2-[[3,4-Dihydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxolan-2-yl]oxymethyl]-6-(2-methoxy-4-prop-2-enylphenoxy)oxane-3,4,5-triol

Details

• Internal ID: 92ca0e14-a3a7-4a6b-9d9b-fb87864f7ef5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[[3,4-dihydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxolan-2-yl]oxymethyl]-6-(2-methoxy-4-prop-2-enylphenoxy)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)CC=C)OC2C(C(C(C(O2)COC3C(C(CO3)(COC4C(C(C(CO4)O)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC=C)OC2C(C(C(C(O2)COC3C(C(CO3)(COC4C(C(C(CO4)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C26H38O15/c1-3-4-12-5-6-14(15(7-12)35-2)40-24-21(32)19(30)18(29)16(41-24)9-37-25-22(33)26(34,11-39-25)10-38-23-20(31)17(28)13(27)8-36-23/h3,5-7,13,16-25,27-34H,1,4,8-11H2,2H3
• InChI Key: DTYUQAUPYVPPDO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₁₅
• Molecular Weight: 590.60 g/mol
• Exact Mass: 590.22107050 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -3.47
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6044	60.44%
Caco-2	-	0.8837	88.37%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6966	69.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7141	71.41%
P-glycoprotein inhibitior	-	0.5062	50.62%
P-glycoprotein substrate	+	0.5640	56.40%
CYP3A4 substrate	+	0.6662	66.62%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.7782	77.82%
CYP3A4 inhibition	-	0.8336	83.36%
CYP2C9 inhibition	-	0.8152	81.52%
CYP2C19 inhibition	-	0.7293	72.93%
CYP2D6 inhibition	-	0.8698	86.98%
CYP1A2 inhibition	-	0.8633	86.33%
CYP2C8 inhibition	+	0.7717	77.17%
CYP inhibitory promiscuity	-	0.7300	73.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5552	55.52%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.8099	80.99%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8230	82.30%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	-	0.6833	68.33%
skin sensitisation	-	0.7489	74.89%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.9325	93.25%
Acute Oral Toxicity (c)	III	0.6804	68.04%
Estrogen receptor binding	+	0.6835	68.35%
Androgen receptor binding	-	0.6452	64.52%
Thyroid receptor binding	-	0.5617	56.17%
Glucocorticoid receptor binding	+	0.5754	57.54%
Aromatase binding	+	0.6141	61.41%
PPAR gamma	+	0.6612	66.12%
Honey bee toxicity	-	0.7237	72.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8684	86.84%

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	98.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.17%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.30%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.09%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.95%	95.89%
CHEMBL2581	P07339	Cathepsin D	91.61%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.53%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.33%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.89%	94.00%
CHEMBL5957	P21589	5'-nucleotidase	86.44%	97.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.54%	92.62%
CHEMBL4208	P20618	Proteasome component C5	85.32%	90.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	85.09%	85.49%
CHEMBL226	P30542	Adenosine A1 receptor	84.90%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.63%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.42%	86.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.57%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.93%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.93%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.60%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.55%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.44%	97.36%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.05%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.38%	97.14%

Plants that contains it

• Tynanthus panurensis

Cross-Links

• PubChem: 163012426
• LOTUS: LTS0237820
• wikiData: Q104989090