[2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2,6-dimethoxybenzoate

Details

• Internal ID: 5a7061f9-8f9e-4c64-a27b-0f0aebc4384c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2,6-dimethoxybenzoate
• InChI: InChI=1S/C22H26O11/c1-29-14-7-4-8-15(30-2)17(14)21(28)31-10-11-12(24)5-3-6-13(11)32-22-20(27)19(26)18(25)16(9-23)33-22/h3-8,16,18-20,22-27H,9-10H2,1-2H3/t16-,18-,19+,20-,22-/m1/s1
• InChI Key: IROYXHSYTDYZNE-QKYBYQKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₁₁
• Molecular Weight: 466.40 g/mol
• Exact Mass: 466.14751164 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.05
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7666	76.66%
Caco-2	-	0.8476	84.76%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6670	66.70%
OATP2B1 inhibitior	-	0.8431	84.31%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5543	55.43%
P-glycoprotein inhibitior	-	0.5556	55.56%
P-glycoprotein substrate	-	0.8497	84.97%
CYP3A4 substrate	+	0.5943	59.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.8743	87.43%
CYP2C9 inhibition	-	0.8916	89.16%
CYP2C19 inhibition	-	0.9008	90.08%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.5409	54.09%
CYP inhibitory promiscuity	-	0.7197	71.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7441	74.41%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.8648	86.48%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6340	63.40%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9047	90.47%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7812	78.12%
Estrogen receptor binding	+	0.7340	73.40%
Androgen receptor binding	-	0.5622	56.22%
Thyroid receptor binding	+	0.5883	58.83%
Glucocorticoid receptor binding	+	0.5888	58.88%
Aromatase binding	-	0.4910	49.10%
PPAR gamma	+	0.6450	64.50%
Honey bee toxicity	-	0.8543	85.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7855	78.55%
Fish aquatic toxicity	+	0.6724	67.24%

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	98.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.89%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.42%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.08%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.56%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.54%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	86.12%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.06%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	82.81%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.13%	95.50%

Plants that contains it

• Curculigo orchioides

Cross-Links

• PubChem: 162849749
• LOTUS: LTS0023044
• wikiData: Q105119003