21H26O8/c1-12-20(28-14(3)23)21(29-15(4)24)19(27-12)10-9-16-7-6-8-18(25-5)17(16)11-26-13(2)22/h6-10,12,19-21H,11H2,1-5H3/b10-9+/t12-,19+,20-,21+/m0/s1
• InChI Key: GCDQETDWVLVHRS-RLPMTHMVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₈
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.16276778 g/mol
• Topological Polar Surface Area (TPSA): 97.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.6138	61.38%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7476	74.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8464	84.64%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9430	94.30%
P-glycoprotein inhibitior	+	0.7682	76.82%
P-glycoprotein substrate	-	0.7710	77.10%
CYP3A4 substrate	+	0.5959	59.59%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.8512	85.12%
CYP3A4 inhibition	-	0.5929	59.29%
CYP2C9 inhibition	-	0.6447	64.47%
CYP2C19 inhibition	+	0.5758	57.58%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	+	0.7444	74.44%
CYP2C8 inhibition	-	0.5641	56.41%
CYP inhibitory promiscuity	+	0.7187	71.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6017	60.17%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.7955	79.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6844	68.44%
Micronuclear	-	0.5427	54.27%
Hepatotoxicity	-	0.5516	55.16%
skin sensitisation	-	0.6675	66.75%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.5139	51.39%
Acute Oral Toxicity (c)	III	0.5786	57.86%
Estrogen receptor binding	+	0.6655	66.55%
Androgen receptor binding	-	0.6150	61.50%
Thyroid receptor binding	+	0.6043	60.43%
Glucocorticoid receptor binding	+	0.7372	73.72%
Aromatase binding	-	0.5298	52.98%
PPAR gamma	-	0.5598	55.98%
Honey bee toxicity	-	0.7959	79.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9818	98.18%

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	96.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.05%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.20%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.06%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.94%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.48%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.44%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.40%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.04%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10971518
• LOTUS: LTS0154673
• wikiData: Q105006216