3,6,10-Trimethylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2,5,9-trione

Details

• Internal ID: 077e546d-ebe2-4e97-8d88-ae7ddf532460
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3,6,10-trimethylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2,5,9-trione
• SMILES (Canonical): C=C1CCC(=O)C(=C)CC2C(CC1=O)C(=C)C(=O)O2
• SMILES (Isomeric): C=C1CCC(=O)C(=C)CC2C(CC1=O)C(=C)C(=O)O2
• InChI: InChI=1S/C15H16O4/c1-8-4-5-12(16)9(2)6-14-11(7-13(8)17)10(3)15(18)19-14/h11,14H,1-7H2
• InChI Key: MWCMZIABKUJRHJ-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: 1.60
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.5062	50.62%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6852	68.52%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8955	89.55%
P-glycoprotein inhibitior	-	0.9015	90.15%
P-glycoprotein substrate	-	0.9376	93.76%
CYP3A4 substrate	-	0.5621	56.21%
CYP2C9 substrate	-	0.8201	82.01%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.8799	87.99%
CYP2C9 inhibition	-	0.9172	91.72%
CYP2C19 inhibition	-	0.8285	82.85%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.6175	61.75%
CYP2C8 inhibition	-	0.8380	83.80%
CYP inhibitory promiscuity	-	0.9319	93.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9368	93.68%
Carcinogenicity (trinary)	Non-required	0.6543	65.43%
Eye corrosion	-	0.6367	63.67%
Eye irritation	+	0.7980	79.80%
Skin irritation	-	0.6464	64.64%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6475	64.75%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.6330	63.30%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.8288	82.88%
Acute Oral Toxicity (c)	III	0.5716	57.16%
Estrogen receptor binding	-	0.6288	62.88%
Androgen receptor binding	-	0.6000	60.00%
Thyroid receptor binding	-	0.6276	62.76%
Glucocorticoid receptor binding	+	0.6386	63.86%
Aromatase binding	-	0.7802	78.02%
PPAR gamma	-	0.6520	65.20%
Honey bee toxicity	-	0.5837	58.37%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9681	96.81%

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	88.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.70%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.51%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.61%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.30%	97.09%

Plants that contains it

• Calea szyszylowiczii

Cross-Links

• PubChem: 162904143
• LOTUS: LTS0094001
• wikiData: Q105173507