(4-Acetyloxy-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl) 2-methylprop-2-enoate

Details

• Internal ID: f2995b10-9bcf-4c42-ac77-8f59c2926e1e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (4-acetyloxy-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl) 2-methylprop-2-enoate
• InChI: InChI=1S/C21H22O8/c1-8(2)19(24)28-16-11(5)15-13(23)7-9(3)21(15,26)18-14(10(4)20(25)29-18)17(16)27-12(6)22/h7,14,16-18,26H,1,4H2,2-3,5-6H3
• InChI Key: YDGBMDXNALLWDE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₈
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.13146766 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 8
• 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	+	0.9788	97.88%
Caco-2	-	0.5982	59.82%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.8939	89.39%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7491	74.91%
P-glycoprotein inhibitior	+	0.5906	59.06%
P-glycoprotein substrate	-	0.5522	55.22%
CYP3A4 substrate	+	0.6421	64.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9168	91.68%
CYP3A4 inhibition	-	0.6730	67.30%
CYP2C9 inhibition	-	0.9025	90.25%
CYP2C19 inhibition	-	0.8809	88.09%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.7245	72.45%
CYP2C8 inhibition	-	0.7076	70.76%
CYP inhibitory promiscuity	-	0.8886	88.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Danger	0.4144	41.44%
Eye corrosion	-	0.9388	93.88%
Eye irritation	-	0.7742	77.42%
Skin irritation	-	0.6035	60.35%
Skin corrosion	-	0.9168	91.68%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4910	49.10%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6816	68.16%
skin sensitisation	-	0.6649	66.49%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6732	67.32%
Acute Oral Toxicity (c)	III	0.3539	35.39%
Estrogen receptor binding	+	0.7771	77.71%
Androgen receptor binding	+	0.5920	59.20%
Thyroid receptor binding	+	0.6050	60.50%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6081	60.81%
PPAR gamma	+	0.7322	73.22%
Honey bee toxicity	-	0.7735	77.35%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9538	95.38%

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	94.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.28%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.20%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.81%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.37%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.25%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.70%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.29%	94.08%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.28%	81.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.89%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.19%	95.50%

Plants that contains it

• Montanoa tomentosa

Cross-Links

• PubChem: 162848939
• LOTUS: LTS0163029
• wikiData: Q105346715