4,11-Bis(hydroxymethyl)-11-methyl-8-methylidenebicyclo[7.2.0]undec-4-en-3-one

Details

• Internal ID: 3ca8a801-66ac-43b6-83af-ea5b3d1ca1e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4,11-bis(hydroxymethyl)-11-methyl-8-methylidenebicyclo[7.2.0]undec-4-en-3-one
• SMILES (Canonical): CC1(CC2C1CC(=O)C(=CCCC2=C)CO)CO
• SMILES (Isomeric): CC1(CC2C1CC(=O)C(=CCCC2=C)CO)CO
• InChI: InChI=1S/C15H22O3/c1-10-4-3-5-11(8-16)14(18)6-13-12(10)7-15(13,2)9-17/h5,12-13,16-17H,1,3-4,6-9H2,2H3
• InChI Key: YFJGKPLRMWQNGT-UHFFFAOYSA-N
• Popularity: 0 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): 57.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.7346	73.46%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7308	73.08%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5314	53.14%
BSEP inhibitior	-	0.7378	73.78%
P-glycoprotein inhibitior	-	0.9226	92.26%
P-glycoprotein substrate	-	0.9031	90.31%
CYP3A4 substrate	+	0.5786	57.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	-	0.8240	82.40%
CYP2C9 inhibition	-	0.8036	80.36%
CYP2C19 inhibition	-	0.7583	75.83%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	-	0.7251	72.51%
CYP2C8 inhibition	-	0.7512	75.12%
CYP inhibitory promiscuity	-	0.9237	92.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5407	54.07%
Eye corrosion	-	0.9702	97.02%
Eye irritation	+	0.5278	52.78%
Skin irritation	-	0.7188	71.88%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6461	64.61%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7474	74.74%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7061	70.61%
Acute Oral Toxicity (c)	III	0.5982	59.82%
Estrogen receptor binding	-	0.6655	66.55%
Androgen receptor binding	-	0.5394	53.94%
Thyroid receptor binding	-	0.6774	67.74%
Glucocorticoid receptor binding	+	0.7339	73.39%
Aromatase binding	-	0.6579	65.79%
PPAR gamma	-	0.7360	73.60%
Honey bee toxicity	-	0.8810	88.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9510	95.10%

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	98.15%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.64%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.48%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.97%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.19%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.75%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.18%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.54%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.14%	90.71%

Plants that contains it

• Pulicaria dysenterica
• Pulicaria paludosa

Cross-Links

• PubChem: 162882492
• LOTUS: LTS0200884
• wikiData: Q104948206