5-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-hydroxy-2-methylchromen-4-one

Details

• Internal ID: c4d29e28-d553-411d-b774-7e9fc0c4308d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 5-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-hydroxy-2-methylchromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C=C(C=C2OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C=C(C=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@](CO4)(CO)O)O)O)O)O)O
• InChI: InChI=1S/C21H26O13/c1-8-2-10(24)14-11(32-8)3-9(23)4-12(14)33-19-17(27)16(26)15(25)13(34-19)5-30-20-18(28)21(29,6-22)7-31-20/h2-4,13,15-20,22-23,25-29H,5-7H2,1H3/t13-,15-,16+,17-,18+,19-,20-,21-/m1/s1
• InChI Key: IHOLEAOCHWUUBF-DSEJFMNZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₁₃
• Molecular Weight: 486.40 g/mol
• Exact Mass: 486.13734088 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.55
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5805	58.05%
Caco-2	-	0.8786	87.86%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6747	67.47%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5368	53.68%
P-glycoprotein inhibitior	-	0.6360	63.60%
P-glycoprotein substrate	-	0.5912	59.12%
CYP3A4 substrate	+	0.6571	65.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	-	0.9222	92.22%
CYP2C9 inhibition	-	0.9438	94.38%
CYP2C19 inhibition	-	0.8689	86.89%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.9078	90.78%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8764	87.64%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.8165	81.65%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4055	40.55%
Micronuclear	-	0.5126	51.26%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.8764	87.64%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4885	48.85%
Acute Oral Toxicity (c)	III	0.5796	57.96%
Estrogen receptor binding	+	0.8259	82.59%
Androgen receptor binding	+	0.5539	55.39%
Thyroid receptor binding	+	0.5513	55.13%
Glucocorticoid receptor binding	+	0.6612	66.12%
Aromatase binding	+	0.7473	74.73%
PPAR gamma	+	0.7742	77.42%
Honey bee toxicity	-	0.7952	79.52%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	+	0.7978	79.78%

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	98.95%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.62%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.56%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.48%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.05%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.87%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	90.78%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.95%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.91%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.07%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.04%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.88%	86.92%
CHEMBL4581	P52732	Kinesin-like protein 1	86.26%	93.18%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.28%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.12%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.67%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.79%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	80.83%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.03%	90.71%

Plants that contains it

• Neonauclea sessilifolia

Cross-Links

• PubChem: 162842354
• LOTUS: LTS0016743
• wikiData: Q105113155