2-[(2R,4aR,8R,8aR)-4a-hydroxy-8,8a-dimethyl-7-oxo-2,3,4,8-tetrahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: ea43f668-4296-4b53-a31c-8943ff789851
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aR,8R,8aR)-4a-hydroxy-8,8a-dimethyl-7-oxo-2,3,4,8-tetrahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C15H20O4/c1-9(13(17)18)11-4-6-15(19)7-5-12(16)10(2)14(15,3)8-11/h5,7,10-11,19H,1,4,6,8H2,2-3H3,(H,17,18)/t10-,11+,14+,15+/m0/s1
• InChI Key: HCPHTFPXKYIWBH-RBDSIQFVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.6747	67.47%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8587	85.87%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	-	0.2934	29.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5887	58.87%
BSEP inhibitior	-	0.8539	85.39%
P-glycoprotein inhibitior	-	0.9544	95.44%
P-glycoprotein substrate	-	0.7594	75.94%
CYP3A4 substrate	+	0.6041	60.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9127	91.27%
CYP3A4 inhibition	-	0.7275	72.75%
CYP2C9 inhibition	-	0.9564	95.64%
CYP2C19 inhibition	-	0.9633	96.33%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.9213	92.13%
CYP2C8 inhibition	-	0.8236	82.36%
CYP inhibitory promiscuity	-	0.9685	96.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6442	64.42%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9137	91.37%
Skin irritation	+	0.6171	61.71%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7494	74.94%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.5500	55.00%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5223	52.23%
Acute Oral Toxicity (c)	III	0.7192	71.92%
Estrogen receptor binding	+	0.7501	75.01%
Androgen receptor binding	-	0.5131	51.31%
Thyroid receptor binding	-	0.5693	56.93%
Glucocorticoid receptor binding	+	0.5649	56.49%
Aromatase binding	-	0.5409	54.09%
PPAR gamma	-	0.6170	61.70%
Honey bee toxicity	-	0.9553	95.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.23%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	91.91%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.67%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.47%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.17%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.32%	96.09%
CHEMBL4208	P20618	Proteasome component C5	84.82%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.30%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.94%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.51%	82.69%
CHEMBL2581	P07339	Cathepsin D	80.19%	98.95%

Plants that contains it

• Ozothamnus pholidotus

Cross-Links

• PubChem: 15699283
• LOTUS: LTS0195647
• wikiData: Q105025904