(E)-3-(4-hydroxyphenyl)-N-[2-[6-hydroxy-2-[(2R,3S,4R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-1H-indol-3-yl]ethyl]prop-2-enamide

Details

• Internal ID: 7dc7d407-455d-48a4-93d5-02900bc1f2fc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-3-ols
• IUPAC Name: (E)-3-(4-hydroxyphenyl)-N-[2-[6-hydroxy-2-[(2R,3S,4R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-1H-indol-3-yl]ethyl]prop-2-enamide
• InChI: InChI=1S/C34H30N2O8/c37-20-6-1-18(2-7-20)3-12-29(42)35-14-13-25-24-11-10-22(39)15-26(24)36-32(25)31-30-27(41)16-23(40)17-28(30)44-34(33(31)43)19-4-8-21(38)9-5-19/h1-12,15-17,31,33-34,36-41,43H,13-14H2,(H,35,42)/b12-3+/t31-,33+,34-/m1/s1
• InChI Key: MNGANDPLSNTZIK-PJVRYXRYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₀N₂O₈
• Molecular Weight: 594.60 g/mol
• Exact Mass: 594.20021592 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9580	95.80%
Caco-2	-	0.9027	90.27%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5330	53.30%
OATP2B1 inhibitior	-	0.5617	56.17%
OATP1B1 inhibitior	+	0.7668	76.68%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.7895	78.95%
OCT2 inhibitior	-	0.7648	76.48%
BSEP inhibitior	+	0.9079	90.79%
P-glycoprotein inhibitior	+	0.7712	77.12%
P-glycoprotein substrate	+	0.6325	63.25%
CYP3A4 substrate	+	0.6482	64.82%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.5678	56.78%
CYP2C9 inhibition	-	0.5941	59.41%
CYP2C19 inhibition	-	0.7646	76.46%
CYP2D6 inhibition	-	0.8059	80.59%
CYP1A2 inhibition	-	0.5838	58.38%
CYP2C8 inhibition	+	0.8575	85.75%
CYP inhibitory promiscuity	+	0.6260	62.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9380	93.80%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7916	79.16%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.7449	74.49%
skin sensitisation	-	0.8389	83.89%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8552	85.52%
Acute Oral Toxicity (c)	III	0.5191	51.91%
Estrogen receptor binding	+	0.7812	78.12%
Androgen receptor binding	+	0.7887	78.87%
Thyroid receptor binding	+	0.5940	59.40%
Glucocorticoid receptor binding	+	0.6086	60.86%
Aromatase binding	-	0.5243	52.43%
PPAR gamma	+	0.7199	71.99%
Honey bee toxicity	-	0.7482	74.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.6627	66.27%

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	99.66%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.65%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.14%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.17%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	94.76%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.33%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.27%	96.09%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	92.89%	97.03%
CHEMBL206	P03372	Estrogen receptor alpha	91.20%	97.64%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.91%	85.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.50%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.74%	89.67%
CHEMBL2535	P11166	Glucose transporter	89.18%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.16%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.67%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.95%	91.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.75%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	86.30%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.12%	86.92%
CHEMBL3194	P02766	Transthyretin	84.84%	90.71%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.91%	89.44%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.12%	83.10%
CHEMBL4530	P00488	Coagulation factor XIII	82.10%	96.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.01%	97.28%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.91%	91.79%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.42%	96.39%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.22%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.43%	90.71%

Plants that contains it

• Trigonostemon reidioides

Cross-Links

• PubChem: 11786685
• LOTUS: LTS0065634
• wikiData: Q105168351