(9-Methyl-3,6-dimethylidene-2,7-dioxo-3a,4,5,8,9,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2-methylprop-2-enoate

Details

• Internal ID: 9393d7a0-9ffe-4186-bfe9-28b97132dc50
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (9-methyl-3,6-dimethylidene-2,7-dioxo-3a,4,5,8,9,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2-methylprop-2-enoate
• SMILES (Canonical): CC1CC(=O)C2=C1C3C(C(CC2=C)OC(=O)C(=C)C)C(=C)C(=O)O3
• SMILES (Isomeric): CC1CC(=O)C2=C1C3C(C(CC2=C)OC(=O)C(=C)C)C(=C)C(=O)O3
• InChI: InChI=1S/C19H20O5/c1-8(2)18(21)23-13-7-10(4)14-12(20)6-9(3)15(14)17-16(13)11(5)19(22)24-17/h9,13,16-17H,1,4-7H2,2-3H3
• InChI Key: YHDIZVVHFZZTPO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.5238	52.38%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5593	55.93%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9049	90.49%
OATP1B3 inhibitior	+	0.9098	90.98%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7776	77.76%
P-glycoprotein inhibitior	-	0.6239	62.39%
P-glycoprotein substrate	-	0.7165	71.65%
CYP3A4 substrate	+	0.5936	59.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.7797	77.97%
CYP2C9 inhibition	-	0.8474	84.74%
CYP2C19 inhibition	-	0.7557	75.57%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.6196	61.96%
CYP2C8 inhibition	-	0.7564	75.64%
CYP inhibitory promiscuity	-	0.8222	82.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5767	57.67%
Eye corrosion	-	0.8990	89.90%
Eye irritation	+	0.5882	58.82%
Skin irritation	-	0.6648	66.48%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4822	48.22%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.7190	71.90%
skin sensitisation	-	0.6409	64.09%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7818	78.18%
Acute Oral Toxicity (c)	III	0.3565	35.65%
Estrogen receptor binding	+	0.7029	70.29%
Androgen receptor binding	+	0.5300	53.00%
Thyroid receptor binding	+	0.5513	55.13%
Glucocorticoid receptor binding	+	0.6691	66.91%
Aromatase binding	-	0.6437	64.37%
PPAR gamma	+	0.6158	61.58%
Honey bee toxicity	-	0.6455	64.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9863	98.63%

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	96.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.83%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.64%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.40%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.67%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.83%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	82.41%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	80.90%	97.79%

Plants that contains it

• Elephantopus mollis

Cross-Links

• PubChem: 85073576
• LOTUS: LTS0084400
• wikiData: Q105348366