2-(3,8-Dimethyl-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)prop-2-enoic acid

Details

• Internal ID: c1becfad-1140-4aaa-b3a3-353fc77345c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: 2-(3,8-dimethyl-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)prop-2-enoic acid
• SMILES (Canonical): CC1CCC(CC2=C(CCC12)C)C(=C)C(=O)O
• SMILES (Isomeric): CC1CCC(CC2=C(CCC12)C)C(=C)C(=O)O
• InChI: InChI=1S/C15H22O2/c1-9-4-6-12(11(3)15(16)17)8-14-10(2)5-7-13(9)14/h9,12-13H,3-8H2,1-2H3,(H,16,17)
• InChI Key: HEIJYTOSZVGQPT-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: 3.30
• 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	+	0.9932	99.32%
Caco-2	+	0.9314	93.14%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.3632	36.32%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.8856	88.56%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8654	86.54%
P-glycoprotein inhibitior	-	0.8312	83.12%
P-glycoprotein substrate	-	0.8688	86.88%
CYP3A4 substrate	-	0.5151	51.51%
CYP2C9 substrate	+	0.6092	60.92%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.9336	93.36%
CYP2C9 inhibition	-	0.7139	71.39%
CYP2C19 inhibition	-	0.7306	73.06%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7080	70.80%
CYP inhibitory promiscuity	-	0.9337	93.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6129	61.29%
Eye corrosion	-	0.8058	80.58%
Eye irritation	+	0.7943	79.43%
Skin irritation	-	0.5578	55.78%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5585	55.85%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	+	0.6836	68.36%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.6402	64.02%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7360	73.60%
Acute Oral Toxicity (c)	III	0.7814	78.14%
Estrogen receptor binding	-	0.4886	48.86%
Androgen receptor binding	+	0.5370	53.70%
Thyroid receptor binding	-	0.6335	63.35%
Glucocorticoid receptor binding	-	0.5719	57.19%
Aromatase binding	+	0.5471	54.71%
PPAR gamma	+	0.5974	59.74%
Honey bee toxicity	-	0.9551	95.51%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	90.08%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.06%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.15%	93.56%
CHEMBL1951	P21397	Monoamine oxidase A	82.34%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.68%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	81.36%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.17%	99.23%

Plants that contains it

• Anthemis aciphylla

Cross-Links

• PubChem: 78178604
• LOTUS: LTS0187537
• wikiData: Q105026836