[4-Acetyloxy-5-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: 8cc7fb0e-3f52-4d79-93d1-4aed6d9c8d33
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [4-acetyloxy-5-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(OC(C1OC(=O)C=CC2=CC=C(C=C2)O)CO)OC3(C(C(C(O3)CO)O)OC(=O)C=CC4=CC=C(C=C4)O)CO)O
• SMILES (Isomeric): CC(=O)OC1C(C(OC(C1OC(=O)C=CC2=CC=C(C=C2)O)CO)OC3(C(C(C(O3)CO)O)OC(=O)C=CC4=CC=C(C=C4)O)CO)O
• InChI: InChI=1S/C32H36O16/c1-17(36)43-29-27(42)31(44-23(15-34)28(29)45-24(39)12-6-18-2-8-20(37)9-3-18)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: JRONIURMHVWSQC-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	-	0.8955	89.55%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.8193	81.93%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8495	84.95%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9269	92.69%
P-glycoprotein inhibitior	+	0.6459	64.59%
P-glycoprotein substrate	-	0.6877	68.77%
CYP3A4 substrate	+	0.6546	65.46%
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	+	0.6500	65.00%
CYP inhibitory promiscuity	-	0.5639	56.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9528	95.28%
Carcinogenicity (trinary)	Non-required	0.5762	57.62%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9232	92.32%
Skin irritation	-	0.8506	85.06%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8420	84.20%
Micronuclear	-	0.5826	58.26%
Hepatotoxicity	-	0.7574	75.74%
skin sensitisation	-	0.8487	84.87%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6985	69.85%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.8277	82.77%
Androgen receptor binding	+	0.6810	68.10%
Thyroid receptor binding	+	0.5173	51.73%
Glucocorticoid receptor binding	+	0.5956	59.56%
Aromatase binding	+	0.5542	55.42%
PPAR gamma	+	0.7279	72.79%
Honey bee toxicity	-	0.6779	67.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	98.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.99%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.89%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.76%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.96%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.98%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.87%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.07%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.73%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.80%	89.67%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.73%	85.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.11%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.95%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.85%	86.92%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.80%	94.80%
CHEMBL226	P30542	Adenosine A1 receptor	80.81%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	80.49%	91.19%

Plants that contains it

• Lilium mackliniae

Cross-Links

• PubChem: 162918760
• LOTUS: LTS0174445
• wikiData: Q105134017