2-(3,8-dimethyl-1-oxo-3,4,5,6,7,8-hexahydro-2H-azulen-5-yl)prop-2-enoic acid

Details

• Internal ID: a4bd0b87-a2b8-454d-8517-cc80024c2a13
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(3,8-dimethyl-1-oxo-3,4,5,6,7,8-hexahydro-2H-azulen-5-yl)prop-2-enoic acid
• SMILES (Canonical): CC1CCC(CC2=C1C(=O)CC2C)C(=C)C(=O)O
• SMILES (Isomeric): CC1CCC(CC2=C1C(=O)CC2C)C(=C)C(=O)O
• InChI: InChI=1S/C15H20O3/c1-8-4-5-11(10(3)15(17)18)7-12-9(2)6-13(16)14(8)12/h8-9,11H,3-7H2,1-2H3,(H,17,18)
• InChI Key: BKDIGSVKCZYPHX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.97
• 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	+	0.9897	98.97%
Caco-2	+	0.8501	85.01%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6979	69.79%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9351	93.51%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9130	91.30%
P-glycoprotein inhibitior	-	0.9109	91.09%
P-glycoprotein substrate	-	0.8738	87.38%
CYP3A4 substrate	-	0.5537	55.37%
CYP2C9 substrate	-	0.7627	76.27%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.9001	90.01%
CYP2C9 inhibition	-	0.8499	84.99%
CYP2C19 inhibition	-	0.8711	87.11%
CYP2D6 inhibition	-	0.9074	90.74%
CYP1A2 inhibition	+	0.5163	51.63%
CYP2C8 inhibition	-	0.9231	92.31%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6323	63.23%
Eye corrosion	-	0.9535	95.35%
Eye irritation	+	0.8167	81.67%
Skin irritation	-	0.5371	53.71%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7594	75.94%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.5703	57.03%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5855	58.55%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5071	50.71%
Acute Oral Toxicity (c)	III	0.5692	56.92%
Estrogen receptor binding	-	0.4839	48.39%
Androgen receptor binding	-	0.6094	60.94%
Thyroid receptor binding	-	0.5983	59.83%
Glucocorticoid receptor binding	-	0.6605	66.05%
Aromatase binding	-	0.5924	59.24%
PPAR gamma	+	0.5540	55.40%
Honey bee toxicity	-	0.9567	95.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.60%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.13%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.86%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.94%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	82.54%	83.82%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.28%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	81.02%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.01%	97.25%

Plants that contains it

• Machilus wangchiana

Cross-Links

• PubChem: 75082425
• LOTUS: LTS0108266
• wikiData: Q104937515