4-(9-Hydroxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodecan-9-yl)butanoic acid

Details

• Internal ID: 0f6f7e5a-fa2d-4a63-bb40-8d2aa59e5e69
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Heterocyclic fatty acids
• IUPAC Name: 4-(9-hydroxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodecan-9-yl)butanoic acid
• SMILES (Canonical): CC1CC2C3C(CCCC3(C1(CCCC(=O)O)O)C)(C(=O)O2)C
• SMILES (Isomeric): CC1CC2C3C(CCCC3(C1(CCCC(=O)O)O)C)(C(=O)O2)C
• InChI: InChI=1S/C18H28O5/c1-11-10-12-14-16(2,15(21)23-12)7-5-8-17(14,3)18(11,22)9-4-6-13(19)20/h11-12,14,22H,4-10H2,1-3H3,(H,19,20)
• InChI Key: KRTAGCAAGRLSRQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₅
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 4
• 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	+	0.9752	97.52%
Caco-2	+	0.7082	70.82%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7866	78.66%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8578	85.78%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7785	77.85%
P-glycoprotein inhibitior	-	0.7572	75.72%
P-glycoprotein substrate	-	0.7538	75.38%
CYP3A4 substrate	+	0.5863	58.63%
CYP2C9 substrate	-	0.6261	62.61%
CYP2D6 substrate	-	0.8734	87.34%
CYP3A4 inhibition	-	0.5260	52.60%
CYP2C9 inhibition	-	0.9362	93.62%
CYP2C19 inhibition	-	0.9403	94.03%
CYP2D6 inhibition	-	0.9700	97.00%
CYP1A2 inhibition	-	0.8975	89.75%
CYP2C8 inhibition	-	0.7602	76.02%
CYP inhibitory promiscuity	-	0.9559	95.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9180	91.80%
Skin irritation	+	0.6288	62.88%
Skin corrosion	-	0.8784	87.84%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6989	69.89%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6498	64.98%
Acute Oral Toxicity (c)	III	0.5848	58.48%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.5229	52.29%
Thyroid receptor binding	+	0.6964	69.64%
Glucocorticoid receptor binding	+	0.7757	77.57%
Aromatase binding	+	0.8142	81.42%
PPAR gamma	-	0.4894	48.94%
Honey bee toxicity	-	0.9398	93.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9819	98.19%

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	95.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.76%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.43%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.85%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.93%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.78%	99.23%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	82.94%	98.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.92%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.82%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.44%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	80.61%	92.50%

Plants that contains it

• Marrubium globosum

Cross-Links

• PubChem: 73047812
• LOTUS: LTS0260495
• wikiData: Q105145210