(4R)-3-methyl-4-(3-oxobutyl)-7-propan-2-ylidenecyclohept-2-en-1-one

Details

• Internal ID: 5d64d869-02e8-4c0e-a140-75cf77ce8a73
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R)-3-methyl-4-(3-oxobutyl)-7-propan-2-ylidenecyclohept-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)C(=C(C)C)CCC1CCC(=O)C
• SMILES (Isomeric): CC1=CC(=O)C(=C(C)C)CC[C@@H]1CCC(=O)C
• InChI: InChI=1S/C15H22O2/c1-10(2)14-8-7-13(6-5-12(4)16)11(3)9-15(14)17/h9,13H,5-8H2,1-4H3/t13-/m0/s1
• InChI Key: XXFPSLVWNRANRW-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.9082	90.82%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9392	93.92%
OATP1B3 inhibitior	+	0.9136	91.36%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7118	71.18%
P-glycoprotein inhibitior	-	0.9057	90.57%
P-glycoprotein substrate	-	0.8620	86.20%
CYP3A4 substrate	-	0.5196	51.96%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8975	89.75%
CYP2C9 inhibition	-	0.8199	81.99%
CYP2C19 inhibition	-	0.7928	79.28%
CYP2D6 inhibition	-	0.9128	91.28%
CYP1A2 inhibition	-	0.6469	64.69%
CYP2C8 inhibition	-	0.9385	93.85%
CYP inhibitory promiscuity	-	0.8743	87.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6406	64.06%
Eye corrosion	-	0.8812	88.12%
Eye irritation	+	0.6196	61.96%
Skin irritation	+	0.5499	54.99%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7092	70.92%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.7463	74.63%
skin sensitisation	+	0.7949	79.49%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6830	68.30%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.7018	70.18%
Acute Oral Toxicity (c)	III	0.4857	48.57%
Estrogen receptor binding	-	0.7754	77.54%
Androgen receptor binding	-	0.7735	77.35%
Thyroid receptor binding	-	0.7376	73.76%
Glucocorticoid receptor binding	-	0.6356	63.56%
Aromatase binding	-	0.9319	93.19%
PPAR gamma	-	0.8467	84.67%
Honey bee toxicity	-	0.9651	96.51%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9742	97.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.74%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.05%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.22%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.36%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.32%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.30%	94.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.09%	91.11%

Plants that contains it

• Curcuma aromatica

Cross-Links

• PubChem: 163004064
• LOTUS: LTS0198577
• wikiData: Q105344002