[(2R,3S,4S,5R,6S)-6-[[(1R,15S,16R,17S)-16-ethenyl-4,5-dihydroxy-11-oxo-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-15-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: a4fed6f6-5173-48f6-8b77-8b924a7e37f2
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(1R,15S,16R,17S)-16-ethenyl-4,5-dihydroxy-11-oxo-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-15-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C4CC5C6=CC(=C(C=C6CCN5C(=O)C4=CO3)O)O)C=C)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C\C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H]3[C@@H]([C@@H]4C[C@@H]5C6=CC(=C(C=C6CCN5C(=O)C4=CO3)O)O)C=C)O)O)O
• InChI: InChI=1S/C35H39NO14/c1-4-18-20-12-22-19-13-24(38)23(37)11-17(19)7-8-36(22)33(44)21(20)14-48-34(18)50-35-32(43)31(42)30(41)27(49-35)15-47-28(39)6-5-16-9-25(45-2)29(40)26(10-16)46-3/h4-6,9-11,13-14,18,20,22,27,30-32,34-35,37-38,40-43H,1,7-8,12,15H2,2-3H3/b6-5-/t18-,20+,22-,27-,30-,31+,32-,34+,35+/m1/s1
• InChI Key: CKURFXSHGVMIQW-CWNKPMOKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₉NO₁₄
• Molecular Weight: 697.70 g/mol
• Exact Mass: 697.23705492 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5416	54.16%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6571	65.71%
OATP2B1 inhibitior	-	0.5799	57.99%
OATP1B1 inhibitior	+	0.8084	80.84%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8213	82.13%
P-glycoprotein inhibitior	+	0.7196	71.96%
P-glycoprotein substrate	+	0.6752	67.52%
CYP3A4 substrate	+	0.7231	72.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.8223	82.23%
CYP2C19 inhibition	-	0.7981	79.81%
CYP2D6 inhibition	-	0.8760	87.60%
CYP1A2 inhibition	-	0.7519	75.19%
CYP2C8 inhibition	+	0.7476	74.76%
CYP inhibitory promiscuity	-	0.9063	90.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4996	49.96%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4605	46.05%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8604	86.04%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9354	93.54%
Acute Oral Toxicity (c)	III	0.6367	63.67%
Estrogen receptor binding	+	0.8183	81.83%
Androgen receptor binding	+	0.6953	69.53%
Thyroid receptor binding	+	0.5146	51.46%
Glucocorticoid receptor binding	+	0.6598	65.98%
Aromatase binding	+	0.5569	55.69%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.7059	70.59%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9464	94.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.19%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.95%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.83%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.50%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.73%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.91%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.99%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.96%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.72%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.37%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.72%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.98%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.08%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.54%	95.89%
CHEMBL2056	P21728	Dopamine D1 receptor	85.00%	91.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.37%	80.78%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.67%	98.21%
CHEMBL5255	O00206	Toll-like receptor 4	82.19%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.16%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.91%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.28%	82.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.63%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.50%	94.33%
CHEMBL1902	P62942	FK506-binding protein 1A	80.36%	97.05%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.25%	91.03%
CHEMBL4208	P20618	Proteasome component C5	80.16%	90.00%

Plants that contains it

• Alangium platanifolium

Cross-Links

• PubChem: 163185143
• LOTUS: LTS0045185
• wikiData: Q104962876