[5-Acetyloxy-4-hydroxy-6-[4-hydroxy-2,5-bis(hydroxymethyl)-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxolan-2-yl]oxy-2-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 084323a1-2df9-42a1-aab5-4881baf87f41
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [5-acetyloxy-4-hydroxy-6-[4-hydroxy-2,5-bis(hydroxymethyl)-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxolan-2-yl]oxy-2-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OC1C(C(C(OC1OC2(C(C(C(O2)CO)O)OC(=O)C=CC3=CC=C(C=C3)O)CO)CO)OC(=O)C=CC4=CC=C(C=C4)O)O
• SMILES (Isomeric): CC(=O)OC1C(C(C(OC1OC2(C(C(C(O2)CO)O)OC(=O)C=CC3=CC=C(C=C3)O)CO)CO)OC(=O)C=CC4=CC=C(C=C4)O)O
• InChI: InChI=1S/C32H36O16/c1-17(36)43-29-27(42)28(45-24(39)12-6-18-2-8-20(37)9-3-18)23(15-34)44-31(29)48-32(16-35)30(26(41)22(14-33)47-32)46-25(40)13-7-19-4-10-21(38)11-5-19/h2-13,22-23,26-31,33-35,37-38,41-42H,14-16H2,1H3
• InChI Key: ODUKECVEOGSOLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₆O₁₆
• Molecular Weight: 676.60 g/mol
• Exact Mass: 676.20033506 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 16
• 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	-	0.6722	67.22%
Caco-2	-	0.8969	89.69%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.8193	81.93%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8920	89.20%
P-glycoprotein inhibitior	+	0.6324	63.24%
P-glycoprotein substrate	-	0.6828	68.28%
CYP3A4 substrate	+	0.6498	64.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8385	83.85%
CYP2C9 inhibition	-	0.8260	82.60%
CYP2C19 inhibition	-	0.8167	81.67%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.9187	91.87%
CYP2C8 inhibition	+	0.6781	67.81%
CYP inhibitory promiscuity	-	0.5639	56.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9528	95.28%
Carcinogenicity (trinary)	Non-required	0.5762	57.62%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9246	92.46%
Skin irritation	-	0.8506	85.06%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8689	86.89%
Micronuclear	-	0.5826	58.26%
Hepatotoxicity	-	0.7824	78.24%
skin sensitisation	-	0.8487	84.87%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4697	46.97%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.8271	82.71%
Androgen receptor binding	+	0.6641	66.41%
Thyroid receptor binding	+	0.5328	53.28%
Glucocorticoid receptor binding	+	0.5776	57.76%
Aromatase binding	+	0.5491	54.91%
PPAR gamma	+	0.7499	74.99%
Honey bee toxicity	-	0.6991	69.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9396	93.96%

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	98.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.08%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.01%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.92%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.66%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.78%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.49%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.20%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.06%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	86.67%	97.79%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.96%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.68%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	82.33%	95.93%
CHEMBL3194	P02766	Transthyretin	82.25%	90.71%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.01%	89.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.41%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.45%	97.09%

Plants that contains it

• Lilium mackliniae

Cross-Links

• PubChem: 162942225
• LOTUS: LTS0095569
• wikiData: Q105190049