(3,6,9-Trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: 6cb971f5-a00c-4662-92e7-7956c188716f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=C)C2CCC(=C)C2C3C1C(=C)C(=O)O3
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=C)C2CCC(=C)C2C3C1C(=C)C(=O)O3
• InChI: InChI=1S/C20H24O4/c1-6-10(2)19(21)23-15-9-12(4)14-8-7-11(3)16(14)18-17(15)13(5)20(22)24-18/h6,14-18H,3-5,7-9H2,1-2H3
• InChI Key: OJAKTTNGFTXIJP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.5254	52.54%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6817	68.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5615	56.15%
P-glycoprotein inhibitior	-	0.6274	62.74%
P-glycoprotein substrate	-	0.8077	80.77%
CYP3A4 substrate	+	0.6202	62.02%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.7582	75.82%
CYP2C9 inhibition	-	0.8832	88.32%
CYP2C19 inhibition	-	0.7685	76.85%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	-	0.5377	53.77%
CYP2C8 inhibition	-	0.7942	79.42%
CYP inhibitory promiscuity	-	0.8342	83.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9368	93.68%
Carcinogenicity (trinary)	Non-required	0.6778	67.78%
Eye corrosion	-	0.8571	85.71%
Eye irritation	-	0.7191	71.91%
Skin irritation	-	0.7079	70.79%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4893	48.93%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7408	74.08%
skin sensitisation	-	0.7045	70.45%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6420	64.20%
Acute Oral Toxicity (c)	III	0.4055	40.55%
Estrogen receptor binding	-	0.5700	57.00%
Androgen receptor binding	+	0.5375	53.75%
Thyroid receptor binding	+	0.5991	59.91%
Glucocorticoid receptor binding	+	0.5922	59.22%
Aromatase binding	-	0.6158	61.58%
PPAR gamma	-	0.4888	48.88%
Honey bee toxicity	-	0.6946	69.46%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9801	98.01%

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	95.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.82%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	84.52%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.93%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.86%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.99%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.61%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.03%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.51%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	80.23%	97.05%

Plants that contains it

• Zinnia haageana

Cross-Links

• PubChem: 162946030
• LOTUS: LTS0254348
• wikiData: Q105192957