[(1R,2R,4R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-4-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxycyclohexyl] (E)-3-(3-methoxy-4-methylphenyl)prop-2-enoate

Details

• Internal ID: 9a5554d0-e612-49c6-ba23-ba5096fb41dd
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(1R,2R,4R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-4-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxycyclohexyl] (E)-3-(3-methoxy-4-methylphenyl)prop-2-enoate
• InChI: InChI=1S/C38H52O16/c1-20-5-6-22(14-28(20)48-4)8-10-30(41)54-34-24(17-50-37-35(45)38(46,18-39)19-51-37)15-25(49-12-11-23-7-9-27(47-3)26(40)13-23)16-29(34)53-36-33(44)32(43)31(42)21(2)52-36/h5-10,13-14,21,24-25,29,31-37,39-40,42-46H,11-12,15-19H2,1-4H3/b10-8+/t21-,24+,25+,29+,31-,32+,33+,34+,35-,36-,37+,38+/m0/s1
• InChI Key: YOMBEUFTRCIMGO-CRMMGSHYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₂O₁₆
• Molecular Weight: 764.80 g/mol
• Exact Mass: 764.32553557 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4790	47.90%
Caco-2	-	0.8802	88.02%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8017	80.17%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8605	86.05%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9751	97.51%
P-glycoprotein inhibitior	+	0.7082	70.82%
P-glycoprotein substrate	+	0.7485	74.85%
CYP3A4 substrate	+	0.7299	72.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.8764	87.64%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.8525	85.25%
CYP2D6 inhibition	-	0.9028	90.28%
CYP1A2 inhibition	-	0.8697	86.97%
CYP2C8 inhibition	+	0.8402	84.02%
CYP inhibitory promiscuity	-	0.8566	85.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6095	60.95%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9239	92.39%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8642	86.42%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6288	62.88%
skin sensitisation	-	0.8564	85.64%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9464	94.64%
Acute Oral Toxicity (c)	III	0.4878	48.78%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.5260	52.60%
Thyroid receptor binding	+	0.5579	55.79%
Glucocorticoid receptor binding	+	0.7362	73.62%
Aromatase binding	+	0.5644	56.44%
PPAR gamma	+	0.7543	75.43%
Honey bee toxicity	-	0.6623	66.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9054	90.54%

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	99.38%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	99.24%	92.98%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.64%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.30%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.97%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.06%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.23%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.98%	96.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.13%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.94%	97.36%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	93.28%	97.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.50%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.47%	86.92%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.18%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.04%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.95%	99.17%
CHEMBL3194	P02766	Transthyretin	87.26%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.20%	91.07%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.08%	96.90%
CHEMBL4530	P00488	Coagulation factor XIII	85.77%	96.00%
CHEMBL4581	P52732	Kinesin-like protein 1	85.44%	93.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.63%	96.69%
CHEMBL4208	P20618	Proteasome component C5	84.26%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.25%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.12%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.09%	94.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.18%	97.53%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.71%	92.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.53%	91.71%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	81.11%	89.76%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	81.01%	92.95%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.62%	99.09%
CHEMBL5028	O14672	ADAM10	80.61%	97.50%

Plants that contains it

• Marrubium alysson

Cross-Links

• PubChem: 163189514
• LOTUS: LTS0250084
• wikiData: Q105351391