(1S,2S,5S,8S)-8-(carboxymethyl)-2,6,6-trimethylbicyclo[3.2.1]octane-1-carboxylic acid

Details

• Internal ID: 5bab5e4e-8c78-46de-a4a8-2486ea5a4833
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: (1S,2S,5S,8S)-8-(carboxymethyl)-2,6,6-trimethylbicyclo[3.2.1]octane-1-carboxylic acid
• SMILES (Canonical): CC1CCC2C(C1(CC2(C)C)C(=O)O)CC(=O)O
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@H]([C@@]1(CC2(C)C)C(=O)O)CC(=O)O
• InChI: InChI=1S/C14H22O4/c1-8-4-5-9-10(6-11(15)16)14(8,12(17)18)7-13(9,2)3/h8-10H,4-7H2,1-3H3,(H,15,16)(H,17,18)/t8-,9-,10-,14-/m0/s1
• InChI Key: QOWHOVXXTGRTKU-QSDJMHMYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.32 g/mol
• Exact Mass: 254.15180918 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9541	95.41%
Caco-2	+	0.5340	53.40%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7421	74.21%
OATP2B1 inhibitior	-	0.8458	84.58%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9610	96.10%
P-glycoprotein inhibitior	-	0.9462	94.62%
P-glycoprotein substrate	-	0.8423	84.23%
CYP3A4 substrate	+	0.5255	52.55%
CYP2C9 substrate	+	0.6339	63.39%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.9124	91.24%
CYP2C9 inhibition	-	0.9039	90.39%
CYP2C19 inhibition	-	0.9530	95.30%
CYP2D6 inhibition	-	0.9691	96.91%
CYP1A2 inhibition	-	0.8504	85.04%
CYP2C8 inhibition	-	0.8851	88.51%
CYP inhibitory promiscuity	-	0.9801	98.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.7441	74.41%
Eye corrosion	-	0.9737	97.37%
Eye irritation	+	0.5708	57.08%
Skin irritation	-	0.6322	63.22%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6951	69.51%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5009	50.09%
skin sensitisation	-	0.5665	56.65%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7397	73.97%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4625	46.25%
Acute Oral Toxicity (c)	III	0.5689	56.89%
Estrogen receptor binding	-	0.5762	57.62%
Androgen receptor binding	+	0.5756	57.56%
Thyroid receptor binding	-	0.7317	73.17%
Glucocorticoid receptor binding	-	0.6239	62.39%
Aromatase binding	-	0.7512	75.12%
PPAR gamma	-	0.8349	83.49%
Honey bee toxicity	-	0.9647	96.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	96.68%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.99%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	85.05%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.98%	91.19%
CHEMBL2581	P07339	Cathepsin D	83.18%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.89%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162999420
• LOTUS: LTS0272737
• wikiData: Q105225167