3-(11-Hydroxy-5-methyl-9-methylidene-4-oxo-5-tricyclo[6.2.2.01,6]dodec-2-enyl)propanoic acid

Details

• Internal ID: 5ff7b1f8-58d7-4d8d-b5e9-607b4c859d50
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 3-(11-hydroxy-5-methyl-9-methylidene-4-oxo-5-tricyclo[6.2.2.01,6]dodec-2-enyl)propanoic acid
• SMILES (Canonical): CC1(C2CC3CC(C2(CC3=C)C=CC1=O)O)CCC(=O)O
• SMILES (Isomeric): CC1(C2CC3CC(C2(CC3=C)C=CC1=O)O)CCC(=O)O
• InChI: InChI=1S/C17H22O4/c1-10-9-17-6-3-13(18)16(2,5-4-15(20)21)12(17)7-11(10)8-14(17)19/h3,6,11-12,14,19H,1,4-5,7-9H2,2H3,(H,20,21)
• InChI Key: ISDXWEXUMTXXQZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.5187	51.87%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8476	84.76%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.8616	86.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6966	69.66%
BSEP inhibitior	-	0.7812	78.12%
P-glycoprotein inhibitior	-	0.9282	92.82%
P-glycoprotein substrate	-	0.6632	66.32%
CYP3A4 substrate	+	0.6020	60.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	-	0.6936	69.36%
CYP2C9 inhibition	-	0.9609	96.09%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.9291	92.91%
CYP2C8 inhibition	-	0.8377	83.77%
CYP inhibitory promiscuity	-	0.9461	94.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6668	66.68%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.7941	79.41%
Skin irritation	+	0.5963	59.63%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5211	52.11%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6310	63.10%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7681	76.81%
Acute Oral Toxicity (c)	III	0.7544	75.44%
Estrogen receptor binding	-	0.5187	51.87%
Androgen receptor binding	+	0.5631	56.31%
Thyroid receptor binding	-	0.5554	55.54%
Glucocorticoid receptor binding	+	0.7670	76.70%
Aromatase binding	+	0.5493	54.93%
PPAR gamma	-	0.5675	56.75%
Honey bee toxicity	-	0.8975	89.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	96.73%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.53%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.70%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.08%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.65%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.43%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.66%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.26%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.17%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162967073
• LOTUS: LTS0201509
• wikiData: Q104169072