(6,9-Dimethyl-3-methylidene-2-oxo-3a,4,5,6,6a,7,8,9b-octahydroazuleno[4,5-b]furan-4-yl) acetate

Details

• Internal ID: fd34c51f-b61b-434f-a3eb-0a08f9cb9ded
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,6,6a,7,8,9b-octahydroazuleno[4,5-b]furan-4-yl) acetate
• SMILES (Canonical): CC1CC(C2C(C3=C(CCC13)C)OC(=O)C2=C)OC(=O)C
• SMILES (Isomeric): CC1CC(C2C(C3=C(CCC13)C)OC(=O)C2=C)OC(=O)C
• InChI: InChI=1S/C17H22O4/c1-8-5-6-12-9(2)7-13(20-11(4)18)15-10(3)17(19)21-16(15)14(8)12/h9,12-13,15-16H,3,5-7H2,1-2,4H3
• InChI Key: RRNWMIXHLLIWET-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 4
• 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	+	0.9904	99.04%
Caco-2	+	0.8445	84.45%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5945	59.45%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.8524	85.24%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8984	89.84%
P-glycoprotein inhibitior	-	0.7007	70.07%
P-glycoprotein substrate	-	0.8340	83.40%
CYP3A4 substrate	+	0.6311	63.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.6706	67.06%
CYP2C9 inhibition	-	0.7875	78.75%
CYP2C19 inhibition	-	0.7491	74.91%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	+	0.7546	75.46%
CYP2C8 inhibition	-	0.7749	77.49%
CYP inhibitory promiscuity	-	0.9165	91.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6525	65.25%
Eye corrosion	-	0.9539	95.39%
Eye irritation	+	0.7063	70.63%
Skin irritation	-	0.5470	54.70%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6021	60.21%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	-	0.7969	79.69%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4318	43.18%
Estrogen receptor binding	-	0.5977	59.77%
Androgen receptor binding	+	0.5434	54.34%
Thyroid receptor binding	-	0.5455	54.55%
Glucocorticoid receptor binding	+	0.5691	56.91%
Aromatase binding	-	0.6984	69.84%
PPAR gamma	-	0.6254	62.54%
Honey bee toxicity	-	0.7756	77.56%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	93.36%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.32%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.33%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.17%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.47%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.40%	89.00%

Plants that contains it

• Osmitopsis asteriscoides

Cross-Links

• PubChem: 162867028
• LOTUS: LTS0192591
• wikiData: Q105244255