3,6-dimethylidene-2-oxo-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[8,7-b]furan-9-carbaldehyde

Details

• Internal ID: 917b4478-39de-44cc-8892-b81a9fa4bc03
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 3,6-dimethylidene-2-oxo-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[8,7-b]furan-9-carbaldehyde
• SMILES (Canonical): C=C1CCC2C(C3C1CC=C3C=O)OC(=O)C2=C
• SMILES (Isomeric): C=C1CCC2C(C3C1CC=C3C=O)OC(=O)C2=C
• InChI: InChI=1S/C15H16O3/c1-8-3-5-12-9(2)15(17)18-14(12)13-10(7-16)4-6-11(8)13/h4,7,11-14H,1-3,5-6H2
• InChI Key: BCKGVLDSIHXXML-UHFFFAOYSA-N
• Popularity: 0 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: 1.60
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 3
• 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	+	0.9936	99.36%
Caco-2	+	0.6308	63.08%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6193	61.93%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8507	85.07%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9390	93.90%
P-glycoprotein inhibitior	-	0.9313	93.13%
P-glycoprotein substrate	-	0.8631	86.31%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.8758	87.58%
CYP2C9 inhibition	-	0.8806	88.06%
CYP2C19 inhibition	-	0.7401	74.01%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	+	0.5345	53.45%
CYP2C8 inhibition	-	0.7427	74.27%
CYP inhibitory promiscuity	-	0.8745	87.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.6307	63.07%
Eye corrosion	+	0.4932	49.32%
Eye irritation	+	0.5759	57.59%
Skin irritation	-	0.6052	60.52%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4218	42.18%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.5703	57.03%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7782	77.82%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	-	0.6465	64.65%
Androgen receptor binding	+	0.6594	65.94%
Thyroid receptor binding	-	0.6542	65.42%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7087	70.87%
PPAR gamma	-	0.6608	66.08%
Honey bee toxicity	-	0.7115	71.15%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9826	98.26%

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	94.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.00%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.46%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.32%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.33%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.26%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.39%	95.89%

Plants that contains it

• Aucklandia costus

Cross-Links

• PubChem: 162897952
• LOTUS: LTS0031433
• wikiData: Q104923468