(2S)-2-[(4aR,8S,8aR)-8,8a-dimethyl-3-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]propanoic acid

Details

• Internal ID: 2e22826b-0bd6-45fa-9ee1-d968cc9864e7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (2S)-2-[(4aR,8S,8aR)-8,8a-dimethyl-3-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]propanoic acid
• InChI: InChI=1S/C15H22O3/c1-9-5-4-6-11-7-13(16)12(8-15(9,11)3)10(2)14(17)18/h8-11H,4-7H2,1-3H3,(H,17,18)/t9-,10-,11+,15+/m0/s1
• InChI Key: HGWXWGKXIKVBKD-KIGUWFBYSA-N
• Popularity: 2 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): 54.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 2
• 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	+	0.9957	99.57%
Caco-2	+	0.8329	83.29%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7939	79.39%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8938	89.38%
P-glycoprotein inhibitior	-	0.8689	86.89%
P-glycoprotein substrate	-	0.8956	89.56%
CYP3A4 substrate	-	0.5546	55.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9018	90.18%
CYP3A4 inhibition	-	0.7235	72.35%
CYP2C9 inhibition	-	0.9406	94.06%
CYP2C19 inhibition	-	0.9214	92.14%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.8714	87.14%
CYP2C8 inhibition	-	0.9553	95.53%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5519	55.19%
Eye corrosion	-	0.9957	99.57%
Eye irritation	-	0.8542	85.42%
Skin irritation	+	0.6736	67.36%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5604	56.04%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.7450	74.50%
skin sensitisation	+	0.5538	55.38%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8007	80.07%
Acute Oral Toxicity (c)	III	0.8242	82.42%
Estrogen receptor binding	+	0.7502	75.02%
Androgen receptor binding	-	0.7141	71.41%
Thyroid receptor binding	+	0.6204	62.04%
Glucocorticoid receptor binding	+	0.5742	57.42%
Aromatase binding	+	0.5237	52.37%
PPAR gamma	+	0.5700	57.00%
Honey bee toxicity	-	0.9582	95.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.66%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.05%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.47%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.24%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.57%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.20%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.05%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.86%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%

Plants that contains it

• Ligularia kanaitzensis

Cross-Links

• PubChem: 162901731
• LOTUS: LTS0198528
• wikiData: Q105028023