Cheilanthifoline

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	0286cf9d-3310-4207-bd2e-54e63a24e0c9
Taxonomy	Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name	(13S)-16-methoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-17-ol
SMILES (Canonical)	COC1=C(C=C2CCN3CC4=C(CC3C2=C1)C=CC5=C4OCO5)O
SMILES (Isomeric)	COC1=C(C=C2CCN3CC4=C(C[C@H]3C2=C1)C=CC5=C4OCO5)O
InChI	InChI=1S/C19H19NO4/c1-22-18-8-13-12(7-16(18)21)4-5-20-9-14-11(6-15(13)20)2-3-17-19(14)24-10-23-17/h2-3,7-8,15,21H,4-6,9-10H2,1H3/t15-/m0/s1
InChI Key	MKRKFSHHTKVRAR-HNNXBMFYSA-N
Popularity	0 references 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	2.80
Atomic LogP (AlogP)	2.79
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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AKOS040760322

FS-7170

CS-0032418

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	+	0.9085	90.85%
Caco-2	+	0.8490	84.90%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6169	61.69%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7054	70.54%
P-glycoprotein inhibitior	-	0.6435	64.35%
P-glycoprotein substrate	-	0.6227	62.27%
CYP3A4 substrate	+	0.5992	59.92%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6924	69.24%
CYP3A4 inhibition	+	0.6831	68.31%
CYP2C9 inhibition	-	0.8963	89.63%
CYP2C19 inhibition	+	0.8566	85.66%
CYP2D6 inhibition	+	0.9062	90.62%
CYP1A2 inhibition	+	0.9283	92.83%
CYP2C8 inhibition	-	0.6079	60.79%
CYP inhibitory promiscuity	+	0.6338	63.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5434	54.34%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9167	91.67%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6764	67.64%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5205	52.05%
Acute Oral Toxicity (c)	III	0.5475	54.75%
Estrogen receptor binding	+	0.5919	59.19%
Androgen receptor binding	-	0.4817	48.17%
Thyroid receptor binding	+	0.5470	54.70%
Glucocorticoid receptor binding	+	0.6851	68.51%
Aromatase binding	-	0.6183	61.83%
PPAR gamma	+	0.5709	57.09%
Honey bee toxicity	-	0.8006	80.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6451	64.51%
Fish aquatic toxicity	+	0.7002	70.02%

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	98.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.87%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.32%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.65%	94.45%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.72%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.02%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	92.87%	82.67%
CHEMBL217	P14416	Dopamine D2 receptor	92.10%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.90%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.73%	89.62%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.13%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	89.29%	88.48%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.18%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.57%	95.89%
CHEMBL2535	P11166	Glucose transporter	86.61%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.60%	92.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.59%	82.38%
CHEMBL2056	P21728	Dopamine D1 receptor	86.58%	91.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.56%	90.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.19%	96.77%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.75%	96.86%
CHEMBL5747	Q92793	CREB-binding protein	82.53%	95.12%
CHEMBL261	P00915	Carbonic anhydrase I	82.09%	96.76%
CHEMBL4208	P20618	Proteasome component C5	82.04%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.85%	95.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.44%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.30%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.06%	90.24%

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.

Corydalis saxicola

Dactylicapnos torulosa