Junceol A

Details

• Internal ID: 262103aa-8dd0-4480-bdd0-a844916271d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aR,5R,8S)-5-hydroxy-4a,8-dimethyl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl]propan-2-yl acetate
• SMILES (Canonical): CC1CCC(C2(C1=CC(CC2)C(C)(C)OC(=O)C)C)O
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@]2(C1=C[C@@H](CC2)C(C)(C)OC(=O)C)C)O
• InChI: InChI=1S/C17H28O3/c1-11-6-7-15(19)17(5)9-8-13(10-14(11)17)16(3,4)20-12(2)18/h10-11,13,15,19H,6-9H2,1-5H3/t11-,13+,15+,17+/m0/s1
• InChI Key: FORUHHDUOITCNL-BYMSMCERSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL459235
• 2-[(2R,4aR,5R,8S)-5-hydroxy-4a,8-dimethyl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl]propan-2-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6495	64.95%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8806	88.06%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.4605	46.05%
P-glycoprotein inhibitior	-	0.7622	76.22%
P-glycoprotein substrate	-	0.7909	79.09%
CYP3A4 substrate	+	0.6434	64.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8544	85.44%
CYP2C9 inhibition	-	0.7612	76.12%
CYP2C19 inhibition	-	0.6849	68.49%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	-	0.7576	75.76%
CYP inhibitory promiscuity	-	0.9027	90.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9843	98.43%
Carcinogenicity (trinary)	Non-required	0.5572	55.72%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9157	91.57%
Skin irritation	+	0.6277	62.77%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.8337	83.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5536	55.36%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5280	52.80%
skin sensitisation	+	0.4932	49.32%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7127	71.27%
Acute Oral Toxicity (c)	III	0.8106	81.06%
Estrogen receptor binding	-	0.5796	57.96%
Androgen receptor binding	-	0.6449	64.49%
Thyroid receptor binding	+	0.5969	59.69%
Glucocorticoid receptor binding	+	0.6683	66.83%
Aromatase binding	+	0.6064	60.64%
PPAR gamma	-	0.7313	73.13%
Honey bee toxicity	-	0.8713	87.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.27%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.55%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.03%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.77%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.12%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.82%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.15%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.34%	95.89%
CHEMBL5028	O14672	ADAM10	81.56%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.86%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.78%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10016534
• LOTUS: LTS0214149
• wikiData: Q105340141