[(3aR,4S,9bS)-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-4-yl] acetate

Details

• Internal ID: 2e0500d2-c83a-4c3e-9e5f-9380e3f30f9b
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3aR,4S,9bS)-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-4-yl] acetate
• SMILES (Canonical): CC1=C2C=CC(=C2C3C(C(C1)OC(=O)C)C(=C)C(=O)O3)C
• SMILES (Isomeric): CC1=C2C=CC(=C2[C@@H]3[C@@H]([C@H](C1)OC(=O)C)C(=C)C(=O)O3)C
• InChI: InChI=1S/C17H18O4/c1-8-5-6-12-9(2)7-13(20-11(4)18)15-10(3)17(19)21-16(15)14(8)12/h5-6,13,15-16H,3,7H2,1-2,4H3/t13-,15+,16+/m0/s1
• InChI Key: CQDZWPSXMBFADW-NUEKZKHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.62
• 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	+	0.7088	70.88%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5040	50.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9326	93.26%
OATP1B3 inhibitior	+	0.8981	89.81%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8837	88.37%
P-glycoprotein inhibitior	-	0.6923	69.23%
P-glycoprotein substrate	-	0.8203	82.03%
CYP3A4 substrate	+	0.5741	57.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.6703	67.03%
CYP2C9 inhibition	-	0.8442	84.42%
CYP2C19 inhibition	-	0.8053	80.53%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.5318	53.18%
CYP2C8 inhibition	-	0.8538	85.38%
CYP inhibitory promiscuity	-	0.8184	81.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4884	48.84%
Eye corrosion	-	0.9293	92.93%
Eye irritation	-	0.4796	47.96%
Skin irritation	-	0.6556	65.56%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6811	68.11%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7961	79.61%
skin sensitisation	-	0.6496	64.96%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6987	69.87%
Acute Oral Toxicity (c)	II	0.3904	39.04%
Estrogen receptor binding	-	0.5804	58.04%
Androgen receptor binding	+	0.5569	55.69%
Thyroid receptor binding	+	0.5290	52.90%
Glucocorticoid receptor binding	-	0.5326	53.26%
Aromatase binding	-	0.8015	80.15%
PPAR gamma	-	0.5683	56.83%
Honey bee toxicity	-	0.8211	82.11%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9758	97.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.02%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.08%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.69%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.94%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.73%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.71%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.99%	94.73%

Plants that contains it

• Rennera eenii

Cross-Links

• PubChem: 14466133
• LOTUS: LTS0101924
• wikiData: Q104967943