(E)-3-[(1aS,3aR,4R,7S,7aS)-1a,4-dimethyl-3,3a,4,5,6,7-hexahydro-2H-indeno[1,7a-b]oxiren-7-yl]-2-methylprop-2-enoic acid

Details

• Internal ID: 0818a93a-81f2-44eb-8121-6f0de36478c9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-3-[(1aS,3aR,4R,7S,7aS)-1a,4-dimethyl-3,3a,4,5,6,7-hexahydro-2H-indeno[1,7a-b]oxiren-7-yl]-2-methylprop-2-enoic acid
• InChI: InChI=1S/C15H22O3/c1-9-4-5-11(8-10(2)13(16)17)15-12(9)6-7-14(15,3)18-15/h8-9,11-12H,4-7H2,1-3H3,(H,16,17)/b10-8+/t9-,11+,12-,14+,15-/m1/s1
• InChI Key: OZFIJBRLEXJLPY-PYCJFAQESA-N
• Popularity: 2 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: 2.60
• 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	+	0.9900	99.00%
Caco-2	+	0.8577	85.77%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.4352	43.52%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9020	90.20%
P-glycoprotein inhibitior	-	0.9380	93.80%
P-glycoprotein substrate	-	0.9206	92.06%
CYP3A4 substrate	+	0.6223	62.23%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	-	0.8984	89.84%
CYP3A4 inhibition	-	0.7425	74.25%
CYP2C9 inhibition	-	0.7091	70.91%
CYP2C19 inhibition	-	0.7173	71.73%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.5597	55.97%
CYP2C8 inhibition	-	0.6361	63.61%
CYP inhibitory promiscuity	-	0.8996	89.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8831	88.31%
Skin irritation	-	0.5621	56.21%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6951	69.51%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6666	66.66%
skin sensitisation	+	0.4828	48.28%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4897	48.97%
Acute Oral Toxicity (c)	III	0.6804	68.04%
Estrogen receptor binding	+	0.5285	52.85%
Androgen receptor binding	+	0.5491	54.91%
Thyroid receptor binding	+	0.6498	64.98%
Glucocorticoid receptor binding	+	0.6015	60.15%
Aromatase binding	+	0.5411	54.11%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8058	80.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9650	96.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.11%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.57%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.57%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	89.44%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.00%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.05%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.67%	93.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.46%	94.80%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.34%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.48%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.39%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.19%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.75%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.35%	86.33%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 95790459
• LOTUS: LTS0023570
• wikiData: Q105203746