[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3-(3,4-dihydroxyphenyl)-2-methylprop-2-enoate

Details

• Internal ID: f6343bc9-91ac-4abf-bf78-c6dda73bcdac
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Hydroxycinnamic acid glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3-(3,4-dihydroxyphenyl)-2-methylprop-2-enoate
• SMILES (Canonical): CC(=CC1=CC(=C(C=C1)O)O)C(=O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC(=CC1=CC(=C(C=C1)O)O)C(=O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C16H20O9/c1-7(4-8-2-3-9(18)10(19)5-8)15(23)25-16-14(22)13(21)12(20)11(6-17)24-16/h2-5,11-14,16-22H,6H2,1H3
• InChI Key: FLRRQCMZWPQERP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₉
• Molecular Weight: 356.32 g/mol
• Exact Mass: 356.11073221 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.16
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5434	54.34%
Caco-2	-	0.8587	85.87%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7174	71.74%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7042	70.42%
P-glycoprotein inhibitior	-	0.9019	90.19%
P-glycoprotein substrate	-	0.9565	95.65%
CYP3A4 substrate	+	0.5097	50.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.9027	90.27%
CYP2C9 inhibition	-	0.7168	71.68%
CYP2C19 inhibition	-	0.7068	70.68%
CYP2D6 inhibition	-	0.8765	87.65%
CYP1A2 inhibition	-	0.7359	73.59%
CYP2C8 inhibition	-	0.7082	70.82%
CYP inhibitory promiscuity	+	0.5973	59.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7561	75.61%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8714	87.14%
Skin irritation	-	0.8051	80.51%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5943	59.43%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.7475	74.75%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8319	83.19%
Acute Oral Toxicity (c)	III	0.6603	66.03%
Estrogen receptor binding	+	0.5530	55.30%
Androgen receptor binding	-	0.5064	50.64%
Thyroid receptor binding	+	0.5257	52.57%
Glucocorticoid receptor binding	+	0.5454	54.54%
Aromatase binding	-	0.6855	68.55%
PPAR gamma	-	0.5898	58.98%
Honey bee toxicity	-	0.8346	83.46%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.8724	87.24%

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	99.57%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.81%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.63%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.55%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.87%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.75%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.16%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.40%	99.15%
CHEMBL3194	P02766	Transthyretin	80.29%	90.71%

Plants that contains it

• Camellia reticulata

Cross-Links

• PubChem: 162913564
• LOTUS: LTS0089143
• wikiData: Q104997426