(3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-carbaldehyde

Details

• Internal ID: 2f77ac85-a378-4157-96ae-4666425f78d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-carbaldehyde
• SMILES (Canonical): C=C1CCC2C(C3C1CC(C3=C)C=O)OC(=O)C2=C
• SMILES (Isomeric): C=C1CC[C@@H]2[C@@H]([C@@H]3[C@H]1C[C@@H](C3=C)C=O)OC(=O)C2=C
• InChI: InChI=1S/C16H18O3/c1-8-4-5-12-10(3)16(18)19-15(12)14-9(2)11(7-17)6-13(8)14/h7,11-15H,1-6H2/t11-,12+,13+,14+,15+/m1/s1
• InChI Key: ZMUCKSSGTPFNAI-QTVXIADOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.44
• 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	+	0.6250	62.50%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6193	61.93%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8935	89.35%
P-glycoprotein inhibitior	-	0.9056	90.56%
P-glycoprotein substrate	-	0.8090	80.90%
CYP3A4 substrate	+	0.5255	52.55%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8440	84.40%
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	-	0.7592	75.92%
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	+	0.5758	57.58%
Skin irritation	-	0.6052	60.52%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.6628	66.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6679	66.79%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	-	0.5703	57.03%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5974	59.74%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	-	0.5103	51.03%
Androgen receptor binding	+	0.6707	67.07%
Thyroid receptor binding	-	0.6892	68.92%
Glucocorticoid receptor binding	-	0.4836	48.36%
Aromatase binding	-	0.7205	72.05%
PPAR gamma	-	0.6087	60.87%
Honey bee toxicity	-	0.6629	66.29%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
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
CHEMBL3137262	O60341	LSD1/CoREST complex	91.68%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.37%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.37%	91.11%
CHEMBL1871	P10275	Androgen Receptor	87.65%	96.43%
CHEMBL1978	P11511	Cytochrome P450 19A1	86.63%	91.76%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.91%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	83.51%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.08%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.96%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.59%	80.96%

Plants that contains it

• Fitchia speciosa

Cross-Links

• PubChem: 162933144
• LOTUS: LTS0220743
• wikiData: Q105379727