2-(4,10-Dimethyl-11-oxatricyclo[6.2.1.01,5]undec-4-en-7-yl)prop-2-enoic acid

Details

• Internal ID: 5013a44e-f1bc-43e5-8a78-058af7ef14a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(4,10-dimethyl-11-oxatricyclo[6.2.1.01,5]undec-4-en-7-yl)prop-2-enoic acid
• SMILES (Canonical): CC1CC2C(CC3=C(CCC13O2)C)C(=C)C(=O)O
• SMILES (Isomeric): CC1CC2C(CC3=C(CCC13O2)C)C(=C)C(=O)O
• InChI: InChI=1S/C15H20O3/c1-8-4-5-15-9(2)6-13(18-15)11(7-12(8)15)10(3)14(16)17/h9,11,13H,3-7H2,1-2H3,(H,16,17)
• InChI Key: DYMHDZYYXFBFRO-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): 46.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.92
• 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	+	0.9862	98.62%
Caco-2	+	0.7098	70.98%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5473	54.73%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8890	88.90%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9390	93.90%
P-glycoprotein inhibitior	-	0.8900	89.00%
P-glycoprotein substrate	-	0.8852	88.52%
CYP3A4 substrate	+	0.5700	57.00%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.7781	77.81%
CYP2C19 inhibition	-	0.7473	74.73%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	+	0.5875	58.75%
CYP2C8 inhibition	-	0.7530	75.30%
CYP inhibitory promiscuity	-	0.9152	91.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.6559	65.59%
Skin irritation	-	0.5817	58.17%
Skin corrosion	-	0.9265	92.65%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7241	72.41%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.5740	57.40%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6187	61.87%
Acute Oral Toxicity (c)	III	0.5968	59.68%
Estrogen receptor binding	+	0.5318	53.18%
Androgen receptor binding	-	0.4942	49.42%
Thyroid receptor binding	-	0.5375	53.75%
Glucocorticoid receptor binding	-	0.4883	48.83%
Aromatase binding	-	0.6154	61.54%
PPAR gamma	+	0.6581	65.81%
Honey bee toxicity	-	0.8592	85.92%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9816	98.16%

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	92.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.27%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.42%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.05%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.22%	99.23%

Plants that contains it

• Pulicaria laciniata

Cross-Links

• PubChem: 162890669
• LOTUS: LTS0143654
• wikiData: Q104991428