2-(2-hydroxy-4a-methyl-8-methylidene-3,4,5,6,7,8a-hexahydro-1H-naphthalen-2-yl)prop-2-enoic acid

Details

• Internal ID: d6ad1268-98a0-4cc2-ae11-abada360fe10
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-(2-hydroxy-4a-methyl-8-methylidene-3,4,5,6,7,8a-hexahydro-1H-naphthalen-2-yl)prop-2-enoic acid
• SMILES (Canonical): CC12CCCC(=C)C1CC(CC2)(C(=C)C(=O)O)O
• SMILES (Isomeric): CC12CCCC(=C)C1CC(CC2)(C(=C)C(=O)O)O
• InChI: InChI=1S/C15H22O3/c1-10-5-4-6-14(3)7-8-15(18,9-12(10)14)11(2)13(16)17/h12,18H,1-2,4-9H2,3H3,(H,16,17)
• InChI Key: WQMBCGHXXVLQTE-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: 3.00
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 2
• 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	+	0.9916	99.16%
Caco-2	+	0.6787	67.87%
Blood Brain Barrier	-	0.6973	69.73%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6572	65.72%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.8587	85.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5157	51.57%
BSEP inhibitior	-	0.8810	88.10%
P-glycoprotein inhibitior	-	0.9435	94.35%
P-glycoprotein substrate	-	0.9096	90.96%
CYP3A4 substrate	+	0.5299	52.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9029	90.29%
CYP3A4 inhibition	-	0.8012	80.12%
CYP2C9 inhibition	-	0.7662	76.62%
CYP2C19 inhibition	-	0.8013	80.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.7797	77.97%
CYP2C8 inhibition	-	0.8924	89.24%
CYP inhibitory promiscuity	-	0.9330	93.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5241	52.41%
Eye corrosion	-	0.9870	98.70%
Eye irritation	+	0.8010	80.10%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5189	51.89%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6336	63.36%
skin sensitisation	-	0.6068	60.68%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8143	81.43%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5536	55.36%
Acute Oral Toxicity (c)	III	0.4610	46.10%
Estrogen receptor binding	-	0.6945	69.45%
Androgen receptor binding	-	0.6532	65.32%
Thyroid receptor binding	-	0.6016	60.16%
Glucocorticoid receptor binding	+	0.6299	62.99%
Aromatase binding	-	0.5194	51.94%
PPAR gamma	-	0.5479	54.79%
Honey bee toxicity	-	0.9426	94.26%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	95.03%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.43%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.62%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.22%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.59%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.73%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.05%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.24%	95.50%

Plants that contains it

• Podolepis hieracioides

Cross-Links

• PubChem: 74105566
• LOTUS: LTS0272688
• wikiData: Q105310850