methyl 2-[(1R,4S,5S)-5-methyl-3-oxo-4-(3-oxobutyl)cycloheptyl]prop-2-enoate

Details

• Internal ID: 8db72973-4d04-46aa-bcdf-f600488539ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 2-[(1R,4S,5S)-5-methyl-3-oxo-4-(3-oxobutyl)cycloheptyl]prop-2-enoate
• SMILES (Canonical): CC1CCC(CC(=O)C1CCC(=O)C)C(=C)C(=O)OC
• SMILES (Isomeric): C[C@H]1CC[C@H](CC(=O)[C@H]1CCC(=O)C)C(=C)C(=O)OC
• InChI: InChI=1S/C16H24O4/c1-10-5-7-13(12(3)16(19)20-4)9-15(18)14(10)8-6-11(2)17/h10,13-14H,3,5-9H2,1-2,4H3/t10-,13+,14-/m0/s1
• InChI Key: WHMUFLWUHHDYMI-GDLCADMTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.16745924 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	+	0.8707	87.07%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7748	77.48%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7247	72.47%
P-glycoprotein inhibitior	-	0.8167	81.67%
P-glycoprotein substrate	-	0.7109	71.09%
CYP3A4 substrate	+	0.5490	54.90%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.7259	72.59%
CYP2C9 inhibition	-	0.8856	88.56%
CYP2C19 inhibition	-	0.7488	74.88%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	-	0.8023	80.23%
CYP2C8 inhibition	-	0.8167	81.67%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7294	72.94%
Carcinogenicity (trinary)	Non-required	0.7320	73.20%
Eye corrosion	-	0.9607	96.07%
Eye irritation	+	0.6360	63.60%
Skin irritation	-	0.7062	70.62%
Skin corrosion	-	0.9904	99.04%
Ames mutagenesis	-	0.6382	63.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4562	45.62%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.7834	78.34%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6719	67.19%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.6709	67.09%
Acute Oral Toxicity (c)	III	0.7175	71.75%
Estrogen receptor binding	-	0.7429	74.29%
Androgen receptor binding	-	0.5609	56.09%
Thyroid receptor binding	-	0.6512	65.12%
Glucocorticoid receptor binding	+	0.6419	64.19%
Aromatase binding	-	0.6158	61.58%
PPAR gamma	-	0.7062	70.62%
Honey bee toxicity	-	0.8283	82.83%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.21%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.43%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.20%	94.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.03%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	87.00%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.34%	99.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.81%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.57%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.18%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.07%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.07%	94.80%

Plants that contains it

• Osmitopsis asteriscoides

Cross-Links

• PubChem: 162941578
• LOTUS: LTS0222538
• wikiData: Q105305428