3a-methyl-1-propan-2-yl-2,3,4,7-tetrahydro-1H-azulene-6-carboxylic acid

Details

• Internal ID: a03346ec-3cb0-419b-b5e7-9293a195f0e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3a-methyl-1-propan-2-yl-2,3,4,7-tetrahydro-1H-azulene-6-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC2(C1=CCC(=CC2)C(=O)O)C
• SMILES (Isomeric): CC(C)C1CCC2(C1=CCC(=CC2)C(=O)O)C
• InChI: InChI=1S/C15H22O2/c1-10(2)12-7-9-15(3)8-6-11(14(16)17)4-5-13(12)15/h5-6,10,12H,4,7-9H2,1-3H3,(H,16,17)
• InChI Key: IJONQLXWTMQRPH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.8839	88.39%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4463	44.63%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9411	94.11%
OATP1B3 inhibitior	-	0.2509	25.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9188	91.88%
P-glycoprotein inhibitior	-	0.9620	96.20%
P-glycoprotein substrate	-	0.8713	87.13%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.9389	93.89%
CYP2C9 inhibition	+	0.6786	67.86%
CYP2C19 inhibition	+	0.5873	58.73%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.6230	62.30%
CYP2C8 inhibition	-	0.9242	92.42%
CYP inhibitory promiscuity	-	0.9092	90.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5916	59.16%
Eye corrosion	-	0.9454	94.54%
Eye irritation	-	0.7467	74.67%
Skin irritation	+	0.4905	49.05%
Skin corrosion	-	0.9724	97.24%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6549	65.49%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5432	54.32%
skin sensitisation	+	0.6831	68.31%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5635	56.35%
Acute Oral Toxicity (c)	III	0.6816	68.16%
Estrogen receptor binding	-	0.7298	72.98%
Androgen receptor binding	-	0.5367	53.67%
Thyroid receptor binding	-	0.6933	69.33%
Glucocorticoid receptor binding	-	0.5165	51.65%
Aromatase binding	-	0.5195	51.95%
PPAR gamma	-	0.8257	82.57%
Honey bee toxicity	-	0.9240	92.40%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	97.06%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.53%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	90.64%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.01%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.16%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.56%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.41%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.46%	91.11%
CHEMBL5028	O14672	ADAM10	80.94%	97.50%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 14543559
• LOTUS: LTS0012331
• wikiData: Q105114046