2-[4-Hydroxy-3-[2-[2-hydroxy-3-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]-3-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-methylphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 59e9e62e-dbcd-42ae-9a72-1f4b33f0e891
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[4-hydroxy-3-[2-[2-hydroxy-3-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]-3-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-methylphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)C)OC4=C(C(=CC(=C4)OC5C(C(C(C(O5)CO)O)O)O)C)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)C)OC4=C(C(=CC(=C4)OC5C(C(C(C(O5)CO)O)O)O)C)O)OC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C39H50O21/c1-13-4-16(54-37-33(51)30(48)27(45)22(10-40)58-37)7-19(25(13)43)20-8-17(55-38-34(52)31(49)28(46)23(11-41)59-38)6-15(3)36(20)57-21-9-18(5-14(2)26(21)44)56-39-35(53)32(50)29(47)24(12-42)60-39/h4-9,22-24,27-35,37-53H,10-12H2,1-3H3
• InChI Key: RASVJEQOJWZGLV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₀O₂₁
• Molecular Weight: 854.80 g/mol
• Exact Mass: 854.28445860 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.98
• H-Bond Acceptor: 21
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8165	81.65%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9211	92.11%
P-glycoprotein inhibitior	+	0.6567	65.67%
P-glycoprotein substrate	-	0.8880	88.80%
CYP3A4 substrate	+	0.5566	55.66%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8266	82.66%
CYP3A4 inhibition	-	0.9420	94.20%
CYP2C9 inhibition	-	0.8923	89.23%
CYP2C19 inhibition	-	0.9122	91.22%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9237	92.37%
CYP2C8 inhibition	+	0.5166	51.66%
CYP inhibitory promiscuity	-	0.6279	62.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6547	65.47%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.8807	88.07%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8320	83.20%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	-	0.7717	77.17%
skin sensitisation	-	0.9186	91.86%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7706	77.06%
Acute Oral Toxicity (c)	III	0.7203	72.03%
Estrogen receptor binding	+	0.8008	80.08%
Androgen receptor binding	+	0.5551	55.51%
Thyroid receptor binding	+	0.5828	58.28%
Glucocorticoid receptor binding	-	0.4715	47.15%
Aromatase binding	+	0.5912	59.12%
PPAR gamma	+	0.7450	74.50%
Honey bee toxicity	-	0.8299	82.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7592	75.92%

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	97.36%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.30%	96.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.44%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.09%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.02%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.95%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.83%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.27%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.69%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.16%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.04%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.13%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.99%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.85%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.73%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.70%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.60%	86.92%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.30%	93.65%

Plants that contains it

• Pyrola rotundifolia

Cross-Links

• PubChem: 85427100
• LOTUS: LTS0075362
• wikiData: Q105232854