alpha-Bisabolol acetate

Details

• Internal ID: 1bc5f29c-7d47-444a-943e-87cddcd0320d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2S)-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-yl] acetate
• SMILES (Canonical): CC1=CCC(CC1)C(C)(CCC=C(C)C)OC(=O)C
• SMILES (Isomeric): CC1=CC[C@@H](CC1)[C@](C)(CCC=C(C)C)OC(=O)C
• InChI: InChI=1S/C17H28O2/c1-13(2)7-6-12-17(5,19-15(4)18)16-10-8-14(3)9-11-16/h7-8,16H,6,9-12H2,1-5H3/t16-,17-/m0/s1
• InChI Key: RQYNNIWGGJJGDH-IRXDYDNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₂
• Molecular Weight: 264.40 g/mol
• Exact Mass: 264.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• RQYNNIWGGJJGDH-IRXDYDNUSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8533	85.33%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6292	62.92%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	-	0.2307	23.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8000	80.00%
P-glycoprotein inhibitior	-	0.9027	90.27%
P-glycoprotein substrate	-	0.8591	85.91%
CYP3A4 substrate	+	0.5494	54.94%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8709	87.09%
CYP2C9 inhibition	-	0.8198	81.98%
CYP2C19 inhibition	-	0.6692	66.92%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.7878	78.78%
CYP2C8 inhibition	-	0.6923	69.23%
CYP inhibitory promiscuity	-	0.7161	71.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6428	64.28%
Carcinogenicity (trinary)	Warning	0.4944	49.44%
Eye corrosion	-	0.8695	86.95%
Eye irritation	+	0.5683	56.83%
Skin irritation	+	0.6122	61.22%
Skin corrosion	-	0.9974	99.74%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6893	68.93%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	+	0.9130	91.30%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.7275	72.75%
Mitochondrial toxicity	-	1.0000	100.00%
Nephrotoxicity	-	0.5589	55.89%
Acute Oral Toxicity (c)	III	0.8121	81.21%
Estrogen receptor binding	-	0.7479	74.79%
Androgen receptor binding	-	0.7462	74.62%
Thyroid receptor binding	-	0.5305	53.05%
Glucocorticoid receptor binding	-	0.6885	68.85%
Aromatase binding	-	0.7581	75.81%
PPAR gamma	-	0.6033	60.33%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.61%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.54%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.07%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.01%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.27%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.75%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	84.65%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.35%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.56%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.96%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.70%	95.89%

Plants that contains it

• Vitex negundo

Cross-Links

• PubChem: 40457819
• NPASS: NPC126884