methyl (1S,2S,4S,5R,6S,7S)-5-formyl-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-10-carboxylate

Details

• Internal ID: 45c63129-e9c9-48c2-9838-295d1798658f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl (1S,2S,4S,5R,6S,7S)-5-formyl-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-10-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(C2C1C3C(C2(C=O)O)O3)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC(=O)C1=CO[C@H]([C@H]2[C@@H]1[C@H]3[C@@H]([C@]2(C=O)O)O3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C17H22O12/c1-25-14(23)5-3-26-15(8-7(5)12-13(28-12)17(8,24)4-19)29-16-11(22)10(21)9(20)6(2-18)27-16/h3-4,6-13,15-16,18,20-22,24H,2H2,1H3/t6-,7-,8-,9-,10+,11-,12+,13+,15+,16+,17-/m1/s1
• InChI Key: DAHBOVPFKVSERQ-HWCJXECGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₁₂
• Molecular Weight: 418.30 g/mol
• Exact Mass: 418.11112613 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -3.84
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6001	60.01%
Caco-2	-	0.8739	87.39%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6933	69.33%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.7520	75.20%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9346	93.46%
P-glycoprotein inhibitior	-	0.8204	82.04%
P-glycoprotein substrate	-	0.7055	70.55%
CYP3A4 substrate	+	0.6345	63.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8652	86.52%
CYP3A4 inhibition	-	0.9220	92.20%
CYP2C9 inhibition	-	0.8687	86.87%
CYP2C19 inhibition	-	0.8593	85.93%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.8938	89.38%
CYP2C8 inhibition	-	0.6046	60.46%
CYP inhibitory promiscuity	-	0.8338	83.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6385	63.85%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9392	93.92%
Skin irritation	-	0.7464	74.64%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4788	47.88%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7501	75.01%
Acute Oral Toxicity (c)	III	0.3585	35.85%
Estrogen receptor binding	+	0.6630	66.30%
Androgen receptor binding	+	0.5520	55.20%
Thyroid receptor binding	-	0.5410	54.10%
Glucocorticoid receptor binding	-	0.5300	53.00%
Aromatase binding	-	0.5092	50.92%
PPAR gamma	-	0.5229	52.29%
Honey bee toxicity	-	0.7963	79.63%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.4766	47.66%

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	97.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.74%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.04%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.05%	85.14%
CHEMBL4208	P20618	Proteasome component C5	84.57%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.38%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.33%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.70%	89.00%

Plants that contains it

• Pentas lanceolata

Cross-Links

• PubChem: 23643645
• LOTUS: LTS0074107
• wikiData: Q104973538