[(E)-[(4aS,8aS)-2-formyl-5,5,8a-trimethyl-4a,6,7,8-tetrahydro-4H-naphthalen-1-ylidene]methyl] acetate

Details

• Internal ID: ec30a1d5-3956-4c95-b5a7-d9a710addeb1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters > Enol esters
• IUPAC Name: [(E)-[(4aS,8aS)-2-formyl-5,5,8a-trimethyl-4a,6,7,8-tetrahydro-4H-naphthalen-1-ylidene]methyl] acetate
• SMILES (Canonical): CC(=O)OC=C1C(=CCC2C1(CCCC2(C)C)C)C=O
• SMILES (Isomeric): CC(=O)O/C=C\1/C(=CC[C@@H]2[C@@]1(CCCC2(C)C)C)C=O
• InChI: InChI=1S/C17H24O3/c1-12(19)20-11-14-13(10-18)6-7-15-16(2,3)8-5-9-17(14,15)4/h6,10-11,15H,5,7-9H2,1-4H3/b14-11-/t15-,17+/m0/s1
• InChI Key: JNNJDAJBKDFPKW-DKZLNJBMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 83630-99-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8245	82.45%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7030	70.30%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.8333	83.33%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7281	72.81%
P-glycoprotein inhibitior	-	0.8027	80.27%
P-glycoprotein substrate	-	0.9110	91.10%
CYP3A4 substrate	+	0.5886	58.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8982	89.82%
CYP3A4 inhibition	-	0.7897	78.97%
CYP2C9 inhibition	-	0.7013	70.13%
CYP2C19 inhibition	+	0.5462	54.62%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8783	87.83%
CYP2C8 inhibition	-	0.6071	60.71%
CYP inhibitory promiscuity	-	0.6557	65.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5374	53.74%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.8916	89.16%
Skin irritation	-	0.6530	65.30%
Skin corrosion	-	0.9811	98.11%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3783	37.83%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5541	55.41%
skin sensitisation	+	0.7508	75.08%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5710	57.10%
Acute Oral Toxicity (c)	III	0.7732	77.32%
Estrogen receptor binding	-	0.6178	61.78%
Androgen receptor binding	-	0.5859	58.59%
Thyroid receptor binding	+	0.5566	55.66%
Glucocorticoid receptor binding	-	0.5879	58.79%
Aromatase binding	+	0.5629	56.29%
PPAR gamma	+	0.6460	64.60%
Honey bee toxicity	-	0.7980	79.80%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.47%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.01%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.49%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.36%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.43%	91.19%

Plants that contains it

• Curcuma longa

Cross-Links

• PubChem: 23425487
• NPASS: NPC161986