[(3aS,4S,5S,6E,9Z,11aR)-5-hydroxy-5,9-dimethyl-3-methylidene-2,8-dioxo-3a,4,11,11a-tetrahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate

Details

• Internal ID: a582affd-d512-48eb-86f0-149602246c8e
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3aS,4S,5S,6E,9Z,11aR)-5-hydroxy-5,9-dimethyl-3-methylidene-2,8-dioxo-3a,4,11,11a-tetrahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate
• SMILES (Canonical): CC1=CCC2C(C(C(C=CC1=O)(C)O)OC(=O)C(C)C)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C/C[C@@H]2[C@@H]([C@@H]([C@@](/C=C/C1=O)(C)O)OC(=O)C(C)C)C(=C)C(=O)O2
• InChI: InChI=1S/C19H24O6/c1-10(2)17(21)25-16-15-12(4)18(22)24-14(15)7-6-11(3)13(20)8-9-19(16,5)23/h6,8-10,14-16,23H,4,7H2,1-3,5H3/b9-8+,11-6-/t14-,15+,16+,19+/m1/s1
• InChI Key: NFIYJMSMCPHBGU-BJRONIONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.88
• 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	+	0.9838	98.38%
Caco-2	-	0.5260	52.60%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6719	67.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9260	92.60%
OATP1B3 inhibitior	+	0.8390	83.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8100	81.00%
P-glycoprotein inhibitior	-	0.6599	65.99%
P-glycoprotein substrate	-	0.7864	78.64%
CYP3A4 substrate	+	0.6373	63.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9150	91.50%
CYP3A4 inhibition	-	0.8201	82.01%
CYP2C9 inhibition	-	0.9111	91.11%
CYP2C19 inhibition	-	0.8765	87.65%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.7862	78.62%
CYP2C8 inhibition	-	0.7437	74.37%
CYP inhibitory promiscuity	-	0.9289	92.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4919	49.19%
Eye corrosion	-	0.9543	95.43%
Eye irritation	-	0.8809	88.09%
Skin irritation	-	0.6006	60.06%
Skin corrosion	-	0.8877	88.77%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7537	75.37%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.5644	56.44%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.8049	80.49%
Acute Oral Toxicity (c)	III	0.4367	43.67%
Estrogen receptor binding	+	0.7934	79.34%
Androgen receptor binding	+	0.5913	59.13%
Thyroid receptor binding	+	0.5321	53.21%
Glucocorticoid receptor binding	+	0.6286	62.86%
Aromatase binding	-	0.5196	51.96%
PPAR gamma	-	0.5100	51.00%
Honey bee toxicity	-	0.7965	79.65%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9532	95.32%

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	96.77%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.82%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.41%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.09%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.21%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.24%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	85.34%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.76%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.05%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.02%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.63%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.56%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	82.94%	90.17%
CHEMBL2581	P07339	Cathepsin D	82.91%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.79%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.35%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.84%	96.09%
CHEMBL2535	P11166	Glucose transporter	80.70%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.51%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.09%	91.24%

Plants that contains it

• Tithonia diversifolia

Cross-Links

• PubChem: 162962721
• LOTUS: LTS0202296
• wikiData: Q105178499