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

Details

• Internal ID: afe40043-8399-4953-9192-843877ecec2d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (3S,4R)-4-[(R)-(4-hydroxy-3-methoxyphenyl)-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]-3-(hydroxymethyl)oxolan-2-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C(C2COC(=O)C2CO)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)[C@@H]([C@H]2COC(=O)[C@@H]2CO)C3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)O
• InChI: InChI=1S/C26H32O12/c1-34-18-7-12(3-5-16(18)29)21(15-11-36-25(33)14(15)9-27)13-4-6-17(19(8-13)35-2)37-26-24(32)23(31)22(30)20(10-28)38-26/h3-8,14-15,20-24,26-32H,9-11H2,1-2H3/t14-,15+,20-,21-,22-,23+,24-,26-/m1/s1
• InChI Key: GBGBUZCCJFCHTO-JJYOGLLPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₂
• Molecular Weight: 536.50 g/mol
• Exact Mass: 536.18937645 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.50
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6911	69.11%
Caco-2	-	0.8500	85.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7956	79.56%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7540	75.40%
P-glycoprotein inhibitior	-	0.5314	53.14%
P-glycoprotein substrate	-	0.5972	59.72%
CYP3A4 substrate	+	0.5868	58.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.6948	69.48%
CYP2C9 inhibition	-	0.8615	86.15%
CYP2C19 inhibition	-	0.7501	75.01%
CYP2D6 inhibition	-	0.8975	89.75%
CYP1A2 inhibition	-	0.8632	86.32%
CYP2C8 inhibition	-	0.6855	68.55%
CYP inhibitory promiscuity	-	0.6263	62.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6786	67.86%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9350	93.50%
Skin irritation	-	0.8620	86.20%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7505	75.05%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.7074	70.74%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7038	70.38%
Acute Oral Toxicity (c)	III	0.7116	71.16%
Estrogen receptor binding	+	0.7517	75.17%
Androgen receptor binding	+	0.6740	67.40%
Thyroid receptor binding	+	0.5856	58.56%
Glucocorticoid receptor binding	+	0.5976	59.76%
Aromatase binding	-	0.5878	58.78%
PPAR gamma	+	0.6020	60.20%
Honey bee toxicity	-	0.7823	78.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9060	90.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	99.61%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.46%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.95%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.10%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.11%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.14%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.09%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.39%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.90%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.30%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.06%	95.89%
CHEMBL2535	P11166	Glucose transporter	86.96%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.24%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.29%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.32%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.51%	92.62%
CHEMBL1255126	O15151	Protein Mdm4	82.83%	90.20%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.92%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.75%	97.14%
CHEMBL4208	P20618	Proteasome component C5	81.53%	90.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.82%	82.50%

Plants that contains it

• Urtica triangularis

Cross-Links

• PubChem: 162902559
• LOTUS: LTS0207593
• wikiData: Q105005842