3,10-Dimethyl-2,4-dioxo-5,8,9,11a-tetrahydrocyclodeca[b]furan-6-carbaldehyde

Details

• Internal ID: 21c90048-e25b-4fd6-955d-f642699aa02d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 3,10-dimethyl-2,4-dioxo-5,8,9,11a-tetrahydrocyclodeca[b]furan-6-carbaldehyde
• SMILES (Canonical): CC1=CC2C(=C(C(=O)O2)C)C(=O)CC(=CCC1)C=O
• SMILES (Isomeric): CC1=CC2C(=C(C(=O)O2)C)C(=O)CC(=CCC1)C=O
• InChI: InChI=1S/C15H16O4/c1-9-4-3-5-11(8-16)7-12(17)14-10(2)15(18)19-13(14)6-9/h5-6,8,13H,3-4,7H2,1-2H3
• InChI Key: NRJHDFPXRCXVOW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.7570	75.70%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7938	79.38%
P-glycoprotein inhibitior	-	0.8916	89.16%
P-glycoprotein substrate	-	0.8965	89.65%
CYP3A4 substrate	+	0.5184	51.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8907	89.07%
CYP3A4 inhibition	-	0.7940	79.40%
CYP2C9 inhibition	-	0.9136	91.36%
CYP2C19 inhibition	-	0.9120	91.20%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	+	0.7024	70.24%
CYP2C8 inhibition	-	0.8409	84.09%
CYP inhibitory promiscuity	-	0.9373	93.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6232	62.32%
Eye corrosion	-	0.9260	92.60%
Eye irritation	-	0.7997	79.97%
Skin irritation	+	0.5620	56.20%
Skin corrosion	-	0.8791	87.91%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8219	82.19%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7891	78.91%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7434	74.34%
Acute Oral Toxicity (c)	III	0.4835	48.35%
Estrogen receptor binding	-	0.7180	71.80%
Androgen receptor binding	-	0.5753	57.53%
Thyroid receptor binding	-	0.8624	86.24%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7305	73.05%
PPAR gamma	-	0.6269	62.69%
Honey bee toxicity	-	0.8424	84.24%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.85%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.27%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.33%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.10%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.11%	97.25%
CHEMBL2581	P07339	Cathepsin D	84.59%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.86%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.00%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.76%	100.00%

Plants that contains it

• Blainvillea acmella

Cross-Links

• PubChem: 163016632
• LOTUS: LTS0195449
• wikiData: Q105184601