(E,4S)-5-[(3S,3aS,6R,6aS)-3,6-dimethyl-2-oxo-3a,4,5,6a-tetrahydro-3H-cyclopenta[b]furan-6-yl]-4-methyl-5-oxopent-2-enoic acid

Details

• Internal ID: a03d2f7d-d9b1-4af6-bd74-e1547efbdf25
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (E,4S)-5-[(3S,3aS,6R,6aS)-3,6-dimethyl-2-oxo-3a,4,5,6a-tetrahydro-3H-cyclopenta[b]furan-6-yl]-4-methyl-5-oxopent-2-enoic acid
• SMILES (Canonical): CC1C2CCC(C2OC1=O)(C)C(=O)C(C)C=CC(=O)O
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@@]([C@H]2OC1=O)(C)C(=O)[C@@H](C)/C=C/C(=O)O
• InChI: InChI=1S/C15H20O5/c1-8(4-5-11(16)17)12(18)15(3)7-6-10-9(2)14(19)20-13(10)15/h4-5,8-10,13H,6-7H2,1-3H3,(H,16,17)/b5-4+/t8-,9-,10-,13-,15-/m0/s1
• InChI Key: DFKXYPCOYOJYAQ-UAIIDGKASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9762	97.62%
Caco-2	-	0.5396	53.96%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5158	51.58%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9334	93.34%
P-glycoprotein inhibitior	-	0.8223	82.23%
P-glycoprotein substrate	-	0.8049	80.49%
CYP3A4 substrate	+	0.5725	57.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9129	91.29%
CYP3A4 inhibition	-	0.8426	84.26%
CYP2C9 inhibition	-	0.9298	92.98%
CYP2C19 inhibition	-	0.9678	96.78%
CYP2D6 inhibition	-	0.9659	96.59%
CYP1A2 inhibition	+	0.5188	51.88%
CYP2C8 inhibition	-	0.9207	92.07%
CYP inhibitory promiscuity	-	0.9811	98.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4995	49.95%
Eye corrosion	-	0.9484	94.84%
Eye irritation	-	0.9857	98.57%
Skin irritation	+	0.6323	63.23%
Skin corrosion	-	0.5000	50.00%
Ames mutagenesis	-	0.6891	68.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.8125	81.25%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7156	71.56%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5627	56.27%
Acute Oral Toxicity (c)	III	0.5275	52.75%
Estrogen receptor binding	+	0.6552	65.52%
Androgen receptor binding	+	0.6682	66.82%
Thyroid receptor binding	-	0.7081	70.81%
Glucocorticoid receptor binding	-	0.5607	56.07%
Aromatase binding	-	0.5806	58.06%
PPAR gamma	-	0.6295	62.95%
Honey bee toxicity	-	0.8538	85.38%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9308	93.08%

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	95.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.19%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.67%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.23%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.18%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.77%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.30%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.06%	94.45%

Plants that contains it

• Artemisia gmelinii

Cross-Links

• PubChem: 163074273
• LOTUS: LTS0137260
• wikiData: Q104977965