(1S,4S,14S)-1,7,11-trimethyl-4-prop-1-en-2-yl-15-oxabicyclo[12.1.0]pentadeca-6,10-dien-3-one

Details

• Internal ID: fd931cd4-cbbc-484e-8f55-6cca79842293
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4S,14S)-1,7,11-trimethyl-4-prop-1-en-2-yl-15-oxabicyclo[12.1.0]pentadeca-6,10-dien-3-one
• InChI: InChI=1S/C20H30O2/c1-14(2)17-11-9-15(3)7-6-8-16(4)10-12-19-20(5,22-19)13-18(17)21/h8-9,17,19H,1,6-7,10-13H2,2-5H3/t17-,19-,20-/m0/s1
• InChI Key: JLJMRDTYYDTGQL-IHPCNDPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7481	74.81%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4112	41.12%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9540	95.40%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.5503	55.03%
P-glycoprotein inhibitior	-	0.7695	76.95%
P-glycoprotein substrate	-	0.8572	85.72%
CYP3A4 substrate	+	0.6090	60.90%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7762	77.62%
CYP3A4 inhibition	-	0.7597	75.97%
CYP2C9 inhibition	-	0.7354	73.54%
CYP2C19 inhibition	-	0.5436	54.36%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	+	0.8542	85.42%
CYP2C8 inhibition	-	0.7463	74.63%
CYP inhibitory promiscuity	-	0.9310	93.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5432	54.32%
Eye corrosion	-	0.9556	95.56%
Eye irritation	-	0.7940	79.40%
Skin irritation	+	0.5508	55.08%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7572	75.72%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.5921	59.21%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7856	78.56%
Acute Oral Toxicity (c)	III	0.6735	67.35%
Estrogen receptor binding	+	0.5373	53.73%
Androgen receptor binding	-	0.5251	52.51%
Thyroid receptor binding	-	0.5964	59.64%
Glucocorticoid receptor binding	+	0.5623	56.23%
Aromatase binding	-	0.5651	56.51%
PPAR gamma	-	0.5571	55.71%
Honey bee toxicity	-	0.8583	85.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9553	95.53%

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	97.96%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.72%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.29%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.66%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.53%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.02%	100.00%
CHEMBL1871	P10275	Androgen Receptor	83.50%	96.43%
CHEMBL4208	P20618	Proteasome component C5	81.89%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.06%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.40%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162995122
• LOTUS: LTS0136703
• wikiData: Q105130813