2-[(2R,4aS,8S,8aS)-4a,8-dimethyl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 73a3db39-7ae8-4357-ad46-e78a48bfc9b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aS,8S,8aS)-4a,8-dimethyl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C15H24O2/c1-10-5-4-7-15(3)8-6-12(9-13(10)15)11(2)14(16)17/h10,12-13H,2,4-9H2,1,3H3,(H,16,17)/t10-,12+,13-,15-/m0/s1
• InChI Key: LWPUMUQNDCBNFC-QJZXMWHDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 3.87
• 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	+	0.9944	99.44%
Caco-2	+	0.8304	83.04%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.3736	37.36%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	-	0.2390	23.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.8989	89.89%
P-glycoprotein inhibitior	-	0.9172	91.72%
P-glycoprotein substrate	-	0.8863	88.63%
CYP3A4 substrate	+	0.5924	59.24%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	-	0.7983	79.83%
CYP2C9 inhibition	-	0.6070	60.70%
CYP2C19 inhibition	-	0.5105	51.05%
CYP2D6 inhibition	-	0.9131	91.31%
CYP1A2 inhibition	-	0.7656	76.56%
CYP2C8 inhibition	-	0.7636	76.36%
CYP inhibitory promiscuity	-	0.8895	88.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5956	59.56%
Eye corrosion	-	0.9544	95.44%
Eye irritation	-	0.5753	57.53%
Skin irritation	-	0.5930	59.30%
Skin corrosion	-	0.9798	97.98%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5501	55.01%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.7762	77.62%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5863	58.63%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6981	69.81%
Acute Oral Toxicity (c)	III	0.8595	85.95%
Estrogen receptor binding	+	0.6546	65.46%
Androgen receptor binding	+	0.5385	53.85%
Thyroid receptor binding	-	0.6038	60.38%
Glucocorticoid receptor binding	+	0.6964	69.64%
Aromatase binding	+	0.5537	55.37%
PPAR gamma	+	0.5651	56.51%
Honey bee toxicity	-	0.8382	83.82%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.57%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	87.21%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.44%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.95%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.99%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	83.90%	90.17%
CHEMBL206	P03372	Estrogen receptor alpha	81.93%	97.64%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.53%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.36%	92.94%
CHEMBL233	P35372	Mu opioid receptor	80.16%	97.93%

Plants that contains it

• Ophryosporus floribundus

Cross-Links

• PubChem: 162880974
• LOTUS: LTS0239895
• wikiData: Q105158500