4-[(8aR)-6-(4-hydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl]-2-methoxyphenol

Details

• Internal ID: a0dc6af2-4611-4b2b-9e8b-fe7c837c8122
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[(8aR)-6-(4-hydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl]-2-methoxyphenol
• InChI: InChI=1S/C21H23NO3/c1-25-21-11-15(6-9-20(21)24)18-12-16-3-2-10-22(16)13-19(18)14-4-7-17(23)8-5-14/h4-9,11,16,23-24H,2-3,10,12-13H2,1H3/t16-/m1/s1
• InChI Key: QAYMESRTGILCFQ-MRXNPFEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₃NO₃
• Molecular Weight: 337.40 g/mol
• Exact Mass: 337.16779360 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.6948	69.48%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8434	84.34%
OATP2B1 inhibitior	-	0.8379	83.79%
OATP1B1 inhibitior	+	0.9167	91.67%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.8005	80.05%
P-glycoprotein inhibitior	+	0.5891	58.91%
P-glycoprotein substrate	-	0.5165	51.65%
CYP3A4 substrate	+	0.5574	55.74%
CYP2C9 substrate	+	0.6248	62.48%
CYP2D6 substrate	+	0.7623	76.23%
CYP3A4 inhibition	-	0.6095	60.95%
CYP2C9 inhibition	-	0.7721	77.21%
CYP2C19 inhibition	-	0.5858	58.58%
CYP2D6 inhibition	+	0.7435	74.35%
CYP1A2 inhibition	+	0.7227	72.27%
CYP2C8 inhibition	+	0.7292	72.92%
CYP inhibitory promiscuity	+	0.8213	82.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5781	57.81%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9665	96.65%
Skin irritation	-	0.7439	74.39%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	+	0.5172	51.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.3726	37.26%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8512	85.12%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6544	65.44%
Acute Oral Toxicity (c)	II	0.5850	58.50%
Estrogen receptor binding	+	0.8031	80.31%
Androgen receptor binding	+	0.7929	79.29%
Thyroid receptor binding	+	0.6733	67.33%
Glucocorticoid receptor binding	+	0.5427	54.27%
Aromatase binding	-	0.5238	52.38%
PPAR gamma	+	0.7010	70.10%
Honey bee toxicity	-	0.8938	89.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7251	72.51%
Fish aquatic toxicity	+	0.8739	87.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3438	Q05513	Protein kinase C zeta	98.68%	88.48%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.37%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	92.87%	99.18%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.87%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.73%	91.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.47%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.21%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.41%	89.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.25%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.18%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.56%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.20%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.75%	94.45%
CHEMBL5747	Q92793	CREB-binding protein	87.30%	95.12%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	85.60%	89.32%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.39%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.77%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.87%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.48%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.84%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.51%	100.00%
CHEMBL242	Q92731	Estrogen receptor beta	81.37%	98.35%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.97%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.63%	90.71%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.48%	91.43%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.26%	97.53%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.12%	99.17%

Plants that contains it

• Cryptocarya phyllostemon

Cross-Links

• PubChem: 14489128
• LOTUS: LTS0010008
• wikiData: Q105217667