6-(1-hydroxy-3-oxobutyl)-7-methyl-3-methylidene-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one

Details

• Internal ID: 96dd0c6a-3f1a-4de0-961a-4e678acf8f36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Xanthanolides
• IUPAC Name: 6-(1-hydroxy-3-oxobutyl)-7-methyl-3-methylidene-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one
• SMILES (Canonical): CC1CC2C(CC=C1C(CC(=O)C)O)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(CC=C1C(CC(=O)C)O)C(=C)C(=O)O2
• InChI: InChI=1S/C15H20O4/c1-8-6-14-12(10(3)15(18)19-14)5-4-11(8)13(17)7-9(2)16/h4,8,12-14,17H,3,5-7H2,1-2H3
• InChI Key: FVJAKCWZKUQZHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	+	0.5740	57.40%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5606	56.06%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8398	83.98%
P-glycoprotein inhibitior	-	0.8807	88.07%
P-glycoprotein substrate	-	0.7009	70.09%
CYP3A4 substrate	+	0.5525	55.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.6104	61.04%
CYP2C9 inhibition	-	0.8635	86.35%
CYP2C19 inhibition	-	0.8413	84.13%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.7724	77.24%
CYP2C8 inhibition	-	0.8690	86.90%
CYP inhibitory promiscuity	-	0.9292	92.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5754	57.54%
Eye corrosion	-	0.9657	96.57%
Eye irritation	+	0.6136	61.36%
Skin irritation	-	0.5668	56.68%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5163	51.63%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6681	66.81%
skin sensitisation	-	0.7309	73.09%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4887	48.87%
Acute Oral Toxicity (c)	II	0.5237	52.37%
Estrogen receptor binding	-	0.5538	55.38%
Androgen receptor binding	-	0.5792	57.92%
Thyroid receptor binding	-	0.5112	51.12%
Glucocorticoid receptor binding	+	0.5739	57.39%
Aromatase binding	-	0.7921	79.21%
PPAR gamma	-	0.7312	73.12%
Honey bee toxicity	-	0.8693	86.93%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9871	98.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.85%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.77%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.18%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.83%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.34%	97.21%

Plants that contains it

• Telekia speciosa
• Xanthium strumarium

Cross-Links

• PubChem: 14633033
• LOTUS: LTS0233134
• wikiData: Q105002483