2-[6-O-(alpha-L-Arabinopyranosyl)-beta-D-glucopyranosyloxy]benzoic acid methyl ester

Details

• Internal ID: 6e00e75c-f476-491b-b097-7a6e29855b3a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl 2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxybenzoate
• SMILES (Canonical): COC(=O)C1=CC=CC=C1OC2C(C(C(C(O2)COC3C(C(C(CO3)O)O)O)O)O)O
• SMILES (Isomeric): COC(=O)C1=CC=CC=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@H](CO3)O)O)O)O)O)O
• InChI: InChI=1S/C19H26O12/c1-27-17(26)8-4-2-3-5-10(8)30-19-16(25)14(23)13(22)11(31-19)7-29-18-15(24)12(21)9(20)6-28-18/h2-5,9,11-16,18-25H,6-7H2,1H3/t9-,11+,12-,13+,14-,15+,16+,18-,19+/m0/s1
• InChI Key: VHUNCYDAXJGCLO-YAAMDAGVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₁₂
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.14242626 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.88
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7199	71.99%
Caco-2	-	0.8690	86.90%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6942	69.42%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7766	77.66%
P-glycoprotein inhibitior	-	0.8004	80.04%
P-glycoprotein substrate	-	0.7304	73.04%
CYP3A4 substrate	+	0.6043	60.43%
CYP2C9 substrate	-	0.8036	80.36%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	-	0.9428	94.28%
CYP2C19 inhibition	-	0.9386	93.86%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	-	0.6188	61.88%
CYP inhibitory promiscuity	-	0.9131	91.31%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6961	69.61%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9532	95.32%
Skin irritation	-	0.8264	82.64%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6444	64.44%
Micronuclear	-	0.5852	58.52%
Hepatotoxicity	-	0.7700	77.00%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6438	64.38%
Acute Oral Toxicity (c)	III	0.7806	78.06%
Estrogen receptor binding	+	0.7238	72.38%
Androgen receptor binding	-	0.7718	77.18%
Thyroid receptor binding	-	0.5199	51.99%
Glucocorticoid receptor binding	-	0.6061	60.61%
Aromatase binding	+	0.6421	64.21%
PPAR gamma	+	0.6882	68.82%
Honey bee toxicity	-	0.8764	87.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.4222	42.22%

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	98.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.07%	95.50%
CHEMBL5028	O14672	ADAM10	86.64%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.47%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	85.10%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.60%	95.83%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.49%	96.61%
CHEMBL2535	P11166	Glucose transporter	83.94%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.55%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.90%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.97%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.93%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.84%	97.14%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cladogynos orientalis
• 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
• Paeonia anomala
• 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: 21770576
• NPASS: NPC83425
• LOTUS: LTS0008390
• wikiData: Q105286626