2-[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyloxy]benzoic acid benzyl ester

Details

• Internal ID: 2807dbe6-5200-48de-96e1-ac7df95daf5e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: benzyl 2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybenzoate
• SMILES (Canonical): C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O
• InChI: InChI=1S/C26H32O13/c27-10-16-18(28)20(30)22(32)25(38-16)36-12-17-19(29)21(31)23(33)26(39-17)37-15-9-5-4-8-14(15)24(34)35-11-13-6-2-1-3-7-13/h1-9,16-23,25-33H,10-12H2/t16-,17-,18-,19-,20+,21+,22-,23-,25-,26-/m1/s1
• InChI Key: IOWABBNTXSKEAH-RHYMDBNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₃
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.18429107 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8386	83.86%
Caco-2	-	0.9090	90.90%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6354	63.54%
OATP2B1 inhibitior	-	0.8470	84.70%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6546	65.46%
P-glycoprotein inhibitior	-	0.6085	60.85%
P-glycoprotein substrate	-	0.9015	90.15%
CYP3A4 substrate	+	0.5535	55.35%
CYP2C9 substrate	-	0.8033	80.33%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.9302	93.02%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9504	95.04%
CYP2C8 inhibition	+	0.5567	55.67%
CYP inhibitory promiscuity	-	0.7973	79.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6973	69.73%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9297	92.97%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7416	74.16%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.7268	72.68%
skin sensitisation	-	0.8639	86.39%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5413	54.13%
Acute Oral Toxicity (c)	III	0.5617	56.17%
Estrogen receptor binding	+	0.7397	73.97%
Androgen receptor binding	-	0.5106	51.06%
Thyroid receptor binding	-	0.5069	50.69%
Glucocorticoid receptor binding	-	0.5970	59.70%
Aromatase binding	+	0.5883	58.83%
PPAR gamma	+	0.7629	76.29%
Honey bee toxicity	-	0.7621	76.21%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.7180	71.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.12%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.84%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.03%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.86%	91.11%
CHEMBL3891	P07384	Calpain 1	90.55%	93.04%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.45%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.74%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	84.36%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.08%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.42%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.97%	94.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.81%	92.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.39%	95.89%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 101857077
• NPASS: NPC39730
• LOTUS: LTS0178108
• wikiData: Q105116949