9-Hydroxy-11-methyl-1,2,3,5,6,6a,8,9,10,11,12a,12b-dodecahydrochromeno[2,3-g]indolizin-12-one

Details

• Internal ID: 7ae8c67c-df76-47bb-b9e5-acc934ab999b
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: 9-hydroxy-11-methyl-1,2,3,5,6,6a,8,9,10,11,12a,12b-dodecahydrochromeno[2,3-g]indolizin-12-one
• SMILES (Canonical): CC1CC(CC2=C1C(=O)C3C4CCCN4CCC3O2)O
• SMILES (Isomeric): CC1CC(CC2=C1C(=O)C3C4CCCN4CCC3O2)O
• InChI: InChI=1S/C16H23NO3/c1-9-7-10(18)8-13-14(9)16(19)15-11-3-2-5-17(11)6-4-12(15)20-13/h9-12,15,18H,2-8H2,1H3
• InChI Key: WNDBXOYUMYCREE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₃NO₃
• Molecular Weight: 277.36 g/mol
• Exact Mass: 277.16779360 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7863	78.63%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5671	56.71%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8619	86.19%
P-glycoprotein inhibitior	-	0.8743	87.43%
P-glycoprotein substrate	-	0.6247	62.47%
CYP3A4 substrate	+	0.5111	51.11%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.7415	74.15%
CYP3A4 inhibition	-	0.9038	90.38%
CYP2C9 inhibition	-	0.9462	94.62%
CYP2C19 inhibition	-	0.8603	86.03%
CYP2D6 inhibition	-	0.8107	81.07%
CYP1A2 inhibition	-	0.7680	76.80%
CYP2C8 inhibition	-	0.9536	95.36%
CYP inhibitory promiscuity	-	0.9712	97.12%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4494	44.94%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.8466	84.66%
Skin irritation	-	0.7448	74.48%
Skin corrosion	-	0.8933	89.33%
Ames mutagenesis	-	0.7391	73.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.6416	64.16%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.9272	92.72%
skin sensitisation	-	0.8142	81.42%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.7270	72.70%
Acute Oral Toxicity (c)	III	0.6211	62.11%
Estrogen receptor binding	+	0.6421	64.21%
Androgen receptor binding	+	0.6925	69.25%
Thyroid receptor binding	+	0.6394	63.94%
Glucocorticoid receptor binding	+	0.6531	65.31%
Aromatase binding	-	0.8011	80.11%
PPAR gamma	-	0.6802	68.02%
Honey bee toxicity	-	0.9279	92.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.6074	60.74%

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	95.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.75%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.19%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.08%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.81%	95.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	86.73%	98.46%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.57%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.22%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.45%	94.45%
CHEMBL1871	P10275	Androgen Receptor	80.53%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.49%	86.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.09%	82.38%

Plants that contains it

• Elaeocarpus angustifolius

Cross-Links

• PubChem: 73238319
• LOTUS: LTS0230709
• wikiData: Q105308999