[(1R,4R,4aS,8aS)-3,4-diformyl-4a,8,8-trimethyl-1,4,5,6,7,8a-hexahydronaphthalen-1-yl] acetate

Details

• Internal ID: d9f0ca05-78a5-4571-9087-f525594fc2a5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters
• IUPAC Name: [(1R,4R,4aS,8aS)-3,4-diformyl-4a,8,8-trimethyl-1,4,5,6,7,8a-hexahydronaphthalen-1-yl] acetate
• SMILES (Canonical): CC(=O)OC1C=C(C(C2(C1C(CCC2)(C)C)C)C=O)C=O
• SMILES (Isomeric): CC(=O)O[C@@H]1C=C([C@@H]([C@@]2([C@@H]1C(CCC2)(C)C)C)C=O)C=O
• InChI: InChI=1S/C17H24O4/c1-11(20)21-14-8-12(9-18)13(10-19)17(4)7-5-6-16(2,3)15(14)17/h8-10,13-15H,5-7H2,1-4H3/t13-,14+,15-,17+/m0/s1
• InChI Key: ZKYNLPLNNYOIPE-QSJFSLAZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.7315	73.15%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7801	78.01%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.7429	74.29%
OATP1B3 inhibitior	+	0.8654	86.54%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8691	86.91%
P-glycoprotein inhibitior	-	0.7942	79.42%
P-glycoprotein substrate	-	0.8098	80.98%
CYP3A4 substrate	+	0.5985	59.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9036	90.36%
CYP3A4 inhibition	-	0.8122	81.22%
CYP2C9 inhibition	-	0.7766	77.66%
CYP2C19 inhibition	-	0.7842	78.42%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	-	0.8097	80.97%
CYP2C8 inhibition	-	0.7592	75.92%
CYP inhibitory promiscuity	-	0.8117	81.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5781	57.81%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9685	96.85%
Skin irritation	+	0.4917	49.17%
Skin corrosion	-	0.9700	97.00%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6002	60.02%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.7334	73.34%
skin sensitisation	+	0.6081	60.81%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6123	61.23%
Acute Oral Toxicity (c)	III	0.8466	84.66%
Estrogen receptor binding	+	0.7092	70.92%
Androgen receptor binding	-	0.5624	56.24%
Thyroid receptor binding	-	0.5372	53.72%
Glucocorticoid receptor binding	-	0.5617	56.17%
Aromatase binding	-	0.6248	62.48%
PPAR gamma	+	0.5245	52.45%
Honey bee toxicity	-	0.8514	85.14%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7155	71.55%
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	97.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.51%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	88.39%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.02%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.08%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.64%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.42%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.89%	100.00%
CHEMBL5028	O14672	ADAM10	81.79%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.13%	94.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15487242
• LOTUS: LTS0227703
• wikiData: Q105378799