[(3aR,4R,9R,9bS)-6-formyl-9-hydroxy-9-methyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: f7f37894-da80-44f7-84d4-6a48e5dbf54c
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3aR,4R,9R,9bS)-6-formyl-9-hydroxy-9-methyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C20H22O7/c1-9-14-13(25-18(23)20(4)10(2)27-20)7-11(8-21)12-5-6-19(3,24)15(12)16(14)26-17(9)22/h5-6,8,10,13-16,24H,1,7H2,2-4H3/t10?,13-,14-,15?,16+,19-,20?/m1/s1
• InChI Key: SGEYSJZTBIOROY-CZNWKUDKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	-	0.5315	53.15%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6587	65.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8506	85.06%
OATP1B3 inhibitior	+	0.9006	90.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8755	87.55%
P-glycoprotein inhibitior	-	0.4807	48.07%
P-glycoprotein substrate	-	0.6154	61.54%
CYP3A4 substrate	+	0.6552	65.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.6243	62.43%
CYP2C9 inhibition	-	0.9013	90.13%
CYP2C19 inhibition	-	0.8694	86.94%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8317	83.17%
CYP2C8 inhibition	-	0.6269	62.69%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Danger	0.4540	45.40%
Eye corrosion	-	0.9629	96.29%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.6509	65.09%
Skin corrosion	-	0.8987	89.87%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6465	64.65%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	-	0.6658	66.58%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4876	48.76%
Acute Oral Toxicity (c)	III	0.3631	36.31%
Estrogen receptor binding	+	0.6983	69.83%
Androgen receptor binding	+	0.6330	63.30%
Thyroid receptor binding	+	0.6515	65.15%
Glucocorticoid receptor binding	+	0.7425	74.25%
Aromatase binding	+	0.5610	56.10%
PPAR gamma	+	0.5463	54.63%
Honey bee toxicity	-	0.7834	78.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8947	89.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.97%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.19%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.74%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.69%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.48%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.19%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.03%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.37%	94.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.18%	94.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.85%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.11%	95.89%

Plants that contains it

• Eupatorium chinense

Cross-Links

• PubChem: 101731297
• LOTUS: LTS0183531
• wikiData: Q105252275