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

Details

• Internal ID: b0d4523d-b6e5-400d-993c-6341045fda96
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [3,4-dihydroxy-5-[[3,4,5-trihydroxy-6-(2-phenylethoxy)oxan-2-yl]methoxy]oxolan-3-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OCCC3=CC=CC=C3)O)O)O)O)(COC(=O)C=CC4=CC(=C(C=C4)O)O)O
• SMILES (Isomeric): C1C(C(C(O1)OCC2C(C(C(C(O2)OCCC3=CC=CC=C3)O)O)O)O)(COC(=O)C=CC4=CC(=C(C=C4)O)O)O
• InChI: InChI=1S/C28H34O13/c29-18-8-6-17(12-19(18)30)7-9-21(31)39-14-28(36)15-40-27(25(28)35)38-13-20-22(32)23(33)24(34)26(41-20)37-11-10-16-4-2-1-3-5-16/h1-9,12,20,22-27,29-30,32-36H,10-11,13-15H2
• InChI Key: RFNVKJQFRVRYNW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₃
• Molecular Weight: 578.60 g/mol
• Exact Mass: 578.19994113 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5052	50.52%
Caco-2	-	0.9009	90.09%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8284	82.84%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.8862	88.62%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6193	61.93%
P-glycoprotein inhibitior	-	0.5159	51.59%
P-glycoprotein substrate	-	0.6175	61.75%
CYP3A4 substrate	+	0.6628	66.28%
CYP2C9 substrate	-	0.8049	80.49%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.8739	87.39%
CYP2C9 inhibition	-	0.8204	82.04%
CYP2C19 inhibition	-	0.7629	76.29%
CYP2D6 inhibition	-	0.8630	86.30%
CYP1A2 inhibition	-	0.8735	87.35%
CYP2C8 inhibition	+	0.8171	81.71%
CYP inhibitory promiscuity	-	0.8525	85.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5684	56.84%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.8154	81.54%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4069	40.69%
Micronuclear	-	0.6626	66.26%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8039	80.39%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9312	93.12%
Acute Oral Toxicity (c)	III	0.6089	60.89%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	+	0.6732	67.32%
Thyroid receptor binding	+	0.5402	54.02%
Glucocorticoid receptor binding	+	0.5713	57.13%
Aromatase binding	+	0.7024	70.24%
PPAR gamma	+	0.7337	73.37%
Honey bee toxicity	-	0.7292	72.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9177	91.77%

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	99.86%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	99.27%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.32%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.80%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.77%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.05%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	89.62%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.24%	96.00%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.07%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.89%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.62%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.33%	94.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.62%	99.17%
CHEMBL5028	O14672	ADAM10	81.56%	97.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.33%	85.31%
CHEMBL5957	P21589	5'-nucleotidase	81.32%	97.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.09%	91.71%
CHEMBL3194	P02766	Transthyretin	81.07%	90.71%

Plants that contains it

• Baccharis dracunculifolia

Cross-Links

• PubChem: 73113995
• LOTUS: LTS0021556
• wikiData: Q105235501