(-)-Phanostenine

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	d3fb209c-1b72-4347-bb3b-4e1a01dbef48
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(12R)-16-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-17-ol
SMILES (Canonical)	CN1CCC2=CC3=C(C4=C2C1CC5=CC(=C(C=C54)O)OC)OCO3
SMILES (Isomeric)	CN1CCC2=CC3=C(C4=C2[C@H]1CC5=CC(=C(C=C54)O)OC)OCO3
InChI	InChI=1S/C19H19NO4/c1-20-4-3-10-6-16-19(24-9-23-16)18-12-8-14(21)15(22-2)7-11(12)5-13(20)17(10)18/h6-8,13,21H,3-5,9H2,1-2H3/t13-/m1/s1
InChI Key	JCAGCHGPDTYNCD-CYBMUJFWSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₁₉NO₄
Molecular Weight	325.40 g/mol
Exact Mass	325.13140809 g/mol
Topological Polar Surface Area (TPSA)	51.20 Å²
XlogP	2.90
Atomic LogP (AlogP)	2.88
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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CHEMBL515639

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	+	0.9327	93.27%
Caco-2	+	0.8990	89.90%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4444	44.44%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9153	91.53%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5140	51.40%
P-glycoprotein inhibitior	-	0.8346	83.46%
P-glycoprotein substrate	-	0.7184	71.84%
CYP3A4 substrate	+	0.6290	62.90%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6924	69.24%
CYP3A4 inhibition	+	0.5887	58.87%
CYP2C9 inhibition	-	0.8908	89.08%
CYP2C19 inhibition	+	0.6242	62.42%
CYP2D6 inhibition	+	0.8177	81.77%
CYP1A2 inhibition	+	0.5485	54.85%
CYP2C8 inhibition	-	0.7464	74.64%
CYP inhibitory promiscuity	-	0.6472	64.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9554	95.54%
Skin irritation	-	0.7863	78.63%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	+	0.7846	78.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3894	38.94%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.8074	80.74%
skin sensitisation	-	0.8639	86.39%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7721	77.21%
Acute Oral Toxicity (c)	III	0.7478	74.78%
Estrogen receptor binding	+	0.7054	70.54%
Androgen receptor binding	-	0.5884	58.84%
Thyroid receptor binding	+	0.5885	58.85%
Glucocorticoid receptor binding	+	0.7769	77.69%
Aromatase binding	+	0.5607	56.07%
PPAR gamma	+	0.7559	75.59%
Honey bee toxicity	-	0.8145	81.45%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9183	91.83%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.84%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.25%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.27%	91.11%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.53%	91.79%
CHEMBL2581	P07339	Cathepsin D	93.19%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	93.14%	82.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	92.05%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	91.12%	95.62%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	90.69%	96.86%
CHEMBL3438	Q05513	Protein kinase C zeta	90.63%	88.48%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.15%	93.40%
CHEMBL4208	P20618	Proteasome component C5	89.18%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.14%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.08%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.43%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.39%	89.62%
CHEMBL261	P00915	Carbonic anhydrase I	87.48%	96.76%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.09%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.03%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.96%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.70%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.61%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.33%	89.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.19%	82.38%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.10%	93.99%
CHEMBL5747	Q92793	CREB-binding protein	82.96%	95.12%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.48%	90.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.25%	91.03%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.98%	89.50%
CHEMBL2535	P11166	Glucose transporter	81.02%	98.75%

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.

Annona glabra

Ardisia crispa

Doronicum grandiflorum