(3,4,5,6-Tetrahydroxyoxan-2-yl)methyl 3-phenylprop-2-enoate

Details

• Internal ID: 91718bc3-83af-4167-b254-047fb9b1fc1d
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: (3,4,5,6-tetrahydroxyoxan-2-yl)methyl 3-phenylprop-2-enoate
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)OCC2C(C(C(C(O2)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C=CC(=O)OCC2C(C(C(C(O2)O)O)O)O
• InChI: InChI=1S/C15H18O7/c16-11(7-6-9-4-2-1-3-5-9)21-8-10-12(17)13(18)14(19)15(20)22-10/h1-7,10,12-15,17-20H,8H2
• InChI Key: CFFMLEQRNNOHLH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₇
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.10525291 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.96
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7351	73.51%
Caco-2	-	0.8649	86.49%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7403	74.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8565	85.65%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6990	69.90%
P-glycoprotein inhibitior	-	0.9575	95.75%
P-glycoprotein substrate	-	0.9804	98.04%
CYP3A4 substrate	-	0.5616	56.16%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.8874	88.74%
CYP2C9 inhibition	-	0.9015	90.15%
CYP2C19 inhibition	-	0.8991	89.91%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.9303	93.03%
CYP2C8 inhibition	+	0.4770	47.70%
CYP inhibitory promiscuity	-	0.7113	71.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6984	69.84%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8908	89.08%
Skin irritation	-	0.8131	81.31%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6250	62.50%
Micronuclear	-	0.5308	53.08%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8309	83.09%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8509	85.09%
Acute Oral Toxicity (c)	III	0.6553	65.53%
Estrogen receptor binding	-	0.6011	60.11%
Androgen receptor binding	-	0.5591	55.91%
Thyroid receptor binding	-	0.6484	64.84%
Glucocorticoid receptor binding	-	0.6281	62.81%
Aromatase binding	+	0.5618	56.18%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8735	87.35%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.7929	79.29%

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	96.13%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.43%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.59%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	94.52%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.94%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.47%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.84%	99.17%
CHEMBL5028	O14672	ADAM10	84.39%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.33%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.72%	95.93%
CHEMBL2581	P07339	Cathepsin D	80.19%	98.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.06%	89.67%

Plants that contains it

• Scrophularia ningpoensis
• Spiraea canescens

Cross-Links

• PubChem: 73819339
• LOTUS: LTS0196224
• wikiData: Q104888805