[(3S,9bR)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] acetate

Details

• Internal ID: 38be3e74-ea7b-48e3-99ea-61102be6f73d
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3S,9bR)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] acetate
• SMILES (Canonical): CC1C2C(CC(=C3C(C2OC1=O)C(=CC3=O)C)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1C2[C@@H](C3C(=CC(=O)C3=C(CC2OC(=O)C)C)C)OC1=O
• InChI: InChI=1S/C17H20O5/c1-7-5-11(19)13-8(2)6-12(21-10(4)18)15-9(3)17(20)22-16(15)14(7)13/h5,9,12,14-16H,6H2,1-4H3/t9-,12?,14?,15?,16+/m0/s1
• InChI Key: QONYNSMAVSRIRD-TYVGZJNRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 5
• 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	+	0.9922	99.22%
Caco-2	+	0.7126	71.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5430	54.30%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7721	77.21%
P-glycoprotein inhibitior	-	0.6983	69.83%
P-glycoprotein substrate	-	0.7517	75.17%
CYP3A4 substrate	+	0.5701	57.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.7916	79.16%
CYP2C9 inhibition	-	0.8490	84.90%
CYP2C19 inhibition	-	0.8358	83.58%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.5365	53.65%
CYP2C8 inhibition	-	0.8489	84.89%
CYP inhibitory promiscuity	-	0.7969	79.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4397	43.97%
Eye corrosion	-	0.9282	92.82%
Eye irritation	-	0.6253	62.53%
Skin irritation	-	0.6633	66.33%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.5172	51.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.6670	66.70%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.7120	71.20%
skin sensitisation	-	0.7025	70.25%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6667	66.67%
Acute Oral Toxicity (c)	III	0.4159	41.59%
Estrogen receptor binding	-	0.5181	51.81%
Androgen receptor binding	+	0.6453	64.53%
Thyroid receptor binding	-	0.6000	60.00%
Glucocorticoid receptor binding	-	0.6884	68.84%
Aromatase binding	-	0.7726	77.26%
PPAR gamma	-	0.6679	66.79%
Honey bee toxicity	-	0.7932	79.32%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9492	94.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.41%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.41%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.18%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.20%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.72%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.77%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.32%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.19%	93.65%
CHEMBL4072	P07858	Cathepsin B	80.86%	93.67%

Plants that contains it

• Erigeron canadensis

Cross-Links

• PubChem: 42621541
• NPASS: NPC10620