2-(3,8-dimethyl-1-oxo-6,7-dihydro-5H-azulen-5-yl)propanoic acid

Details

• Internal ID: 0ba850e9-cf77-4f44-acd5-c0eec87b9494
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(3,8-dimethyl-1-oxo-6,7-dihydro-5H-azulen-5-yl)propanoic acid
• SMILES (Canonical): CC1=C2C(=CC(CC1)C(C)C(=O)O)C(=CC2=O)C
• SMILES (Isomeric): CC1=C2C(=CC(CC1)C(C)C(=O)O)C(=CC2=O)C
• InChI: InChI=1S/C15H18O3/c1-8-4-5-11(10(3)15(17)18)7-12-9(2)6-13(16)14(8)12/h6-7,10-11H,4-5H2,1-3H3,(H,17,18)
• InChI Key: YRMFMPDLOYHGGH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• 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	+	0.9909	99.09%
Caco-2	+	0.8429	84.29%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6102	61.02%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8642	86.42%
P-glycoprotein inhibitior	-	0.9608	96.08%
P-glycoprotein substrate	-	0.8844	88.44%
CYP3A4 substrate	-	0.5189	51.89%
CYP2C9 substrate	-	0.7076	70.76%
CYP2D6 substrate	-	0.9118	91.18%
CYP3A4 inhibition	-	0.9552	95.52%
CYP2C9 inhibition	-	0.7666	76.66%
CYP2C19 inhibition	-	0.8534	85.34%
CYP2D6 inhibition	-	0.8531	85.31%
CYP1A2 inhibition	+	0.6729	67.29%
CYP2C8 inhibition	-	0.9319	93.19%
CYP inhibitory promiscuity	-	0.9455	94.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5682	56.82%
Eye corrosion	-	0.9458	94.58%
Eye irritation	-	0.8698	86.98%
Skin irritation	+	0.5651	56.51%
Skin corrosion	-	0.8496	84.96%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6932	69.32%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7783	77.83%
skin sensitisation	+	0.4741	47.41%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7600	76.00%
Acute Oral Toxicity (c)	III	0.6033	60.33%
Estrogen receptor binding	-	0.8380	83.80%
Androgen receptor binding	-	0.5621	56.21%
Thyroid receptor binding	-	0.7428	74.28%
Glucocorticoid receptor binding	-	0.8088	80.88%
Aromatase binding	-	0.8871	88.71%
PPAR gamma	-	0.7200	72.00%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9625	96.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.43%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.79%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.16%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.78%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	81.21%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.98%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.90%	96.47%

Plants that contains it

• Artemisia absinthium

Cross-Links

• PubChem: 3324033
• LOTUS: LTS0030820
• wikiData: Q105352894