[3,4-Dihydroxy-5-[[3,4,5-trihydroxy-6-(2-methoxy-4-prop-2-enylphenoxy)oxan-2-yl]methoxy]oxolan-3-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 83b850fa-e562-4044-a797-d58a90510aed
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [3,4-dihydroxy-5-[[3,4,5-trihydroxy-6-(2-methoxy-4-prop-2-enylphenoxy)oxan-2-yl]methoxy]oxolan-3-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)CC=C)OC2C(C(C(C(O2)COC3C(C(CO3)(COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC=C)OC2C(C(C(C(O2)COC3C(C(CO3)(COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O)O
• InChI: InChI=1S/C30H36O14/c1-3-4-16-6-9-20(21(12-16)39-2)43-28-26(36)25(35)24(34)22(44-28)13-40-29-27(37)30(38,15-42-29)14-41-23(33)10-7-17-5-8-18(31)19(32)11-17/h3,5-12,22,24-29,31-32,34-38H,1,4,13-15H2,2H3
• InChI Key: DLOXQNKQILRKCN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₄
• Molecular Weight: 620.60 g/mol
• Exact Mass: 620.21050582 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4922	49.22%
Caco-2	-	0.8889	88.89%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7392	73.92%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8664	86.64%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7046	70.46%
P-glycoprotein inhibitior	-	0.4544	45.44%
P-glycoprotein substrate	+	0.5775	57.75%
CYP3A4 substrate	+	0.6982	69.82%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.7776	77.76%
CYP2C9 inhibition	-	0.8361	83.61%
CYP2C19 inhibition	-	0.7526	75.26%
CYP2D6 inhibition	-	0.8832	88.32%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	+	0.8565	85.65%
CYP inhibitory promiscuity	-	0.7947	79.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9259	92.59%
Skin irritation	-	0.8144	81.44%
Skin corrosion	-	0.9338	93.38%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6554	65.54%
Micronuclear	+	0.5248	52.48%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7358	73.58%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9239	92.39%
Acute Oral Toxicity (c)	III	0.6686	66.86%
Estrogen receptor binding	+	0.8245	82.45%
Androgen receptor binding	+	0.5360	53.60%
Thyroid receptor binding	-	0.5129	51.29%
Glucocorticoid receptor binding	+	0.6398	63.98%
Aromatase binding	+	0.6775	67.75%
PPAR gamma	+	0.6794	67.94%
Honey bee toxicity	-	0.6877	68.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9531	95.31%

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	99.64%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.84%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.57%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.57%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.41%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.62%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.72%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.78%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.30%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.16%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.11%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.33%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.32%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.56%	80.78%
CHEMBL4208	P20618	Proteasome component C5	85.11%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.97%	92.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.83%	96.90%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.56%	89.62%
CHEMBL3194	P02766	Transthyretin	80.92%	90.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.33%	82.50%
CHEMBL5957	P21589	5'-nucleotidase	80.03%	97.78%

Plants that contains it

• Baccharis dracunculifolia

Cross-Links

• PubChem: 85343722
• LOTUS: LTS0145841
• wikiData: Q104984555