(2R)-1-[2,4-dihydroxy-3,5-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]-2-methylbutan-1-one

Details

• Internal ID: 53bf17e5-2fb0-46b0-8c76-e1a6518b2656
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R)-1-[2,4-dihydroxy-3,5-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]-2-methylbutan-1-one
• SMILES (Canonical): CCC(C)C(=O)C1=C(C(=C(C(=C1OC2C(C(C(C(O2)COC3C(C(C(C(O3)C)O)O)O)O)O)O)C)O)C)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)C1=C(C(=C(C(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O)O)O)C)O)C)O
• InChI: InChI=1S/C25H38O13/c1-6-8(2)14(26)13-16(28)9(3)15(27)10(4)23(13)38-25-22(34)20(32)18(30)12(37-25)7-35-24-21(33)19(31)17(29)11(5)36-24/h8,11-12,17-22,24-25,27-34H,6-7H2,1-5H3/t8-,11+,12-,17+,18-,19-,20+,21-,22-,24-,25+/m1/s1
• InChI Key: BHJACXRCFCZATN-NUQZBAFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₁₃
• Molecular Weight: 546.60 g/mol
• Exact Mass: 546.23124126 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.03
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5650	56.50%
Caco-2	-	0.8463	84.63%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7683	76.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7248	72.48%
OATP1B3 inhibitior	+	0.8925	89.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4602	46.02%
P-glycoprotein inhibitior	-	0.6084	60.84%
P-glycoprotein substrate	-	0.6884	68.84%
CYP3A4 substrate	+	0.5820	58.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.8555	85.55%
CYP2C9 inhibition	-	0.7885	78.85%
CYP2C19 inhibition	-	0.8405	84.05%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.7325	73.25%
CYP2C8 inhibition	-	0.6491	64.91%
CYP inhibitory promiscuity	-	0.7242	72.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6875	68.75%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8950	89.50%
Skin irritation	-	0.8489	84.89%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.6445	64.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.5764	57.64%
Micronuclear	-	0.5793	57.93%
Hepatotoxicity	-	0.6910	69.10%
skin sensitisation	-	0.8490	84.90%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.9560	95.60%
Acute Oral Toxicity (c)	III	0.7808	78.08%
Estrogen receptor binding	+	0.7515	75.15%
Androgen receptor binding	-	0.6022	60.22%
Thyroid receptor binding	-	0.5271	52.71%
Glucocorticoid receptor binding	+	0.5724	57.24%
Aromatase binding	+	0.6158	61.58%
PPAR gamma	+	0.5985	59.85%
Honey bee toxicity	-	0.8782	87.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9131	91.31%

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	95.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.44%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.73%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	90.47%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.96%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.95%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.76%	97.25%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.35%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.09%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.06%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.05%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.70%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.07%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.04%	96.47%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.78%	93.65%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.61%	90.71%

Plants that contains it

• Hypericum japonicum

Cross-Links

• PubChem: 163037130
• LOTUS: LTS0237698
• wikiData: Q104935999