[(1S,2R,4E,8E,10R)-4,8,11,11-tetramethyl-2-bicyclo[8.1.0]undeca-4,8-dienyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: face779c-ff6f-412f-8e8e-2154a5e54a6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Bicyclogermacrane and isolepidozane sesquiterpenoids
• IUPAC Name: [(1S,2R,4E,8E,10R)-4,8,11,11-tetramethyl-2-bicyclo[8.1.0]undeca-4,8-dienyl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H30O2/c1-7-15(4)19(21)22-17-12-14(3)10-8-9-13(2)11-16-18(17)20(16,5)6/h7,10-11,16-18H,8-9,12H2,1-6H3/b13-11+,14-10+,15-7-/t16-,17-,18-/m1/s1
• InChI Key: MLQMIURMODQIOF-VSGMKPQDSA-N
• Popularity: 2 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): 26.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 2
• 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	+	0.9964	99.64%
Caco-2	+	0.9391	93.91%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6336	63.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6546	65.46%
P-glycoprotein inhibitior	-	0.4798	47.98%
P-glycoprotein substrate	-	0.8694	86.94%
CYP3A4 substrate	+	0.6097	60.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8877	88.77%
CYP3A4 inhibition	-	0.8172	81.72%
CYP2C9 inhibition	-	0.7968	79.68%
CYP2C19 inhibition	+	0.6015	60.15%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.6625	66.25%
CYP2C8 inhibition	-	0.6869	68.69%
CYP inhibitory promiscuity	-	0.9261	92.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.4960	49.60%
Eye corrosion	-	0.9235	92.35%
Eye irritation	-	0.9384	93.84%
Skin irritation	+	0.5484	54.84%
Skin corrosion	-	0.9864	98.64%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9354	93.54%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6050	60.50%
skin sensitisation	+	0.8310	83.10%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.7303	73.03%
Acute Oral Toxicity (c)	III	0.7922	79.22%
Estrogen receptor binding	+	0.5361	53.61%
Androgen receptor binding	-	0.6040	60.40%
Thyroid receptor binding	+	0.6673	66.73%
Glucocorticoid receptor binding	+	0.6485	64.85%
Aromatase binding	+	0.6859	68.59%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6096	60.96%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9750	97.50%

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	97.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.04%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.95%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.30%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.22%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.21%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.03%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.62%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.29%	92.94%

Plants that contains it

• Curio talinoides

Cross-Links

• PubChem: 162949513
• LOTUS: LTS0178192
• wikiData: Q105166955