3-[5-(carboxymethyl)-1,5,8a-trimethyl-2,6-dioxo-4,4a,7,8-tetrahydro-3H-naphthalen-1-yl]propanoic acid

Details

• Internal ID: e3ea7217-2fd0-45d7-9d2d-515edbc320ab
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Carbocyclic fatty acids
• IUPAC Name: 3-[5-(carboxymethyl)-1,5,8a-trimethyl-2,6-dioxo-4,4a,7,8-tetrahydro-3H-naphthalen-1-yl]propanoic acid
• SMILES (Canonical): CC12CCC(=O)C(C1CCC(=O)C2(C)CCC(=O)O)(C)CC(=O)O
• SMILES (Isomeric): CC12CCC(=O)C(C1CCC(=O)C2(C)CCC(=O)O)(C)CC(=O)O
• InChI: InChI=1S/C18H26O6/c1-16(10-15(23)24)11-4-5-13(20)18(3,9-7-14(21)22)17(11,2)8-6-12(16)19/h11H,4-10H2,1-3H3,(H,21,22)(H,23,24)
• InChI Key: BCIWTQUZPKBBFJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₆
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.17293854 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.7541	75.41%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8502	85.02%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8509	85.09%
P-glycoprotein inhibitior	-	0.8574	85.74%
P-glycoprotein substrate	-	0.8892	88.92%
CYP3A4 substrate	+	0.5458	54.58%
CYP2C9 substrate	+	0.5824	58.24%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.7844	78.44%
CYP2C9 inhibition	-	0.9736	97.36%
CYP2C19 inhibition	-	0.9870	98.70%
CYP2D6 inhibition	-	0.9747	97.47%
CYP1A2 inhibition	-	0.9490	94.90%
CYP2C8 inhibition	-	0.7929	79.29%
CYP inhibitory promiscuity	-	0.9882	98.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7736	77.36%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8472	84.72%
Skin irritation	+	0.5607	56.07%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3809	38.09%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.7973	79.73%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7857	78.57%
Acute Oral Toxicity (c)	III	0.8493	84.93%
Estrogen receptor binding	+	0.6637	66.37%
Androgen receptor binding	+	0.5866	58.66%
Thyroid receptor binding	-	0.5062	50.62%
Glucocorticoid receptor binding	+	0.6768	67.68%
Aromatase binding	+	0.6081	60.81%
PPAR gamma	-	0.6611	66.11%
Honey bee toxicity	-	0.9494	94.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9871	98.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.32%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.48%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.10%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.07%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.05%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.01%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.15%	82.69%

Plants that contains it

• Barbacenia flava

Cross-Links

• PubChem: 14191493
• LOTUS: LTS0144735
• wikiData: Q104923330