5-Methylidene-8-propan-2-yl-12-oxatricyclo[5.3.2.01,6]dodecan-2-ol

Details

• Internal ID: eda17570-c06e-4130-9816-e983fd869239
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-methylidene-8-propan-2-yl-12-oxatricyclo[5.3.2.01,6]dodecan-2-ol
• SMILES (Canonical): CC(C)C1CCC23COC1C2C(=C)CCC3O
• SMILES (Isomeric): CC(C)C1CCC23COC1C2C(=C)CCC3O
• InChI: InChI=1S/C15H24O2/c1-9(2)11-6-7-15-8-17-14(11)13(15)10(3)4-5-12(15)16/h9,11-14,16H,3-8H2,1-2H3
• InChI Key: UGTNMBUGYLPZBY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7084	70.84%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4805	48.05%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9332	93.32%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9139	91.39%
P-glycoprotein inhibitior	-	0.9171	91.71%
P-glycoprotein substrate	-	0.7957	79.57%
CYP3A4 substrate	+	0.5359	53.59%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.6877	68.77%
CYP3A4 inhibition	-	0.9433	94.33%
CYP2C9 inhibition	-	0.7640	76.40%
CYP2C19 inhibition	-	0.5842	58.42%
CYP2D6 inhibition	-	0.9006	90.06%
CYP1A2 inhibition	-	0.7472	74.72%
CYP2C8 inhibition	-	0.8290	82.90%
CYP inhibitory promiscuity	-	0.8314	83.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5656	56.56%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.6639	66.39%
Skin irritation	-	0.7364	73.64%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.7323	73.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6836	68.36%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6166	61.66%
skin sensitisation	-	0.6475	64.75%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6400	64.00%
Acute Oral Toxicity (c)	III	0.6244	62.44%
Estrogen receptor binding	+	0.6109	61.09%
Androgen receptor binding	+	0.5675	56.75%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5880	58.80%
Aromatase binding	-	0.7006	70.06%
PPAR gamma	-	0.6720	67.20%
Honey bee toxicity	-	0.8591	85.91%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9383	93.83%

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	93.33%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.80%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	87.02%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.55%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.24%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.65%	90.17%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.43%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.90%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.77%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.86%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.08%	96.47%

Plants that contains it

• Erigeron philadelphicus

Cross-Links

• PubChem: 85412666
• LOTUS: LTS0130760
• wikiData: Q105272568