6,9-dimethyl-3-methylidene-4,5,6,6a,7,9,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-2,8-dione

Details

• Internal ID: 5a943f5e-c6a1-4239-88b1-e50435bf50a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 6,9-dimethyl-3-methylidene-4,5,6,6a,7,9,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-2,8-dione
• SMILES (Canonical): CC1CCC2C(C3C1CC(=O)C3C)OC(=O)C2=C
• SMILES (Isomeric): CC1CCC2C(C3C1CC(=O)C3C)OC(=O)C2=C
• InChI: InChI=1S/C15H20O3/c1-7-4-5-10-8(2)15(17)18-14(10)13-9(3)12(16)6-11(7)13/h7,9-11,13-14H,2,4-6H2,1,3H3
• InChI Key: ZXCDSBGZWKGYKZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.36
• 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	+	0.9942	99.42%
Caco-2	+	0.8243	82.43%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5860	58.60%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9419	94.19%
P-glycoprotein inhibitior	-	0.8845	88.45%
P-glycoprotein substrate	-	0.8867	88.67%
CYP3A4 substrate	+	0.5139	51.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.8322	83.22%
CYP2C9 inhibition	-	0.9234	92.34%
CYP2C19 inhibition	-	0.8021	80.21%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	+	0.7626	76.26%
CYP2C8 inhibition	-	0.7659	76.59%
CYP inhibitory promiscuity	-	0.9301	93.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6414	64.14%
Eye corrosion	-	0.9386	93.86%
Eye irritation	+	0.7258	72.58%
Skin irritation	-	0.5177	51.77%
Skin corrosion	-	0.9062	90.62%
Ames mutagenesis	-	0.6640	66.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.5641	56.41%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.5857	58.57%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6022	60.22%
Acute Oral Toxicity (c)	III	0.5628	56.28%
Estrogen receptor binding	+	0.5333	53.33%
Androgen receptor binding	+	0.5476	54.76%
Thyroid receptor binding	-	0.6530	65.30%
Glucocorticoid receptor binding	-	0.5152	51.52%
Aromatase binding	-	0.8194	81.94%
PPAR gamma	-	0.7318	73.18%
Honey bee toxicity	-	0.8041	80.41%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.57%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.75%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	87.11%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.65%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.55%	85.14%
CHEMBL3920	Q04759	Protein kinase C theta	82.24%	97.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.19%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.53%	96.00%

Plants that contains it

• Bishopanthus soliceps

Cross-Links

• PubChem: 12309022
• LOTUS: LTS0190145
• wikiData: Q105385390