(Z)-3-methyl-4-[(1S,6S)-1,4,6-trimethyl-2-oxocyclohept-3-en-1-yl]but-2-enoic acid

Details

• Internal ID: e4367d1e-71d1-4b51-8bc4-3a3f59b7cfdf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: (Z)-3-methyl-4-[(1S,6S)-1,4,6-trimethyl-2-oxocyclohept-3-en-1-yl]but-2-enoic acid
• InChI: InChI=1S/C15H22O3/c1-10-5-11(2)8-15(4,13(16)6-10)9-12(3)7-14(17)18/h6-7,11H,5,8-9H2,1-4H3,(H,17,18)/b12-7-/t11-,15-/m0/s1
• InChI Key: FBHGNSRUMXJCEA-RWZOGLMHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 2
• 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	+	0.9739	97.39%
Caco-2	+	0.9384	93.84%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7775	77.75%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6099	60.99%
P-glycoprotein inhibitior	-	0.9647	96.47%
P-glycoprotein substrate	-	0.8016	80.16%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	-	0.7076	70.76%
CYP2D6 substrate	-	0.9198	91.98%
CYP3A4 inhibition	-	0.8843	88.43%
CYP2C9 inhibition	-	0.7672	76.72%
CYP2C19 inhibition	-	0.8273	82.73%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	-	0.8790	87.90%
CYP2C8 inhibition	-	0.9404	94.04%
CYP inhibitory promiscuity	-	0.9272	92.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6652	66.52%
Carcinogenicity (trinary)	Non-required	0.5882	58.82%
Eye corrosion	-	0.9406	94.06%
Eye irritation	-	0.6703	67.03%
Skin irritation	+	0.5296	52.96%
Skin corrosion	-	0.9046	90.46%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6484	64.84%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	+	0.6631	66.31%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5676	56.76%
Acute Oral Toxicity (c)	III	0.6142	61.42%
Estrogen receptor binding	-	0.8132	81.32%
Androgen receptor binding	-	0.4925	49.25%
Thyroid receptor binding	-	0.5275	52.75%
Glucocorticoid receptor binding	-	0.7639	76.39%
Aromatase binding	-	0.7265	72.65%
PPAR gamma	-	0.6665	66.65%
Honey bee toxicity	-	0.8867	88.67%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9804	98.04%

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	95.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.61%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.61%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.62%	93.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.49%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	82.90%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.91%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.68%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.46%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.13%	97.25%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 101241737
• LOTUS: LTS0037452
• wikiData: Q104992629