[6-[2-(3,4-Dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 1a44c65d-5416-4d61-b90c-882879e98fcf
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCCC3=CC(=C(C=C3)O)O)COC(=O)C=CC4=CC(=C(C=C4)O)OC)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCCC3=CC(=C(C=C3)O)O)COC(=O)C=CC4=CC(=C(C=C4)O)OC)O)O)O)O
• InChI: InChI=1S/C30H38O15/c1-14-23(35)25(37)26(38)30(43-14)45-28-24(36)21(13-42-22(34)8-5-15-4-7-18(32)20(12-15)40-2)44-29(27(28)39)41-10-9-16-3-6-17(31)19(33)11-16/h3-8,11-12,14,21,23-33,35-39H,9-10,13H2,1-2H3
• InChI Key: OFNCUIXPAFLTJZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₁₅
• Molecular Weight: 638.60 g/mol
• Exact Mass: 638.22107050 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.71
• 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	-	0.7476	74.76%
Caco-2	-	0.9038	90.38%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7588	75.88%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7948	79.48%
P-glycoprotein inhibitior	-	0.5425	54.25%
P-glycoprotein substrate	-	0.5363	53.63%
CYP3A4 substrate	+	0.6659	66.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.9021	90.21%
CYP2C9 inhibition	-	0.7620	76.20%
CYP2C19 inhibition	-	0.8126	81.26%
CYP2D6 inhibition	-	0.8834	88.34%
CYP1A2 inhibition	-	0.8510	85.10%
CYP2C8 inhibition	+	0.8098	80.98%
CYP inhibitory promiscuity	-	0.7059	70.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9266	92.66%
Skin irritation	-	0.8452	84.52%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4562	45.62%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8623	86.23%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.9684	96.84%
Acute Oral Toxicity (c)	III	0.7892	78.92%
Estrogen receptor binding	+	0.8084	80.84%
Androgen receptor binding	-	0.5784	57.84%
Thyroid receptor binding	+	0.5264	52.64%
Glucocorticoid receptor binding	+	0.6157	61.57%
Aromatase binding	+	0.5339	53.39%
PPAR gamma	+	0.7310	73.10%
Honey bee toxicity	-	0.6998	69.98%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8215	82.15%

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	99.62%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.97%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.21%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.42%	96.00%
CHEMBL3194	P02766	Transthyretin	95.08%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.71%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.48%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.74%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.21%	80.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.47%	97.36%
CHEMBL4208	P20618	Proteasome component C5	85.17%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.81%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.92%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.16%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.48%	90.71%
CHEMBL2581	P07339	Cathepsin D	82.09%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.60%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.46%	92.62%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.96%	85.31%

Plants that contains it

• Buddleja davidii
• Plantago major

Cross-Links

• PubChem: 75110897
• LOTUS: LTS0025301
• wikiData: Q105191285