(4Z,9S,11S)-11-ethyl-4-(hydroxymethyl)-11-methyl-8-methylidenebicyclo[7.2.0]undec-4-en-3-one

Details

• Internal ID: 948bfda0-1555-4f6f-a0f8-1f614737cba6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4Z,9S,11S)-11-ethyl-4-(hydroxymethyl)-11-methyl-8-methylidenebicyclo[7.2.0]undec-4-en-3-one
• SMILES (Canonical): CCC1(CC2C1CC(=O)C(=CCCC2=C)CO)C
• SMILES (Isomeric): CC[C@]1(C[C@H]2C1CC(=O)/C(=C\CCC2=C)/CO)C
• InChI: InChI=1S/C16H24O2/c1-4-16(3)9-13-11(2)6-5-7-12(10-17)15(18)8-14(13)16/h7,13-14,17H,2,4-6,8-10H2,1,3H3/b12-7-/t13-,14?,16+/m1/s1
• InChI Key: KWCWLVHJYZEJAQ-QSRHBVGDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.36 g/mol
• Exact Mass: 248.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.9153	91.53%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4743	47.43%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5131	51.31%
BSEP inhibitior	-	0.7278	72.78%
P-glycoprotein inhibitior	-	0.8655	86.55%
P-glycoprotein substrate	-	0.8617	86.17%
CYP3A4 substrate	+	0.5574	55.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	-	0.6214	62.14%
CYP2C9 inhibition	-	0.8300	83.00%
CYP2C19 inhibition	-	0.7390	73.90%
CYP2D6 inhibition	-	0.8910	89.10%
CYP1A2 inhibition	-	0.5809	58.09%
CYP2C8 inhibition	-	0.7068	70.68%
CYP inhibitory promiscuity	-	0.8609	86.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5558	55.58%
Eye corrosion	-	0.9669	96.69%
Eye irritation	-	0.5920	59.20%
Skin irritation	-	0.5892	58.92%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5125	51.25%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6138	61.38%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7625	76.25%
Acute Oral Toxicity (c)	III	0.7473	74.73%
Estrogen receptor binding	-	0.5304	53.04%
Androgen receptor binding	-	0.5592	55.92%
Thyroid receptor binding	-	0.6380	63.80%
Glucocorticoid receptor binding	+	0.6147	61.47%
Aromatase binding	-	0.6128	61.28%
PPAR gamma	-	0.7535	75.35%
Honey bee toxicity	-	0.8908	89.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9643	96.43%

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	97.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.48%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.40%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.13%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.76%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.78%	96.61%
CHEMBL1977	P11473	Vitamin D receptor	82.15%	99.43%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.79%	90.71%
CHEMBL259	P32245	Melanocortin receptor 4	81.41%	95.38%

Plants that contains it

• Pulicaria arabica

Cross-Links

• PubChem: 162816863
• LOTUS: LTS0158886
• wikiData: Q105146866