2-[(1S,2S,5S,8S)-1-acetyl-2,6,6-trimethyl-8-bicyclo[3.2.1]octanyl]acetic acid

Details

• Internal ID: b3e738af-ceb3-4bea-9e9c-4b312aa007f8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones
• IUPAC Name: 2-[(1S,2S,5S,8S)-1-acetyl-2,6,6-trimethyl-8-bicyclo[3.2.1]octanyl]acetic acid
• SMILES (Canonical): CC1CCC2C(C1(CC2(C)C)C(=O)C)CC(=O)O
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@H]([C@@]1(CC2(C)C)C(=O)C)CC(=O)O
• InChI: InChI=1S/C15H24O3/c1-9-5-6-11-12(7-13(17)18)15(9,10(2)16)8-14(11,3)4/h9,11-12H,5-8H2,1-4H3,(H,17,18)/t9-,11-,12-,15+/m0/s1
• InChI Key: FWJHPJLAZBLMHA-AVNXNWIJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.6367	63.67%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7535	75.35%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9389	93.89%
P-glycoprotein inhibitior	-	0.9219	92.19%
P-glycoprotein substrate	-	0.8425	84.25%
CYP3A4 substrate	+	0.5379	53.79%
CYP2C9 substrate	-	0.5639	56.39%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.9213	92.13%
CYP2C9 inhibition	-	0.8758	87.58%
CYP2C19 inhibition	-	0.9606	96.06%
CYP2D6 inhibition	-	0.9602	96.02%
CYP1A2 inhibition	-	0.9230	92.30%
CYP2C8 inhibition	-	0.8779	87.79%
CYP inhibitory promiscuity	-	0.9839	98.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.7307	73.07%
Eye corrosion	-	0.9674	96.74%
Eye irritation	+	0.5926	59.26%
Skin irritation	+	0.5236	52.36%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6678	66.78%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5241	52.41%
skin sensitisation	+	0.5640	56.40%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5321	53.21%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5139	51.39%
Acute Oral Toxicity (c)	III	0.6965	69.65%
Estrogen receptor binding	-	0.5765	57.65%
Androgen receptor binding	+	0.6484	64.84%
Thyroid receptor binding	-	0.7170	71.70%
Glucocorticoid receptor binding	-	0.6555	65.55%
Aromatase binding	-	0.6954	69.54%
PPAR gamma	-	0.8133	81.33%
Honey bee toxicity	-	0.9468	94.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9775	97.75%

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	97.56%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.95%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	89.38%	83.82%
CHEMBL2581	P07339	Cathepsin D	88.54%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.84%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.11%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.76%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.55%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163061877
• LOTUS: LTS0203288
• wikiData: Q105003316