Nortetraphyllicine

Details

• Internal ID: dd6cae89-49a1-4a09-a00f-38446fe1d429
• Taxonomy: Alkaloids and derivatives > Ajmaline-sarpagine alkaloids
• IUPAC Name: (1S,9S,10R,12S,13E,16R,18S)-13-ethylidene-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-trien-18-ol
• SMILES (Canonical): CC=C1CN2C3CC1C4C2CC5(C3NC6=CC=CC=C65)C4O
• SMILES (Isomeric): C/C=C\1/CN2[C@@H]3C[C@H]1C4[C@H]2C[C@]5([C@@H]3NC6=CC=CC=C65)[C@H]4O
• InChI: InChI=1S/C19H22N2O/c1-2-10-9-21-14-7-11(10)16-15(21)8-19(18(16)22)12-5-3-4-6-13(12)20-17(14)19/h2-6,11,14-18,20,22H,7-9H2,1H3/b10-2-/t11-,14-,15-,16?,17-,18+,19+/m1/s1
• InChI Key: HEKXGHRRYWMPER-ISHQRQSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.173213330 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 68160-76-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.7108	71.08%
Blood Brain Barrier	+	0.7879	78.79%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4416	44.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7419	74.19%
P-glycoprotein inhibitior	-	0.9321	93.21%
P-glycoprotein substrate	+	0.5906	59.06%
CYP3A4 substrate	+	0.5830	58.30%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	+	0.5562	55.62%
CYP3A4 inhibition	-	0.9048	90.48%
CYP2C9 inhibition	-	0.7741	77.41%
CYP2C19 inhibition	-	0.7476	74.76%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	-	0.6413	64.13%
CYP2C8 inhibition	-	0.6307	63.07%
CYP inhibitory promiscuity	+	0.5301	53.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6336	63.36%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9978	99.78%
Skin irritation	-	0.7526	75.26%
Skin corrosion	-	0.9045	90.45%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7656	76.56%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8115	81.15%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.7081	70.81%
Acute Oral Toxicity (c)	III	0.5223	52.23%
Estrogen receptor binding	-	0.6098	60.98%
Androgen receptor binding	+	0.7027	70.27%
Thyroid receptor binding	-	0.4927	49.27%
Glucocorticoid receptor binding	-	0.8545	85.45%
Aromatase binding	-	0.7194	71.94%
PPAR gamma	-	0.6415	64.15%
Honey bee toxicity	-	0.8924	89.24%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9424	94.24%

Targets

Proven Targets:

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	97.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.57%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.00%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.76%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.92%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.45%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.55%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.40%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.74%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.37%	82.69%

Plants that contains it

• Rauvolfia caffra
• Rauvolfia mannii
• Rauvolfia semperflorens
• Rauvolfia serpentina
• Rauvolfia volkensii

Cross-Links

• PubChem: 133561861
• LOTUS: LTS0237120
• wikiData: Q104249811