methyl (E)-2-methyl-5-[(1S,4S,6R,10R,14S)-4-methyl-9-methylidene-13-oxo-5,12-dioxatricyclo[8.4.0.04,6]tetradecan-14-yl]pent-2-enoate

Details

• Internal ID: 9b1737a7-1391-4d67-ad48-1f493a978a41
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: methyl (E)-2-methyl-5-[(1S,4S,6R,10R,14S)-4-methyl-9-methylidene-13-oxo-5,12-dioxatricyclo[8.4.0.04,6]tetradecan-14-yl]pent-2-enoate
• SMILES (Canonical): CC(=CCCC1C2CCC3(C(O3)CCC(=C)C2COC1=O)C)C(=O)OC
• SMILES (Isomeric): C/C(=C\CC[C@H]1[C@H]2CC[C@]3([C@H](O3)CCC(=C)[C@@H]2COC1=O)C)/C(=O)OC
• InChI: InChI=1S/C21H30O5/c1-13-8-9-18-21(3,26-18)11-10-15-16(20(23)25-12-17(13)15)7-5-6-14(2)19(22)24-4/h6,15-18H,1,5,7-12H2,2-4H3/b14-6+/t15-,16+,17+,18-,21+/m1/s1
• InChI Key: CHMJTHCMQMJKCL-XROQSTQASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9645	96.45%
Caco-2	+	0.5824	58.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7870	78.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8774	87.74%
P-glycoprotein inhibitior	-	0.5289	52.89%
P-glycoprotein substrate	-	0.5142	51.42%
CYP3A4 substrate	+	0.6753	67.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9019	90.19%
CYP3A4 inhibition	-	0.6654	66.54%
CYP2C9 inhibition	-	0.8858	88.58%
CYP2C19 inhibition	-	0.8498	84.98%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.6491	64.91%
CYP2C8 inhibition	+	0.4577	45.77%
CYP inhibitory promiscuity	-	0.9026	90.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6831	68.31%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.6655	66.55%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4740	47.40%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5327	53.27%
skin sensitisation	-	0.7341	73.41%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6281	62.81%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5132	51.32%
Acute Oral Toxicity (c)	III	0.6725	67.25%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	-	0.5076	50.76%
Glucocorticoid receptor binding	+	0.8491	84.91%
Aromatase binding	+	0.6288	62.88%
PPAR gamma	+	0.5357	53.57%
Honey bee toxicity	-	0.7438	74.38%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9808	98.08%

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	98.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.33%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.90%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.76%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	88.80%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.24%	94.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.07%	92.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.79%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.29%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.68%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.62%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.54%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.11%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.07%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.96%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.55%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.47%	97.14%
CHEMBL255	P29275	Adenosine A2b receptor	82.20%	98.59%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.07%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.99%	97.28%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.60%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.15%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.94%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101112134
• LOTUS: LTS0197837
• wikiData: Q104959033