5-(4-Carboxy-3-methylbutyl)-1,5,6-trimethyl-2,3,4,4a,6,7-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: 2dd7a6f2-a594-433e-b785-a5180232e519
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: 5-(4-carboxy-3-methylbutyl)-1,5,6-trimethyl-2,3,4,4a,6,7-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CC=C2C(C1(C)CCC(C)CC(=O)O)CCCC2(C)C(=O)O
• SMILES (Isomeric): CC1CC=C2C(C1(C)CCC(C)CC(=O)O)CCCC2(C)C(=O)O
• InChI: InChI=1S/C20H32O4/c1-13(12-17(21)22)9-11-19(3)14(2)7-8-16-15(19)6-5-10-20(16,4)18(23)24/h8,13-15H,5-7,9-12H2,1-4H3,(H,21,22)(H,23,24)
• InChI Key: KPNOVUFTQDKPIM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.74
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.7212	72.12%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7828	78.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	-	0.2647	26.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	-	0.4672	46.72%
P-glycoprotein inhibitior	-	0.7874	78.74%
P-glycoprotein substrate	-	0.6619	66.19%
CYP3A4 substrate	+	0.5563	55.63%
CYP2C9 substrate	-	0.5859	58.59%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.7483	74.83%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.9389	93.89%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.8801	88.01%
CYP2C8 inhibition	-	0.8389	83.89%
CYP inhibitory promiscuity	-	0.9108	91.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7040	70.40%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.5576	55.76%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3710	37.10%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5943	59.43%
skin sensitisation	+	0.5712	57.12%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7632	76.32%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6172	61.72%
Acute Oral Toxicity (c)	III	0.6774	67.74%
Estrogen receptor binding	+	0.8605	86.05%
Androgen receptor binding	-	0.4942	49.42%
Thyroid receptor binding	+	0.7541	75.41%
Glucocorticoid receptor binding	+	0.7633	76.33%
Aromatase binding	+	0.6445	64.45%
PPAR gamma	-	0.5615	56.15%
Honey bee toxicity	-	0.9350	93.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.59%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.60%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.51%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.83%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.70%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.57%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.84%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.48%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.72%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	81.44%	83.82%
CHEMBL4208	P20618	Proteasome component C5	80.64%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.49%	91.19%

Plants that contains it

• Haplopappus pulchellus

Cross-Links

• PubChem: 163023069
• LOTUS: LTS0171754
• wikiData: Q105144297