[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-4-[(E)-3-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]phenoxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 5545f0e0-e4b0-41e3-9db4-865273b25fbd
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Hydroxycinnamic acid glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-4-[(E)-3-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]phenoxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C30H34O16/c31-12-19-23(36)25(38)28(41)30(44-19)46-22(35)10-5-15-3-8-18(17(33)11-15)43-29-27(40)26(39)24(37)20(45-29)13-42-21(34)9-4-14-1-6-16(32)7-2-14/h1-11,19-20,23-33,36-41H,12-13H2/b9-4+,10-5+/t19-,20-,23-,24-,25+,26+,27-,28-,29-,30+/m1/s1
• InChI Key: NJZKNNCKRZJHCK-OGGREQCXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₆
• Molecular Weight: 650.60 g/mol
• Exact Mass: 650.18468499 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.10
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8264	82.64%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.5406	54.06%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9622	96.22%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6436	64.36%
P-glycoprotein substrate	-	0.8378	83.78%
CYP3A4 substrate	+	0.5894	58.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8666	86.66%
CYP2C9 inhibition	-	0.8826	88.26%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.9487	94.87%
CYP2C8 inhibition	+	0.7446	74.46%
CYP inhibitory promiscuity	-	0.8350	83.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7039	70.39%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.8613	86.13%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7532	75.32%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8212	82.12%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8551	85.51%
Acute Oral Toxicity (c)	III	0.5686	56.86%
Estrogen receptor binding	+	0.7345	73.45%
Androgen receptor binding	-	0.4872	48.72%
Thyroid receptor binding	+	0.5285	52.85%
Glucocorticoid receptor binding	+	0.6020	60.20%
Aromatase binding	-	0.5125	51.25%
PPAR gamma	+	0.6495	64.95%
Honey bee toxicity	-	0.7761	77.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.9032	90.32%

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	98.33%	91.11%
CHEMBL3194	P02766	Transthyretin	96.36%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.48%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.97%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.83%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.71%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.57%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	87.00%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.29%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.26%	89.67%
CHEMBL3401	O75469	Pregnane X receptor	85.99%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.53%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.42%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.29%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.05%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.90%	96.95%
CHEMBL4208	P20618	Proteasome component C5	81.77%	90.00%

Plants that contains it

• Clematis tashiroi

Cross-Links

• PubChem: 122181705
• LOTUS: LTS0064345
• wikiData: Q105180410