3,6-dimethyl-2-oxo-3a,4,5,6a-tetrahydro-3H-cyclopenta[b]furan-6-carboxylic acid

Details

• Internal ID: 9edbebf2-5824-4ad6-a1a4-e334fd3be2d9
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 3,6-dimethyl-2-oxo-3a,4,5,6a-tetrahydro-3H-cyclopenta[b]furan-6-carboxylic acid
• SMILES (Canonical): CC1C2CCC(C2OC1=O)(C)C(=O)O
• SMILES (Isomeric): CC1C2CCC(C2OC1=O)(C)C(=O)O
• InChI: InChI=1S/C10H14O4/c1-5-6-3-4-10(2,9(12)13)7(6)14-8(5)11/h5-7H,3-4H2,1-2H3,(H,12,13)
• InChI Key: OKNGZIPJMVOSQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.08920892 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9526	95.26%
Caco-2	-	0.6724	67.24%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6098	60.98%
OATP2B1 inhibitior	-	0.8438	84.38%
OATP1B1 inhibitior	+	0.9140	91.40%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	-	0.9812	98.12%
P-glycoprotein inhibitior	-	0.9692	96.92%
P-glycoprotein substrate	-	0.9071	90.71%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.8319	83.19%
CYP2C9 inhibition	-	0.8903	89.03%
CYP2C19 inhibition	-	0.9381	93.81%
CYP2D6 inhibition	-	0.9627	96.27%
CYP1A2 inhibition	-	0.6453	64.53%
CYP2C8 inhibition	-	0.9717	97.17%
CYP inhibitory promiscuity	-	0.9843	98.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5853	58.53%
Eye corrosion	-	0.9462	94.62%
Eye irritation	-	0.6038	60.38%
Skin irritation	+	0.5138	51.38%
Skin corrosion	+	0.6369	63.69%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8399	83.99%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.8126	81.26%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7814	78.14%
Acute Oral Toxicity (c)	III	0.4477	44.77%
Estrogen receptor binding	-	0.5308	53.08%
Androgen receptor binding	-	0.5970	59.70%
Thyroid receptor binding	-	0.8590	85.90%
Glucocorticoid receptor binding	-	0.7272	72.72%
Aromatase binding	-	0.8642	86.42%
PPAR gamma	-	0.8252	82.52%
Honey bee toxicity	-	0.9592	95.92%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8796	87.96%

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	90.09%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.74%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.98%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.70%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.34%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.94%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.05%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.72%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.10%	89.00%

Plants that contains it

• Artemisia gmelinii

Cross-Links

• PubChem: 133681286
• LOTUS: LTS0197836
• wikiData: Q105193652