[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 32c568f0-b95f-46bd-9b85-ce83976b2f68
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters > O-cinnamoyl glycosides
• IUPAC Name: [(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] (E)-3-phenylprop-2-enoate
• InChI: InChI=1S/C15H18O6/c1-9-12(17)13(18)14(19)15(20-9)21-11(16)8-7-10-5-3-2-4-6-10/h2-9,12-15,17-19H,1H3/b8-7+/t9-,12-,13-,14+,15-/m0/s1
• InChI Key: DQIXENSCQIXIKS-QZTXVWOASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6505	65.05%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6589	65.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8522	85.22%
P-glycoprotein inhibitior	-	0.9226	92.26%
P-glycoprotein substrate	-	0.9469	94.69%
CYP3A4 substrate	-	0.5498	54.98%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.7247	72.47%
CYP2C9 inhibition	-	0.9003	90.03%
CYP2C19 inhibition	-	0.9077	90.77%
CYP2D6 inhibition	-	0.9598	95.98%
CYP1A2 inhibition	-	0.8172	81.72%
CYP2C8 inhibition	+	0.5097	50.97%
CYP inhibitory promiscuity	-	0.5464	54.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.5279	52.79%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.7561	75.61%
Skin irritation	-	0.6170	61.70%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6315	63.15%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5921	59.21%
skin sensitisation	-	0.7665	76.65%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8454	84.54%
Acute Oral Toxicity (c)	III	0.6208	62.08%
Estrogen receptor binding	-	0.7103	71.03%
Androgen receptor binding	-	0.6899	68.99%
Thyroid receptor binding	-	0.6099	60.99%
Glucocorticoid receptor binding	-	0.5742	57.42%
Aromatase binding	-	0.5257	52.57%
PPAR gamma	-	0.6616	66.16%
Honey bee toxicity	-	0.9116	91.16%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.8823	88.23%

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	96.86%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.86%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.20%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.88%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.20%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.12%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.14%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.03%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.71%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.96%	90.17%
CHEMBL5028	O14672	ADAM10	81.36%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.17%	99.17%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 163187900
• LOTUS: LTS0095687
• wikiData: Q104986980