trans-alpha-Bergamatol acetate

Details

• Internal ID: 7a6acca6-74d0-4240-a79a-24f3b350f515
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(Z)-5-[(1S,5S,6R)-2,6-dimethyl-6-bicyclo[3.1.1]hept-2-enyl]-2-methylpent-2-enyl] acetate
• SMILES (Canonical): CC1=CCC2CC1C2(C)CCC=C(C)COC(=O)C
• SMILES (Isomeric): CC1=CC[C@H]2C[C@@H]1[C@]2(C)CC/C=C(/C)\COC(=O)C
• InChI: InChI=1S/C17H26O2/c1-12(11-19-14(3)18)6-5-9-17(4)15-8-7-13(2)16(17)10-15/h6-7,15-16H,5,8-11H2,1-4H3/b12-6-/t15-,16-,17+/m0/s1
• InChI Key: BDYQEBZJCFGMCH-PQNDISRJSA-N
• Popularity: 0 references 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: 4.10
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• BDYQEBZJCFGMCH-PQNDISRJSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6310	63.10%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5450	54.50%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9066	90.66%
OATP1B3 inhibitior	-	0.2139	21.39%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5060	50.60%
P-glycoprotein inhibitior	-	0.8531	85.31%
P-glycoprotein substrate	-	0.7492	74.92%
CYP3A4 substrate	+	0.5989	59.89%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.8687	86.87%
CYP2C9 inhibition	-	0.6632	66.32%
CYP2C19 inhibition	+	0.5145	51.45%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	-	0.7703	77.03%
CYP2C8 inhibition	-	0.7090	70.90%
CYP inhibitory promiscuity	-	0.6029	60.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.4708	47.08%
Eye corrosion	-	0.9378	93.78%
Eye irritation	-	0.7641	76.41%
Skin irritation	-	0.6288	62.88%
Skin corrosion	-	0.9919	99.19%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3933	39.33%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5179	51.79%
skin sensitisation	-	0.5468	54.68%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6052	60.52%
Acute Oral Toxicity (c)	III	0.8225	82.25%
Estrogen receptor binding	-	0.6698	66.98%
Androgen receptor binding	-	0.6619	66.19%
Thyroid receptor binding	-	0.5149	51.49%
Glucocorticoid receptor binding	+	0.5369	53.69%
Aromatase binding	-	0.7037	70.37%
PPAR gamma	-	0.5733	57.33%
Honey bee toxicity	-	0.7648	76.48%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.11%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.67%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.19%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.24%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.70%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.57%	94.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.62%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.10%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.59%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.21%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.02%	97.21%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 91747524
• LOTUS: LTS0160691
• wikiData: Q104932480