Armepavine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	7e1ee231-1c4e-4085-b206-26db6c16f369
Taxonomy	Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name	4-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenol
SMILES (Canonical)	CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)O)OC)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)O)OC)OC
InChI	InChI=1S/C19H23NO3/c1-20-9-8-14-11-18(22-2)19(23-3)12-16(14)17(20)10-13-4-6-15(21)7-5-13/h4-7,11-12,17,21H,8-10H2,1-3H3
InChI Key	ZBKFZIUKXTWQTP-UHFFFAOYSA-N
Popularity	94 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₂₃NO₃
Molecular Weight	313.40 g/mol
Exact Mass	313.16779360 g/mol
Topological Polar Surface Area (TPSA)	41.90 Å²
XlogP	3.40
Atomic LogP (AlogP)	3.18
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	4

Synonyms

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5884-67-3

(+/-)-armepavine

D,L-Armepavine

(+-)-Armepavine

Armepavine, (+/-)-

MLS000110731

CHEMBL451722

8A0GW472W3

(2,3,5,6-tetrabromobenzene-1,4-diyl)dimethanediyl diacetate

SMR000106660

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9592	95.92%
Caco-2	+	0.9077	90.77%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7303	73.03%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7025	70.25%
P-glycoprotein inhibitior	+	0.6075	60.75%
P-glycoprotein substrate	+	0.6796	67.96%
CYP3A4 substrate	+	0.6515	65.15%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.9306	93.06%
CYP2C19 inhibition	-	0.8953	89.53%
CYP2D6 inhibition	+	0.8888	88.88%
CYP1A2 inhibition	+	0.7267	72.67%
CYP2C8 inhibition	+	0.6234	62.34%
CYP inhibitory promiscuity	-	0.8962	89.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7173	71.73%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9835	98.35%
Skin irritation	-	0.7668	76.68%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8440	84.40%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.8699	86.99%
skin sensitisation	-	0.8930	89.30%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8459	84.59%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	-	0.5189	51.89%
Androgen receptor binding	-	0.5427	54.27%
Thyroid receptor binding	+	0.7238	72.38%
Glucocorticoid receptor binding	-	0.4853	48.53%
Aromatase binding	-	0.5617	56.17%
PPAR gamma	+	0.6464	64.64%
Honey bee toxicity	-	0.8833	88.33%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8484	84.84%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	44668.4 nM	Potency	via CMAUP
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	25118.9 nM	Potency	via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	31622.8 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	39810.7 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.18%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.32%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	96.22%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.78%	95.89%
CHEMBL2535	P11166	Glucose transporter	90.50%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.40%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.08%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.73%	92.94%
CHEMBL4208	P20618	Proteasome component C5	87.72%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.49%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.99%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.91%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.35%	93.10%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.70%	90.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.68%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.13%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.44%	93.40%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.79%	85.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aconitum variegatum

Beilschmiedia penangiana

Berberis integerrima

Discaria serratifolia