[(2S,3R,4S,5S,6R)-2-[[(1R,15S,16R,17S)-16-ethenyl-5-hydroxy-4-methoxy-11-oxo-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-15-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: b01596f1-a3c0-494a-b488-486340efd174
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[[(1R,15S,16R,17S)-16-ethenyl-5-hydroxy-4-methoxy-11-oxo-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-15-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2OC3C(C4CC5C6=CC(=C(C=C6CCN5C(=O)C4=CO3)O)OC)C=C)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3[C@@H]([C@@H]4C[C@@H]5C6=CC(=C(C=C6CCN5C(=O)C4=CO3)O)OC)C=C)CO)O)O)O
• InChI: InChI=1S/C35H39NO13/c1-4-19-21-13-23-20-14-27(45-3)25(39)12-18(20)9-10-36(23)33(43)22(21)16-46-34(19)49-35-32(31(42)30(41)28(15-37)47-35)48-29(40)8-6-17-5-7-24(38)26(11-17)44-2/h4-8,11-12,14,16,19,21,23,28,30-32,34-35,37-39,41-42H,1,9-10,13,15H2,2-3H3/b8-6+/t19-,21+,23-,28-,30-,31+,32-,34+,35+/m1/s1
• InChI Key: ILGIWQLYYDUGER-VNQKOJBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₉NO₁₃
• Molecular Weight: 681.70 g/mol
• Exact Mass: 681.24214030 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5157	51.57%
Caco-2	-	0.8779	87.79%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.5930	59.30%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.8245	82.45%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8383	83.83%
P-glycoprotein inhibitior	+	0.7270	72.70%
P-glycoprotein substrate	+	0.6490	64.90%
CYP3A4 substrate	+	0.7229	72.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.8361	83.61%
CYP2C9 inhibition	-	0.8245	82.45%
CYP2C19 inhibition	-	0.8234	82.34%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	-	0.7604	76.04%
CYP2C8 inhibition	+	0.7555	75.55%
CYP inhibitory promiscuity	-	0.9050	90.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5184	51.84%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9243	92.43%
Skin irritation	-	0.7682	76.82%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6730	67.30%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.8610	86.10%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9442	94.42%
Acute Oral Toxicity (c)	III	0.6357	63.57%
Estrogen receptor binding	+	0.8310	83.10%
Androgen receptor binding	+	0.6923	69.23%
Thyroid receptor binding	+	0.5296	52.96%
Glucocorticoid receptor binding	+	0.6911	69.11%
Aromatase binding	-	0.4874	48.74%
PPAR gamma	+	0.7198	71.98%
Honey bee toxicity	-	0.7075	70.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9109	91.09%

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	99.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.36%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.05%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.95%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.87%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.78%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.32%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.97%	86.92%
CHEMBL2581	P07339	Cathepsin D	92.52%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.41%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.18%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.32%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.21%	80.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.33%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.28%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.68%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.53%	90.24%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	84.10%	98.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.82%	91.19%
CHEMBL1902	P62942	FK506-binding protein 1A	83.02%	97.05%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.27%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.11%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.02%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.18%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.06%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101688669
• LOTUS: LTS0153706
• wikiData: Q105115187