(4aR,5S,6R,8aR)-5-(2-carboxyethyl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: 88e12bfb-8e21-4f20-b431-bc365b6bbe7e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Carbocyclic fatty acids
• IUPAC Name: (4aR,5S,6R,8aR)-5-(2-carboxyethyl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=O)O)CCC=C2C(=O)O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CCC(=O)O)CCC=C2C(=O)O)C
• InChI: InChI=1S/C17H26O4/c1-11-7-9-17(3)12(15(20)21)5-4-6-13(17)16(11,2)10-8-14(18)19/h5,11,13H,4,6-10H2,1-3H3,(H,18,19)(H,20,21)/t11-,13-,16+,17+/m1/s1
• InChI Key: FCJKOBAGJCMBSO-AQMVCYDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.18310931 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	+	0.9014	90.14%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7571	75.71%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.7988	79.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	-	0.6903	69.03%
P-glycoprotein inhibitior	-	0.8659	86.59%
P-glycoprotein substrate	-	0.8899	88.99%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.7100	71.00%
CYP2C9 inhibition	-	0.9514	95.14%
CYP2C19 inhibition	-	0.9510	95.10%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	-	0.7856	78.56%
CYP inhibitory promiscuity	-	0.9078	90.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7070	70.70%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8678	86.78%
Skin irritation	-	0.5581	55.81%
Skin corrosion	-	0.9725	97.25%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4822	48.22%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5699	56.99%
skin sensitisation	+	0.6581	65.81%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7632	76.32%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7112	71.12%
Acute Oral Toxicity (c)	III	0.6938	69.38%
Estrogen receptor binding	+	0.5385	53.85%
Androgen receptor binding	-	0.6410	64.10%
Thyroid receptor binding	+	0.5201	52.01%
Glucocorticoid receptor binding	+	0.6170	61.70%
Aromatase binding	+	0.6285	62.85%
PPAR gamma	-	0.5983	59.83%
Honey bee toxicity	-	0.9321	93.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
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	96.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.03%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.13%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	89.00%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.79%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.79%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.71%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.35%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.31%	100.00%

Plants that contains it

• Grangea maderaspatana

Cross-Links

• PubChem: 71355867
• LOTUS: LTS0185161
• wikiData: Q104993171