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

Details

• Internal ID: 891a1b6c-4e6f-4786-8e91-23635a5568aa
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): COC1=C(C(=CC=C1)OC2C(C(C(C(O2)CO)O)O)O)C(=O)OCC3=CC=CC=C3OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC1=C(C(=CC=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OCC3=CC=CC=C3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C27H34O15/c1-37-14-7-4-8-15(40-27-24(35)22(33)20(31)17(10-29)42-27)18(14)25(36)38-11-12-5-2-3-6-13(12)39-26-23(34)21(32)19(30)16(9-28)41-26/h2-8,16-17,19-24,26-35H,9-11H2,1H3/t16-,17-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1
• InChI Key: ROYMJDOQYSKHIB-LCENJUANSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₁₅
• Molecular Weight: 598.50 g/mol
• Exact Mass: 598.18977037 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.59
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8264	82.64%
Caco-2	-	0.8972	89.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6434	64.34%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7378	73.78%
P-glycoprotein inhibitior	-	0.4564	45.64%
P-glycoprotein substrate	-	0.8485	84.85%
CYP3A4 substrate	+	0.5856	58.56%
CYP2C9 substrate	-	0.8091	80.91%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.9309	93.09%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.9203	92.03%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.9384	93.84%
CYP2C8 inhibition	+	0.5053	50.53%
CYP inhibitory promiscuity	-	0.7763	77.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9212	92.12%
Skin irritation	-	0.8535	85.35%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7029	70.29%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9037	90.37%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5492	54.92%
Acute Oral Toxicity (c)	III	0.7585	75.85%
Estrogen receptor binding	+	0.8114	81.14%
Androgen receptor binding	-	0.5441	54.41%
Thyroid receptor binding	-	0.5423	54.23%
Glucocorticoid receptor binding	-	0.4787	47.87%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6950	69.50%
Honey bee toxicity	-	0.8061	80.61%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.4330	43.30%

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	98.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.15%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.73%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.51%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.44%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.44%	94.00%
CHEMBL2535	P11166	Glucose transporter	86.05%	98.75%
CHEMBL220	P22303	Acetylcholinesterase	84.96%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.67%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.37%	97.09%

Plants that contains it

• Solidago decurrens

Cross-Links

• PubChem: 101621527
• NPASS: NPC247224