[6-[3-(3,4-Dihydroxyphenyl)prop-2-enoyloxy]-4,5-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 19f7100d-24e0-4411-addf-cc5b9f76de84
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Hydroxycinnamic acid glycosides
• IUPAC Name: [6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,5-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C=CC(=O)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)O
• InChI: InChI=1S/C29H26O17/c30-14-3-1-11(5-15(14)31)2-4-21(36)45-29-25(40)24(39)26(46-28(42)13-8-18(34)23(38)19(35)9-13)20(44-29)10-43-27(41)12-6-16(32)22(37)17(33)7-12/h1-9,20,24-26,29-35,37-40H,10H2
• InChI Key: YSKBQCUOPDXDNF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₆O₁₇
• Molecular Weight: 646.50 g/mol
• Exact Mass: 646.11699936 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6977	69.77%
Caco-2	-	0.8875	88.75%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6475	64.75%
OATP2B1 inhibitior	-	0.7060	70.60%
OATP1B1 inhibitior	+	0.7443	74.43%
OATP1B3 inhibitior	+	0.8518	85.18%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6029	60.29%
P-glycoprotein inhibitior	+	0.6909	69.09%
P-glycoprotein substrate	-	0.8371	83.71%
CYP3A4 substrate	+	0.6023	60.23%
CYP2C9 substrate	-	0.6024	60.24%
CYP2D6 substrate	-	0.8570	85.70%
CYP3A4 inhibition	-	0.6943	69.43%
CYP2C9 inhibition	-	0.5955	59.55%
CYP2C19 inhibition	-	0.8016	80.16%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	-	0.8993	89.93%
CYP2C8 inhibition	+	0.7469	74.69%
CYP inhibitory promiscuity	-	0.6323	63.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7252	72.52%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8596	85.96%
Skin irritation	-	0.8290	82.90%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8217	82.17%
Micronuclear	+	0.6666	66.66%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.7743	77.43%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9751	97.51%
Acute Oral Toxicity (c)	III	0.7454	74.54%
Estrogen receptor binding	+	0.7066	70.66%
Androgen receptor binding	+	0.7721	77.21%
Thyroid receptor binding	-	0.5212	52.12%
Glucocorticoid receptor binding	+	0.5995	59.95%
Aromatase binding	-	0.5669	56.69%
PPAR gamma	+	0.6480	64.80%
Honey bee toxicity	-	0.8227	82.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9603	96.03%

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	99.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.68%	91.49%
CHEMBL3194	P02766	Transthyretin	97.35%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.85%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.24%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.54%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	90.98%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.58%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.10%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.48%	80.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.88%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.05%	95.64%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.86%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.73%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.02%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.94%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.84%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	81.49%	92.50%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	80.30%	83.65%

Plants that contains it

• Balanophora japonica
• Balanophora laxiflora

Cross-Links

• PubChem: 85307227
• LOTUS: LTS0165262
• wikiData: Q105359770