2-(4a-Methylspiro[1,2,3,4,5,6,7,8a-octahydronaphthalene-8,2'-oxirane]-2-yl)prop-2-enoic acid

Details

• Internal ID: f6b2c276-5ee9-4def-b819-e545b89b4fb1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(4a-methylspiro[1,2,3,4,5,6,7,8a-octahydronaphthalene-8,2'-oxirane]-2-yl)prop-2-enoic acid
• SMILES (Canonical): CC12CCCC3(C1CC(CC2)C(=C)C(=O)O)CO3
• SMILES (Isomeric): CC12CCCC3(C1CC(CC2)C(=C)C(=O)O)CO3
• InChI: InChI=1S/C15H22O3/c1-10(13(16)17)11-4-7-14(2)5-3-6-15(9-18-15)12(14)8-11/h11-12H,1,3-9H2,2H3,(H,16,17)
• InChI Key: TVYXUUYVDLOJNA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.00
• 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	+	0.9889	98.89%
Caco-2	+	0.7180	71.80%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5590	55.90%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9079	90.79%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8679	86.79%
P-glycoprotein inhibitior	-	0.9404	94.04%
P-glycoprotein substrate	-	0.8676	86.76%
CYP3A4 substrate	+	0.5763	57.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7609	76.09%
CYP2C9 inhibition	-	0.6470	64.70%
CYP2C19 inhibition	-	0.5562	55.62%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	+	0.5408	54.08%
CYP2C8 inhibition	-	0.7213	72.13%
CYP inhibitory promiscuity	-	0.8548	85.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5979	59.79%
Eye corrosion	-	0.9591	95.91%
Eye irritation	-	0.6467	64.67%
Skin irritation	-	0.6280	62.80%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5921	59.21%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6346	63.46%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	+	0.7305	73.05%
Androgen receptor binding	-	0.4941	49.41%
Thyroid receptor binding	+	0.5361	53.61%
Glucocorticoid receptor binding	+	0.7591	75.91%
Aromatase binding	+	0.5949	59.49%
PPAR gamma	+	0.6292	62.92%
Honey bee toxicity	-	0.8382	83.82%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.36%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.37%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.93%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.09%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.14%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.81%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.76%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.37%	82.69%
CHEMBL237	P41145	Kappa opioid receptor	82.05%	98.10%

Plants that contains it

• Apalochlamys spectabilis

Cross-Links

• PubChem: 14707070
• LOTUS: LTS0074881
• wikiData: Q105265648