[(2R,3S,4R,5R,6R)-3-acetyloxy-4,5-dihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl benzoate

Details

• Internal ID: c9c38b43-9142-4c97-9ab7-65e0dfb43b67
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3S,4R,5R,6R)-3-acetyloxy-4,5-dihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl benzoate
• InChI: InChI=1S/C33H40O17/c1-17(36)46-29-23(15-45-31(41)19-8-6-5-7-9-19)47-32(27(40)26(29)39)50-33(16-35)30(25(38)22(14-34)49-33)48-24(37)11-10-18-12-20(42-2)28(44-4)21(13-18)43-3/h5-13,22-23,25-27,29-30,32,34-35,38-40H,14-16H2,1-4H3/b11-10+/t22-,23-,25-,26-,27-,29-,30+,32-,33+/m1/s1
• InChI Key: QFCMJDCRJXKWMV-SKPQADINSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₁₇
• Molecular Weight: 708.70 g/mol
• Exact Mass: 708.22654980 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 17
• H-Bond Donor: 5
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7827	78.27%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7023	70.23%
OATP2B1 inhibitior	-	0.5784	57.84%
OATP1B1 inhibitior	+	0.8515	85.15%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8271	82.71%
P-glycoprotein inhibitior	+	0.7363	73.63%
P-glycoprotein substrate	-	0.5661	56.61%
CYP3A4 substrate	+	0.6795	67.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8732	87.32%
CYP3A4 inhibition	-	0.7802	78.02%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.8301	83.01%
CYP inhibitory promiscuity	-	0.7421	74.21%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6433	64.33%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9189	91.89%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7324	73.24%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.7268	72.68%
skin sensitisation	-	0.8251	82.51%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8715	87.15%
Acute Oral Toxicity (c)	III	0.6316	63.16%
Estrogen receptor binding	+	0.8433	84.33%
Androgen receptor binding	+	0.6891	68.91%
Thyroid receptor binding	+	0.5493	54.93%
Glucocorticoid receptor binding	+	0.7159	71.59%
Aromatase binding	+	0.5665	56.65%
PPAR gamma	+	0.7403	74.03%
Honey bee toxicity	-	0.6928	69.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9374	93.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.34%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.82%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.39%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.23%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.52%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.31%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.11%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.81%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.17%	99.17%
CHEMBL5028	O14672	ADAM10	87.03%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	85.65%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.07%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.74%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.41%	95.89%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.26%	89.44%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.08%	94.08%

Plants that contains it

• Polygala karensium

Cross-Links

• PubChem: 11343026
• LOTUS: LTS0196648
• wikiData: Q105219481