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

Details

• Internal ID: 54f58e4d-01e9-4e03-8829-93c4811a1010
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [9-(hydroxymethyl)-3,6-dimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate
• SMILES (Canonical): CC1C2C(CC(=C3C(C2OC1=O)C(=CC3=O)CO)C)OC(=O)C(=C)C
• SMILES (Isomeric): CC1C2C(CC(=C3C(C2OC1=O)C(=CC3=O)CO)C)OC(=O)C(=C)C
• InChI: InChI=1S/C19H22O6/c1-8(2)18(22)24-13-5-9(3)14-12(21)6-11(7-20)16(14)17-15(13)10(4)19(23)25-17/h6,10,13,15-17,20H,1,5,7H2,2-4H3
• InChI Key: CRDIEFKOFIWRAF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 6
• 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	+	0.9833	98.33%
Caco-2	+	0.6796	67.96%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5944	59.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9003	90.03%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7406	74.06%
P-glycoprotein inhibitior	-	0.6392	63.92%
P-glycoprotein substrate	-	0.5744	57.44%
CYP3A4 substrate	+	0.6095	60.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.6220	62.20%
CYP2C9 inhibition	-	0.7901	79.01%
CYP2C19 inhibition	-	0.8228	82.28%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.5772	57.72%
CYP2C8 inhibition	-	0.7968	79.68%
CYP inhibitory promiscuity	-	0.8730	87.30%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5600	56.00%
Eye corrosion	-	0.9641	96.41%
Eye irritation	-	0.7760	77.60%
Skin irritation	-	0.6449	64.49%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	+	0.5818	58.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.4663	46.63%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6691	66.91%
skin sensitisation	-	0.7301	73.01%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6959	69.59%
Acute Oral Toxicity (c)	III	0.4433	44.33%
Estrogen receptor binding	-	0.4838	48.38%
Androgen receptor binding	+	0.6882	68.82%
Thyroid receptor binding	+	0.5162	51.62%
Glucocorticoid receptor binding	+	0.6304	63.04%
Aromatase binding	-	0.6721	67.21%
PPAR gamma	+	0.5394	53.94%
Honey bee toxicity	-	0.7553	75.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9271	92.71%

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	92.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.06%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.12%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.85%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.13%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.91%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.59%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.41%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.86%	99.23%

Plants that contains it

• Lactuca saligna

Cross-Links

• PubChem: 14355817
• LOTUS: LTS0068512
• wikiData: Q104968478