[9-(hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] acetate

Details

• Internal ID: d52334fc-92c5-4080-b38b-5bd57bad1b2f
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [9-(hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] acetate
• SMILES (Canonical): CC1=C2C(C3C(C(C1)OC(=O)C)C(=C)C(=O)O3)C(=CC2=O)CO
• SMILES (Isomeric): CC1=C2C(C3C(C(C1)OC(=O)C)C(=C)C(=O)O3)C(=CC2=O)CO
• InChI: InChI=1S/C17H18O6/c1-7-4-12(22-9(3)19)14-8(2)17(21)23-16(14)15-10(6-18)5-11(20)13(7)15/h5,12,14-16,18H,2,4,6H2,1,3H3
• InChI Key: FTYXVXCMXAENOM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	+	0.5408	54.08%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6073	60.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9019	90.19%
OATP1B3 inhibitior	+	0.9148	91.48%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9141	91.41%
P-glycoprotein inhibitior	-	0.7802	78.02%
P-glycoprotein substrate	-	0.7252	72.52%
CYP3A4 substrate	+	0.5893	58.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.6999	69.99%
CYP2C9 inhibition	-	0.8020	80.20%
CYP2C19 inhibition	-	0.8186	81.86%
CYP2D6 inhibition	-	0.9395	93.95%
CYP1A2 inhibition	-	0.6189	61.89%
CYP2C8 inhibition	-	0.7630	76.30%
CYP inhibitory promiscuity	-	0.8479	84.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9599	95.99%
Eye irritation	-	0.6986	69.86%
Skin irritation	-	0.6433	64.33%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7274	72.74%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6441	64.41%
skin sensitisation	-	0.7100	71.00%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7615	76.15%
Acute Oral Toxicity (c)	III	0.4081	40.81%
Estrogen receptor binding	+	0.5392	53.92%
Androgen receptor binding	+	0.6664	66.64%
Thyroid receptor binding	-	0.5445	54.45%
Glucocorticoid receptor binding	+	0.6796	67.96%
Aromatase binding	-	0.7823	78.23%
PPAR gamma	-	0.5113	51.13%
Honey bee toxicity	-	0.8199	81.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9283	92.83%

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	94.74%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.58%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.95%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.91%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.43%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.00%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.76%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.45%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.86%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.52%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.27%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.12%	95.89%

Plants that contains it

• Lactuca floridana
• Launaea mucronata

Cross-Links

• PubChem: 14830855
• LOTUS: LTS0042493
• wikiData: Q105001470