2-[6-(carboxymethyl)-3-ethylidene-3a,6-dimethyl-2-oxo-4,5,5a,7,8,9,9a,9b-octahydro-1H-cyclopenta[a]naphthalen-7-yl]acetic acid

Details

• Internal ID: 03cbe983-80df-48cc-9f86-ec33aeae94da
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 2-[6-(carboxymethyl)-3-ethylidene-3a,6-dimethyl-2-oxo-4,5,5a,7,8,9,9a,9b-octahydro-1H-cyclopenta[a]naphthalen-7-yl]acetic acid
• SMILES (Canonical): CC=C1C(=O)CC2C1(CCC3C2CCC(C3(C)CC(=O)O)CC(=O)O)C
• SMILES (Isomeric): CC=C1C(=O)CC2C1(CCC3C2CCC(C3(C)CC(=O)O)CC(=O)O)C
• InChI: InChI=1S/C21H30O5/c1-4-14-17(22)10-16-13-6-5-12(9-18(23)24)21(3,11-19(25)26)15(13)7-8-20(14,16)2/h4,12-13,15-16H,5-11H2,1-3H3,(H,23,24)(H,25,26)
• InChI Key: OYIPETGGBDETFA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 3
• 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	+	0.9867	98.67%
Caco-2	+	0.7884	78.84%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7805	78.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7929	79.29%
OATP1B3 inhibitior	+	0.8993	89.93%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	+	0.7221	72.21%
P-glycoprotein inhibitior	-	0.4329	43.29%
P-glycoprotein substrate	-	0.7938	79.38%
CYP3A4 substrate	+	0.6016	60.16%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.7636	76.36%
CYP2C9 inhibition	-	0.9644	96.44%
CYP2C19 inhibition	-	0.9783	97.83%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.9302	93.02%
CYP2C8 inhibition	-	0.7290	72.90%
CYP inhibitory promiscuity	-	0.9004	90.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6696	66.96%
Eye corrosion	-	0.9968	99.68%
Eye irritation	-	0.9248	92.48%
Skin irritation	+	0.8035	80.35%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7128	71.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6674	66.74%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7161	71.61%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7758	77.58%
Acute Oral Toxicity (c)	III	0.6878	68.78%
Estrogen receptor binding	+	0.7984	79.84%
Androgen receptor binding	+	0.7282	72.82%
Thyroid receptor binding	+	0.7221	72.21%
Glucocorticoid receptor binding	+	0.9095	90.95%
Aromatase binding	+	0.7854	78.54%
PPAR gamma	-	0.7122	71.22%
Honey bee toxicity	-	0.8426	84.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	94.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.44%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.06%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.20%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.47%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.54%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.06%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	83.15%	97.05%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.19%	94.45%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 75149873
• LOTUS: LTS0260119
• wikiData: Q105203339