[(1R,5R,6S,8R,11R)-5,7,7,11-tetramethyl-4-oxo-6-tricyclo[6.3.0.01,5]undec-2-enyl] 3-methylbut-2-enoate

Details

• Internal ID: b31d5f8a-617e-4615-bbd8-063b91e805bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: [(1R,5R,6S,8R,11R)-5,7,7,11-tetramethyl-4-oxo-6-tricyclo[6.3.0.01,5]undec-2-enyl] 3-methylbut-2-enoate
• InChI: InChI=1S/C20H28O3/c1-12(2)11-16(22)23-17-18(4,5)14-8-7-13(3)20(14)10-9-15(21)19(17,20)6/h9-11,13-14,17H,7-8H2,1-6H3/t13-,14+,17+,19+,20+/m1/s1
• InChI Key: QKUTXWFVXMWLEG-KYRADNFISA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.6965	69.65%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6513	65.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9033	90.33%
P-glycoprotein inhibitior	-	0.7076	70.76%
P-glycoprotein substrate	-	0.7524	75.24%
CYP3A4 substrate	+	0.6173	61.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9058	90.58%
CYP3A4 inhibition	-	0.8894	88.94%
CYP2C9 inhibition	-	0.7349	73.49%
CYP2C19 inhibition	-	0.7734	77.34%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.5708	57.08%
CYP2C8 inhibition	-	0.8341	83.41%
CYP inhibitory promiscuity	-	0.8555	85.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Warning	0.4531	45.31%
Eye corrosion	-	0.9614	96.14%
Eye irritation	-	0.9556	95.56%
Skin irritation	+	0.6152	61.52%
Skin corrosion	-	0.8971	89.71%
Ames mutagenesis	-	0.7491	74.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7231	72.31%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5976	59.76%
skin sensitisation	+	0.6422	64.22%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7180	71.80%
Acute Oral Toxicity (c)	III	0.6475	64.75%
Estrogen receptor binding	+	0.8960	89.60%
Androgen receptor binding	+	0.6591	65.91%
Thyroid receptor binding	+	0.6043	60.43%
Glucocorticoid receptor binding	-	0.4911	49.11%
Aromatase binding	+	0.5227	52.27%
PPAR gamma	+	0.7617	76.17%
Honey bee toxicity	-	0.7224	72.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9857	98.57%

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	95.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.10%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.13%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.80%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.26%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.28%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.68%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.13%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.41%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.08%	97.09%

Plants that contains it

• Bethencourtia palmensis

Cross-Links

• PubChem: 21668640
• LOTUS: LTS0054801
• wikiData: Q105223342