Lucidulinone

Details

• Internal ID: 02e35572-069c-4bc1-817a-175201a7b65f
• Taxonomy: Organoheterocyclic compounds > Quinolidines
• IUPAC Name: (1S,4S,6R,8S,9R)-3,6-dimethyl-3-azatricyclo[6.2.2.04,9]dodecane-2,11-dione
• SMILES (Canonical): CC1CC2CC(=O)C3CC2C(C1)N(C3=O)C
• SMILES (Isomeric): C[C@@H]1C[C@H]2CC(=O)[C@@H]3C[C@H]2[C@H](C1)N(C3=O)C
• InChI: InChI=1S/C13H19NO2/c1-7-3-8-5-12(15)10-6-9(8)11(4-7)14(2)13(10)16/h7-11H,3-6H2,1-2H3/t7-,8+,9-,10+,11+/m1/s1
• InChI Key: OPWFBJMCPAILTJ-XXFSISAASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.29 g/mol
• Exact Mass: 221.141578849 g/mol
• Topological Polar Surface Area (TPSA): 37.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (1S,4S,6R,8S,9R)-3,6-dimethyl-3-azatricyclo[6.2.2.04,9]dodecane-2,11-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.8771	87.71%
Blood Brain Barrier	+	0.9330	93.30%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5221	52.21%
OATP2B1 inhibitior	-	0.8444	84.44%
OATP1B1 inhibitior	+	0.9401	94.01%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9214	92.14%
P-glycoprotein inhibitior	-	0.9452	94.52%
P-glycoprotein substrate	-	0.7107	71.07%
CYP3A4 substrate	-	0.5223	52.23%
CYP2C9 substrate	+	0.6120	61.20%
CYP2D6 substrate	-	0.8323	83.23%
CYP3A4 inhibition	-	0.9132	91.32%
CYP2C9 inhibition	-	0.8843	88.43%
CYP2C19 inhibition	-	0.7817	78.17%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.8280	82.80%
CYP2C8 inhibition	-	0.9614	96.14%
CYP inhibitory promiscuity	-	0.9275	92.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5743	57.43%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.7650	76.50%
Skin irritation	-	0.7334	73.34%
Skin corrosion	-	0.8933	89.33%
Ames mutagenesis	-	0.5270	52.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5631	56.31%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.8960	89.60%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6129	61.29%
Acute Oral Toxicity (c)	III	0.6703	67.03%
Estrogen receptor binding	-	0.5167	51.67%
Androgen receptor binding	+	0.6484	64.84%
Thyroid receptor binding	-	0.6444	64.44%
Glucocorticoid receptor binding	-	0.5269	52.69%
Aromatase binding	-	0.7540	75.40%
PPAR gamma	-	0.7382	73.82%
Honey bee toxicity	-	0.7910	79.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	-	0.6192	61.92%

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	96.66%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.55%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.17%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	86.03%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.32%	85.14%
CHEMBL1902	P62942	FK506-binding protein 1A	83.15%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.56%	97.09%

Plants that contains it

• Huperzia lucidula

Cross-Links

• PubChem: 15450409
• LOTUS: LTS0175766
• wikiData: Q105196604