3-[4-[6-[3-(3,4-Dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]propanoic acid

Details

• Internal ID: 24c948f9-ddd6-4dcf-9948-c88681538ef2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 3-[4-[6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]propanoic acid
• SMILES (Canonical): C1=CC(=C(C=C1CCC(=O)O)O)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CCC(=O)O)O)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)O
• InChI: InChI=1S/C24H26O12/c25-14-5-1-12(9-15(14)26)4-8-20(30)34-11-18-21(31)22(32)23(33)24(36-18)35-17-6-2-13(10-16(17)27)3-7-19(28)29/h1-2,4-6,8-10,18,21-27,31-33H,3,7,11H2,(H,28,29)
• InChI Key: ZEAUIMYFGPAHKG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₂
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.14242626 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.26
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7054	70.54%
Caco-2	-	0.9092	90.92%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6717	67.17%
OATP2B1 inhibitior	-	0.8458	84.58%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9067	90.67%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6345	63.45%
P-glycoprotein inhibitior	-	0.5302	53.02%
P-glycoprotein substrate	-	0.8101	81.01%
CYP3A4 substrate	+	0.6020	60.20%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.7673	76.73%
CYP2C9 inhibition	-	0.7343	73.43%
CYP2C19 inhibition	-	0.8394	83.94%
CYP2D6 inhibition	-	0.8973	89.73%
CYP1A2 inhibition	-	0.8968	89.68%
CYP2C8 inhibition	+	0.7463	74.63%
CYP inhibitory promiscuity	-	0.9040	90.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7340	73.40%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.8240	82.40%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6814	68.14%
Micronuclear	-	0.5408	54.08%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8055	80.55%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9671	96.71%
Acute Oral Toxicity (c)	III	0.7389	73.89%
Estrogen receptor binding	+	0.6853	68.53%
Androgen receptor binding	+	0.5408	54.08%
Thyroid receptor binding	-	0.5127	51.27%
Glucocorticoid receptor binding	-	0.4932	49.32%
Aromatase binding	-	0.4908	49.08%
PPAR gamma	+	0.6584	65.84%
Honey bee toxicity	-	0.7618	76.18%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9110	91.10%

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	98.87%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.46%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.34%	86.33%
CHEMBL3194	P02766	Transthyretin	96.13%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.66%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.18%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.24%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.19%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.18%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.53%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.95%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.66%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.07%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	83.89%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.67%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.09%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.76%	95.56%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.02%	96.37%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	81.98%	88.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.20%	91.71%
CHEMBL1255126	O15151	Protein Mdm4	81.19%	90.20%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.60%	95.78%

Plants that contains it

• Baccharis dracunculifolia

Cross-Links

• PubChem: 73090534
• LOTUS: LTS0259672
• wikiData: Q105372987