Dehydrolirinidine

Details

• Internal ID: 8c4e032c-c1fc-44e8-a2c0-b430cbbaabc2
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 15-methoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,8,13,15-heptaen-16-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1=CC4=CC=CC=C43)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2C1=CC4=CC=CC=C43)O)OC
• InChI: InChI=1S/C18H17NO2/c1-19-8-7-12-10-15(21-2)18(20)17-13-6-4-3-5-11(13)9-14(19)16(12)17/h3-6,9-10,20H,7-8H2,1-2H3
• InChI Key: MHVZRDIFMMTICK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₂
• Molecular Weight: 279.30 g/mol
• Exact Mass: 279.125928785 g/mol
• Topological Polar Surface Area (TPSA): 32.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL464773
• NSC785168
• NSC-785168

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	+	0.8789	87.89%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5643	56.43%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	+	0.5689	56.89%
P-glycoprotein inhibitior	-	0.8481	84.81%
P-glycoprotein substrate	-	0.5341	53.41%
CYP3A4 substrate	+	0.5844	58.44%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.7155	71.55%
CYP3A4 inhibition	+	0.5663	56.63%
CYP2C9 inhibition	-	0.5799	57.99%
CYP2C19 inhibition	+	0.6397	63.97%
CYP2D6 inhibition	+	0.8138	81.38%
CYP1A2 inhibition	+	0.9464	94.64%
CYP2C8 inhibition	-	0.5835	58.35%
CYP inhibitory promiscuity	-	0.8274	82.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6439	64.39%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.6817	68.17%
Skin corrosion	-	0.9060	90.60%
Ames mutagenesis	+	0.7746	77.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3714	37.14%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5643	56.43%
skin sensitisation	-	0.8617	86.17%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9245	92.45%
Acute Oral Toxicity (c)	III	0.6013	60.13%
Estrogen receptor binding	+	0.8790	87.90%
Androgen receptor binding	+	0.7269	72.69%
Thyroid receptor binding	+	0.7232	72.32%
Glucocorticoid receptor binding	+	0.8163	81.63%
Aromatase binding	+	0.7040	70.40%
PPAR gamma	+	0.6709	67.09%
Honey bee toxicity	-	0.9425	94.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	-	0.4269	42.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.87%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.61%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.46%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.11%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	92.59%	91.00%
CHEMBL2581	P07339	Cathepsin D	89.81%	98.95%
CHEMBL2535	P11166	Glucose transporter	87.07%	98.75%
CHEMBL4208	P20618	Proteasome component C5	85.84%	90.00%
CHEMBL217	P14416	Dopamine D2 receptor	85.82%	95.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.20%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.90%	92.94%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.59%	93.65%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.49%	96.67%

Plants that contains it

• Annona purpurea
• Annona squamosa

Cross-Links

• PubChem: 10423732
• NPASS: NPC276674
• LOTUS: LTS0241280
• wikiData: Q105164282