[(1S,4Z,8E,10E,14S)-8,14-dimethyl-11-propan-2-yl-15-oxabicyclo[12.1.0]pentadeca-4,8,10-trien-4-yl]methanol

Details

• Internal ID: 076d845f-1c87-41df-8ad1-debb164c5953
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,4Z,8E,10E,14S)-8,14-dimethyl-11-propan-2-yl-15-oxabicyclo[12.1.0]pentadeca-4,8,10-trien-4-yl]methanol
• InChI: InChI=1S/C20H32O2/c1-15(2)18-10-8-16(3)6-5-7-17(14-21)9-11-19-20(4,22-19)13-12-18/h7-8,10,15,19,21H,5-6,9,11-14H2,1-4H3/b16-8+,17-7-,18-10+/t19-,20-/m0/s1
• InChI Key: JLLBBBITYJIESU-OPFQSLALSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.95
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• SCHEMBL30497785

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.7319	73.19%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4417	44.17%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7962	79.62%
P-glycoprotein inhibitior	-	0.7478	74.78%
P-glycoprotein substrate	-	0.7726	77.26%
CYP3A4 substrate	+	0.5736	57.36%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.7672	76.72%
CYP3A4 inhibition	-	0.7062	70.62%
CYP2C9 inhibition	+	0.5394	53.94%
CYP2C19 inhibition	-	0.5168	51.68%
CYP2D6 inhibition	-	0.9046	90.46%
CYP1A2 inhibition	-	0.5528	55.28%
CYP2C8 inhibition	-	0.7992	79.92%
CYP inhibitory promiscuity	-	0.7839	78.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9398	93.98%
Eye irritation	-	0.9656	96.56%
Skin irritation	-	0.6540	65.40%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7441	74.41%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.6253	62.53%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6860	68.60%
Acute Oral Toxicity (c)	III	0.6221	62.21%
Estrogen receptor binding	-	0.6203	62.03%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6705	67.05%
Glucocorticoid receptor binding	+	0.6569	65.69%
Aromatase binding	-	0.6821	68.21%
PPAR gamma	-	0.5187	51.87%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7636	76.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.71%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.42%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.71%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.80%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.82%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.42%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.40%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.57%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.36%	93.56%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.38%	95.34%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.92%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.61%	95.56%

Plants that contains it

• Hippophae rhamnoides

Cross-Links

• PubChem: 53495361
• NPASS: NPC179843
• LOTUS: LTS0184329
• wikiData: Q105130855