(-)-Isoelaeocarpiline

Details

• Internal ID: 4c3eb1ae-e8ca-4ee9-859e-cf11844b4e06
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: (6aR,11S,12aS,12bS)-11-methyl-1,2,3,5,6,6a,10,11,12a,12b-decahydrochromeno[2,3-g]indolizin-12-one
• SMILES (Canonical): CC1CC=CC2=C1C(=O)C3C4CCCN4CCC3O2
• SMILES (Isomeric): C[C@H]1CC=CC2=C1C(=O)[C@H]3[C@@H]4CCCN4CC[C@H]3O2
• InChI: InChI=1S/C16H21NO2/c1-10-4-2-6-12-14(10)16(18)15-11-5-3-8-17(11)9-7-13(15)19-12/h2,6,10-11,13,15H,3-5,7-9H2,1H3/t10-,11-,13+,15-/m0/s1
• InChI Key: RETGXUCYBMOWOH-MEDZGJRSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.34 g/mol
• Exact Mass: 259.157228913 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEMBL521711
• BDBM50269357

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.9446	94.46%
Blood Brain Barrier	+	0.9129	91.29%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5805	58.05%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9172	91.72%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8339	83.39%
P-glycoprotein inhibitior	-	0.8657	86.57%
P-glycoprotein substrate	-	0.7170	71.70%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7926	79.26%
CYP3A4 inhibition	-	0.9114	91.14%
CYP2C9 inhibition	-	0.9054	90.54%
CYP2C19 inhibition	-	0.8313	83.13%
CYP2D6 inhibition	-	0.8396	83.96%
CYP1A2 inhibition	-	0.7235	72.35%
CYP2C8 inhibition	-	0.9581	95.81%
CYP inhibitory promiscuity	-	0.9051	90.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4523	45.23%
Eye corrosion	-	0.9681	96.81%
Eye irritation	-	0.9754	97.54%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.8710	87.10%
Ames mutagenesis	-	0.7891	78.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7332	73.32%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	-	0.7919	79.19%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7128	71.28%
Acute Oral Toxicity (c)	III	0.6474	64.74%
Estrogen receptor binding	-	0.7434	74.34%
Androgen receptor binding	+	0.6583	65.83%
Thyroid receptor binding	-	0.6323	63.23%
Glucocorticoid receptor binding	-	0.5282	52.82%
Aromatase binding	-	0.8872	88.72%
PPAR gamma	-	0.6708	67.08%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.5647	56.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.27%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.84%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.38%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.79%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.17%	86.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.04%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.87%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.01%	93.04%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.86%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.76%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.60%	93.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.18%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.55%	100.00%

Plants that contains it

• Elaeocarpus angustifolius

Cross-Links

• PubChem: 44583898
• LOTUS: LTS0093896
• wikiData: Q105235076