2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl)prop-2-enoic acid

Details

• Internal ID: 5e203919-6ddc-46de-ba7e-d7117bb2e18d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl)prop-2-enoic acid
• SMILES (Canonical): CC1=CCCC2(C1CC(CC2)C(=C)C(=O)O)C
• SMILES (Isomeric): CC1=CCCC2(C1CC(CC2)C(=C)C(=O)O)C
• InChI: InChI=1S/C15H22O2/c1-10-5-4-7-15(3)8-6-12(9-13(10)15)11(2)14(16)17/h5,12-13H,2,4,6-9H2,1,3H3,(H,16,17)
• InChI Key: UTXMCYDEIZPGME-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.79
• 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	+	0.7966	79.66%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.3736	37.36%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9388	93.88%
OATP1B3 inhibitior	-	0.2390	23.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.8309	83.09%
P-glycoprotein inhibitior	-	0.9397	93.97%
P-glycoprotein substrate	-	0.8576	85.76%
CYP3A4 substrate	+	0.5471	54.71%
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	-	0.7101	71.01%
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	-	0.6166	61.66%
Skin irritation	-	0.5930	59.30%
Skin corrosion	-	0.9798	97.98%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4345	43.45%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	+	0.7762	77.62%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5863	58.63%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5636	56.36%
Acute Oral Toxicity (c)	III	0.8595	85.95%
Estrogen receptor binding	-	0.6792	67.92%
Androgen receptor binding	-	0.6144	61.44%
Thyroid receptor binding	-	0.6348	63.48%
Glucocorticoid receptor binding	+	0.5598	55.98%
Aromatase binding	-	0.6161	61.61%
PPAR gamma	+	0.6565	65.65%
Honey bee toxicity	-	0.9237	92.37%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	96.52%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.60%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.26%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.24%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.07%	91.11%
CHEMBL4208	P20618	Proteasome component C5	84.52%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.54%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.78%	93.04%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.59%	95.50%

Plants that contains it

• Cassinia aculeata
• Dimerostemma lippioides
• Dittrichia graveolens
• Dittrichia viscosa
• Fitchia speciosa
• Heterocoma ekmaniana
• Marshallia obovata
• Schistostephium crataegifolium
• Stevia achalensis

Cross-Links

• PubChem: 14706940
• LOTUS: LTS0022778
• wikiData: Q105279167