Methyl 7-(2-hydroxy-2-methylbut-3-enoyl)oxy-9-methyl-5-methylidene-4-oxo-3,14-dioxatricyclo[7.4.1.02,6]tetradec-12-ene-13-carboxylate

Details

• Internal ID: 4906e3a0-0cf8-42cf-bcb8-e9311a6d7c93
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 7-(2-hydroxy-2-methylbut-3-enoyl)oxy-9-methyl-5-methylidene-4-oxo-3,14-dioxatricyclo[7.4.1.02,6]tetradec-12-ene-13-carboxylate
• SMILES (Canonical): CC12CCC=C(C(O1)C3C(C(C2)OC(=O)C(C)(C=C)O)C(=C)C(=O)O3)C(=O)OC
• SMILES (Isomeric): CC12CCC=C(C(O1)C3C(C(C2)OC(=O)C(C)(C=C)O)C(=C)C(=O)O3)C(=O)OC
• InChI: InChI=1S/C21H26O8/c1-6-21(4,25)19(24)27-13-10-20(3)9-7-8-12(18(23)26-5)15(29-20)16-14(13)11(2)17(22)28-16/h6,8,13-16,25H,1-2,7,9-10H2,3-5H3
• InChI Key: MIZWRTJIIRMVJE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₈
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.16276778 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	-	0.5220	52.20%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8701	87.01%
OATP1B3 inhibitior	+	0.8876	88.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	-	0.6997	69.97%
P-glycoprotein inhibitior	-	0.4836	48.36%
P-glycoprotein substrate	-	0.6527	65.27%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.6781	67.81%
CYP2C9 inhibition	-	0.8672	86.72%
CYP2C19 inhibition	-	0.8789	87.89%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.5821	58.21%
CYP2C8 inhibition	+	0.6216	62.16%
CYP inhibitory promiscuity	-	0.9699	96.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4745	47.45%
Eye corrosion	-	0.9746	97.46%
Eye irritation	-	0.9303	93.03%
Skin irritation	-	0.6073	60.73%
Skin corrosion	-	0.8906	89.06%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6613	66.13%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7950	79.50%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7093	70.93%
Acute Oral Toxicity (c)	III	0.3597	35.97%
Estrogen receptor binding	+	0.6786	67.86%
Androgen receptor binding	+	0.6356	63.56%
Thyroid receptor binding	+	0.6824	68.24%
Glucocorticoid receptor binding	+	0.6764	67.64%
Aromatase binding	+	0.5414	54.14%
PPAR gamma	+	0.6410	64.10%
Honey bee toxicity	-	0.6144	61.44%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9525	95.25%

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	98.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.96%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	94.11%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.41%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.98%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.72%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.30%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	90.09%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.02%	94.08%
CHEMBL1951	P21397	Monoamine oxidase A	87.62%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.35%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.77%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.48%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.98%	99.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.26%	97.33%
CHEMBL4208	P20618	Proteasome component C5	84.01%	90.00%
CHEMBL5028	O14672	ADAM10	83.78%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.76%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.96%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.24%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.74%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.44%	91.19%

Plants that contains it

• Calea harleyi

Cross-Links

• PubChem: 163044059
• LOTUS: LTS0262164
• wikiData: Q105165312