[3-acetyloxy-6-(hydroxymethyl)-3,9-dimethyl-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate

Details

• Internal ID: d0200a38-d4dc-44af-b947-f00f03cb7a71
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [3-acetyloxy-6-(hydroxymethyl)-3,9-dimethyl-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C21H24O8/c1-9(2)19(25)27-14-7-12(8-22)16-13(24)6-10(3)15(16)18-17(14)21(5,20(26)28-18)29-11(4)23/h6,14-15,17-18,22H,1,7-8H2,2-5H3
• InChI Key: MPVMGEKZWJBZHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₈
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.14711772 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9756	97.56%
Caco-2	+	0.5261	52.61%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6899	68.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.8816	88.16%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6242	62.42%
P-glycoprotein inhibitior	-	0.4490	44.90%
P-glycoprotein substrate	-	0.5253	52.53%
CYP3A4 substrate	+	0.6730	67.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9030	90.30%
CYP3A4 inhibition	-	0.5410	54.10%
CYP2C9 inhibition	-	0.7731	77.31%
CYP2C19 inhibition	-	0.8420	84.20%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	-	0.7264	72.64%
CYP2C8 inhibition	+	0.4889	48.89%
CYP inhibitory promiscuity	-	0.8713	87.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.5591	55.91%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.8741	87.41%
Skin irritation	-	0.6478	64.78%
Skin corrosion	-	0.9193	91.93%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4350	43.50%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6659	66.59%
skin sensitisation	-	0.7480	74.80%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7521	75.21%
Acute Oral Toxicity (c)	III	0.4708	47.08%
Estrogen receptor binding	+	0.6909	69.09%
Androgen receptor binding	+	0.6245	62.45%
Thyroid receptor binding	+	0.5553	55.53%
Glucocorticoid receptor binding	+	0.7720	77.20%
Aromatase binding	-	0.6134	61.34%
PPAR gamma	+	0.7446	74.46%
Honey bee toxicity	-	0.7325	73.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.8446	84.46%

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	97.11%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.77%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.93%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.41%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.55%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.47%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.16%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.58%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.14%	95.89%

Plants that contains it

• Ferula penninervis

Cross-Links

• PubChem: 85095670
• LOTUS: LTS0020152
• wikiData: Q105169775