[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl (1R,4aS,6S,7R,7aS)-6-[(1R,4aS,7S,7aR)-1-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbonyl]oxy-1-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: ddfa452b-173a-416d-b2fb-ce0c71f65f19
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl (1R,4aS,6S,7R,7aS)-6-[(1R,4aS,7S,7aR)-1-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbonyl]oxy-1-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C33H42O14/c1-14-3-8-18-20(12-43-31(40)24(14)18)30(39)46-22-9-19-21(13-44-32(41)25(19)15(22)2)29(38)42-11-16-4-6-17(7-5-16)45-33-28(37)27(36)26(35)23(10-34)47-33/h4-7,12-15,18-19,22-28,31-37,40-41H,3,8-11H2,1-2H3/t14-,15-,18+,19+,22-,23+,24+,25+,26+,27-,28+,31+,32+,33+/m0/s1
• InChI Key: QZLJTAOWGKBWOJ-SWZZYAMUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₁₄
• Molecular Weight: 662.70 g/mol
• Exact Mass: 662.25745601 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6663	66.63%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7499	74.99%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.7970	79.70%
OATP1B3 inhibitior	+	0.9084	90.84%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9124	91.24%
P-glycoprotein inhibitior	+	0.6277	62.77%
P-glycoprotein substrate	-	0.5921	59.21%
CYP3A4 substrate	+	0.6925	69.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8560	85.60%
CYP3A4 inhibition	-	0.8592	85.92%
CYP2C9 inhibition	-	0.8064	80.64%
CYP2C19 inhibition	-	0.7985	79.85%
CYP2D6 inhibition	-	0.8807	88.07%
CYP1A2 inhibition	-	0.6853	68.53%
CYP2C8 inhibition	+	0.7644	76.44%
CYP inhibitory promiscuity	-	0.7453	74.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6668	66.68%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.7330	73.30%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.5748	57.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.6920	69.20%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8755	87.55%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8538	85.38%
Acute Oral Toxicity (c)	III	0.4778	47.78%
Estrogen receptor binding	+	0.8207	82.07%
Androgen receptor binding	+	0.7134	71.34%
Thyroid receptor binding	-	0.5403	54.03%
Glucocorticoid receptor binding	+	0.6625	66.25%
Aromatase binding	-	0.5054	50.54%
PPAR gamma	+	0.6996	69.96%
Honey bee toxicity	-	0.7505	75.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9553	95.53%

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	98.89%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.07%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.29%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	94.43%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	93.22%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	92.71%	97.53%
CHEMBL2581	P07339	Cathepsin D	91.82%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.63%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.20%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.65%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.96%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.52%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.15%	90.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.85%	85.00%
CHEMBL4208	P20618	Proteasome component C5	84.84%	90.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.32%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.21%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.20%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.35%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.73%	94.73%

Plants that contains it

• Viburnum urceolatum

Cross-Links

• PubChem: 163092184
• LOTUS: LTS0001860
• wikiData: Q105232149