(-)-Pictamine

Details

• Internal ID: 2ffbe3e6-192d-43af-b78c-05dc4d0a6127
• Taxonomy: Organoheterocyclic compounds > Quinolizines
• IUPAC Name: [(3R,4S,6S,9aS)-4-methyl-6-[(1E,3E)-octa-1,3-dienyl]-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-3-yl] acetate
• InChI: InChI=1S/C20H33NO2/c1-4-5-6-7-8-9-11-18-12-10-13-19-14-15-20(23-17(3)22)16(2)21(18)19/h7-9,11,16,18-20H,4-6,10,12-15H2,1-3H3/b8-7+,11-9+/t16-,18+,19-,20+/m0/s1
• InChI Key: QFCXPIZNNLLXTL-ZPHSHJAVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₃NO₂
• Molecular Weight: 319.50 g/mol
• Exact Mass: 319.251129295 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• [(3R,4S,6S,9aS)-4-methyl-6-[(1E,3E)-octa-1,3-dienyl]-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-3-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.8285	82.85%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.6508	65.08%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8358	83.58%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8224	82.24%
P-glycoprotein inhibitior	-	0.5345	53.45%
P-glycoprotein substrate	-	0.5869	58.69%
CYP3A4 substrate	+	0.6254	62.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7163	71.63%
CYP3A4 inhibition	-	0.5251	52.51%
CYP2C9 inhibition	-	0.8758	87.58%
CYP2C19 inhibition	-	0.6396	63.96%
CYP2D6 inhibition	-	0.6052	60.52%
CYP1A2 inhibition	-	0.6402	64.02%
CYP2C8 inhibition	-	0.7198	71.98%
CYP inhibitory promiscuity	+	0.5970	59.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9742	97.42%
Skin irritation	-	0.7217	72.17%
Skin corrosion	-	0.8832	88.32%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8748	87.48%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.9625	96.25%
skin sensitisation	-	0.8047	80.47%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5658	56.58%
Acute Oral Toxicity (c)	III	0.7378	73.78%
Estrogen receptor binding	+	0.6303	63.03%
Androgen receptor binding	-	0.6620	66.20%
Thyroid receptor binding	+	0.5829	58.29%
Glucocorticoid receptor binding	+	0.5841	58.41%
Aromatase binding	-	0.7503	75.03%
PPAR gamma	-	0.5523	55.23%
Honey bee toxicity	-	0.9083	90.83%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8734	87.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.78%	96.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.42%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.64%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.47%	99.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	90.69%	97.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.67%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.77%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.23%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.64%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.63%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.43%	96.47%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.56%	99.18%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.43%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.38%	92.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.75%	91.81%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6918623
• LOTUS: LTS0219227
• wikiData: Q105219488