1,5,8-trimethylidene-4,5a,6,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2,7-dione

Details

• Internal ID: ffed5f8e-8076-47ad-8a45-0bf8aa4e17ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 1,5,8-trimethylidene-4,5a,6,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2,7-dione
• InChI: InChI=1S/C15H16O3/c1-7-4-14-12(9(3)15(17)18-14)5-11-8(2)13(16)6-10(7)11/h10-12,14H,1-6H2
• InChI Key: AMUMWJJQRHRDOL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 3
• 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	+	0.9957	99.57%
Caco-2	-	0.5281	52.81%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5950	59.50%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9262	92.62%
P-glycoprotein inhibitior	-	0.8950	89.50%
P-glycoprotein substrate	-	0.9182	91.82%
CYP3A4 substrate	-	0.5396	53.96%
CYP2C9 substrate	-	0.8201	82.01%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.8978	89.78%
CYP2C9 inhibition	-	0.9103	91.03%
CYP2C19 inhibition	-	0.7870	78.70%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.7639	76.39%
CYP2C8 inhibition	-	0.9103	91.03%
CYP inhibitory promiscuity	-	0.8970	89.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9160	91.60%
Carcinogenicity (trinary)	Non-required	0.6232	62.32%
Eye corrosion	-	0.6416	64.16%
Eye irritation	+	0.7050	70.50%
Skin irritation	-	0.5593	55.93%
Skin corrosion	-	0.8714	87.14%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6006	60.06%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.5322	53.22%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6663	66.63%
Acute Oral Toxicity (c)	III	0.5529	55.29%
Estrogen receptor binding	+	0.6207	62.07%
Androgen receptor binding	+	0.5199	51.99%
Thyroid receptor binding	-	0.7040	70.40%
Glucocorticoid receptor binding	+	0.6357	63.57%
Aromatase binding	-	0.6892	68.92%
PPAR gamma	-	0.6224	62.24%
Honey bee toxicity	-	0.5941	59.41%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9783	97.83%

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	90.43%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.06%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.39%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	84.20%	95.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.44%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.94%	91.11%

Plants that contains it

• Arctotis aspera

Cross-Links

• PubChem: 14466177
• LOTUS: LTS0007929
• wikiData: Q104914954