[(1R,2E,4S,6E,10S)-3,7,11,11-tetramethyl-4-bicyclo[8.1.0]undeca-2,6-dienyl] acetate

Details

• Internal ID: 60201837-df2a-4f60-9cfb-7174b05617f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Bicyclogermacrane and isolepidozane sesquiterpenoids
• IUPAC Name: [(1R,2E,4S,6E,10S)-3,7,11,11-tetramethyl-4-bicyclo[8.1.0]undeca-2,6-dienyl] acetate
• SMILES (Canonical): CC1=CCC(C(=CC2C(C2(C)C)CC1)C)OC(=O)C
• SMILES (Isomeric): C/C/1=C\C[C@@H](/C(=C/[C@@H]2[C@@H](C2(C)C)CC1)/C)OC(=O)C
• InChI: InChI=1S/C17H26O2/c1-11-6-8-14-15(17(14,4)5)10-12(2)16(9-7-11)19-13(3)18/h7,10,14-16H,6,8-9H2,1-5H3/b11-7+,12-10+/t14-,15+,16-/m0/s1
• InChI Key: NHDCQMVLIJWKMN-IRMQNLBCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.27
• 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	+	0.9964	99.64%
Caco-2	+	0.8187	81.87%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6851	68.51%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9400	94.00%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5549	55.49%
P-glycoprotein inhibitior	-	0.7542	75.42%
P-glycoprotein substrate	-	0.8790	87.90%
CYP3A4 substrate	+	0.6260	62.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7816	78.16%
CYP2C9 inhibition	-	0.8622	86.22%
CYP2C19 inhibition	+	0.5536	55.36%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.6356	63.56%
CYP2C8 inhibition	-	0.6270	62.70%
CYP inhibitory promiscuity	-	0.9097	90.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8443	84.43%
Carcinogenicity (trinary)	Non-required	0.5049	50.49%
Eye corrosion	-	0.9587	95.87%
Eye irritation	-	0.8857	88.57%
Skin irritation	+	0.5995	59.95%
Skin corrosion	-	0.9852	98.52%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7029	70.29%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.7878	78.78%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5385	53.85%
Acute Oral Toxicity (c)	III	0.7464	74.64%
Estrogen receptor binding	-	0.5534	55.34%
Androgen receptor binding	-	0.6015	60.15%
Thyroid receptor binding	-	0.5170	51.70%
Glucocorticoid receptor binding	+	0.7197	71.97%
Aromatase binding	-	0.6218	62.18%
PPAR gamma	+	0.5926	59.26%
Honey bee toxicity	-	0.7751	77.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5506	55.06%
Fish aquatic toxicity	+	0.9860	98.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.00%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.79%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.32%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.48%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.43%	86.33%

Plants that contains it

• Plagiochila parvifolia

Cross-Links

• PubChem: 162876692
• LOTUS: LTS0255635
• wikiData: Q105179314