(2E,4E)-5-[(4aR,6S,8S,8aR)-2,6,8-trimethyl-3-oxo-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-yl]penta-2,4-dienoic acid

Details

• Internal ID: 521828b1-33eb-4a9b-aa7a-688de53e5c15
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2E,4E)-5-[(4aR,6S,8S,8aR)-2,6,8-trimethyl-3-oxo-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-yl]penta-2,4-dienoic acid
• InChI: InChI=1S/C18H24O3/c1-11-8-12(2)18-14(9-11)10-16(19)13(3)15(18)6-4-5-7-17(20)21/h4-7,11-12,14,18H,8-10H2,1-3H3,(H,20,21)/b6-4+,7-5+/t11-,12-,14+,18+/m0/s1
• InChI Key: NLOFDOOJCSGCEJ-LPSOVFSHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8502	85.02%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7395	73.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9187	91.87%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5558	55.58%
P-glycoprotein inhibitior	-	0.9493	94.93%
P-glycoprotein substrate	-	0.6662	66.62%
CYP3A4 substrate	+	0.5452	54.52%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.9078	90.78%
CYP3A4 inhibition	-	0.8313	83.13%
CYP2C9 inhibition	-	0.9194	91.94%
CYP2C19 inhibition	-	0.9139	91.39%
CYP2D6 inhibition	-	0.9131	91.31%
CYP1A2 inhibition	-	0.8337	83.37%
CYP2C8 inhibition	-	0.8559	85.59%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8550	85.50%
Carcinogenicity (trinary)	Non-required	0.5760	57.60%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9478	94.78%
Skin irritation	+	0.5255	52.55%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3966	39.66%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.5916	59.16%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5871	58.71%
Acute Oral Toxicity (c)	III	0.6167	61.67%
Estrogen receptor binding	-	0.6028	60.28%
Androgen receptor binding	+	0.7186	71.86%
Thyroid receptor binding	-	0.6936	69.36%
Glucocorticoid receptor binding	-	0.7282	72.82%
Aromatase binding	-	0.5797	57.97%
PPAR gamma	-	0.5174	51.74%
Honey bee toxicity	-	0.8588	85.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.74%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.10%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.09%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.14%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.97%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.58%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162943014
• LOTUS: LTS0027146
• wikiData: Q105181478