2-(6-Hydroxy-4a-methyl-8-methylenedecahydro-2-naphthalenyl)acrylic acid

Details

• Internal ID: e74a35e9-5509-4c40-91a3-ffcd105d0870
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-(6-hydroxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)prop-2-enoic acid
• SMILES (Canonical): CC12CCC(CC1C(=C)CC(C2)O)C(=C)C(=O)O
• SMILES (Isomeric): CC12CCC(CC1C(=C)CC(C2)O)C(=C)C(=O)O
• InChI: InChI=1S/C15H22O3/c1-9-6-12(16)8-15(3)5-4-11(7-13(9)15)10(2)14(17)18/h11-13,16H,1-2,4-8H2,3H3,(H,17,18)
• InChI Key: OJYAVFSVHFLUKN-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): 57.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• AKOS040738415
• 2-(6-hydroxy-4a-methyl-8-methylene-decalin-2-yl)prop-2-enoic acid
• 2-(6-Hydroxy-4a-methyl-8-methylenedecahydro-2-naphthalenyl)acrylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.5894	58.94%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6796	67.96%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5681	56.81%
BSEP inhibitior	-	0.9538	95.38%
P-glycoprotein inhibitior	-	0.9224	92.24%
P-glycoprotein substrate	-	0.7905	79.05%
CYP3A4 substrate	+	0.5808	58.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8817	88.17%
CYP3A4 inhibition	-	0.7690	76.90%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.8457	84.57%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.7587	75.87%
CYP2C8 inhibition	-	0.8010	80.10%
CYP inhibitory promiscuity	-	0.9345	93.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5266	52.66%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.5658	56.58%
Skin irritation	+	0.5417	54.17%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5702	57.02%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.5107	51.07%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8143	81.43%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4684	46.84%
Acute Oral Toxicity (c)	III	0.7963	79.63%
Estrogen receptor binding	+	0.7835	78.35%
Androgen receptor binding	+	0.5210	52.10%
Thyroid receptor binding	-	0.5332	53.32%
Glucocorticoid receptor binding	+	0.7262	72.62%
Aromatase binding	+	0.5231	52.31%
PPAR gamma	+	0.5305	53.05%
Honey bee toxicity	-	0.8726	87.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9918	99.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.32%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.43%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.48%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.16%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	85.66%	95.62%
CHEMBL340	P08684	Cytochrome P450 3A4	83.89%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.86%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.70%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.74%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.13%	100.00%

Plants that contains it

• Cratystylis conocephala
• Dittrichia graveolens

Cross-Links

• PubChem: 496072
• LOTUS: LTS0043181
• wikiData: Q105193390