Trichobisabolin D

Details

• Internal ID: e5957ea1-d0ad-43cf-a2dc-db7bf7da7269
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [(6R)-6-[(1S,4S)-4-hydroxy-4-methylcyclohex-2-en-1-yl]heptan-2-yl] acetate
• SMILES (Canonical): CC(CCCC(C)OC(=O)C)C1CCC(C=C1)(C)O
• SMILES (Isomeric): C[C@H](CCCC(C)OC(=O)C)[C@@H]1CC[C@](C=C1)(C)O
• InChI: InChI=1S/C16H28O3/c1-12(6-5-7-13(2)19-14(3)17)15-8-10-16(4,18)11-9-15/h8,10,12-13,15,18H,5-7,9,11H2,1-4H3/t12-,13?,15+,16-/m1/s1
• InChI Key: VDIBVWMHMSHSRS-RRZQYYKNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₃
• Molecular Weight: 268.39 g/mol
• Exact Mass: 268.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.5557	55.57%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8371	83.71%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9334	93.34%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5387	53.87%
P-glycoprotein inhibitior	-	0.8548	85.48%
P-glycoprotein substrate	-	0.7208	72.08%
CYP3A4 substrate	+	0.6185	61.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.8800	88.00%
CYP2C9 inhibition	-	0.8213	82.13%
CYP2C19 inhibition	-	0.9001	90.01%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	-	0.9181	91.81%
CYP2C8 inhibition	-	0.9138	91.38%
CYP inhibitory promiscuity	-	0.9724	97.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8686	86.86%
Carcinogenicity (trinary)	Non-required	0.6621	66.21%
Eye corrosion	-	0.9467	94.67%
Eye irritation	-	0.9367	93.67%
Skin irritation	+	0.5195	51.95%
Skin corrosion	-	0.9786	97.86%
Ames mutagenesis	-	0.8170	81.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4528	45.28%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6656	66.56%
skin sensitisation	+	0.7557	75.57%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5981	59.81%
Acute Oral Toxicity (c)	III	0.8183	81.83%
Estrogen receptor binding	-	0.5882	58.82%
Androgen receptor binding	-	0.8032	80.32%
Thyroid receptor binding	+	0.5703	57.03%
Glucocorticoid receptor binding	-	0.5444	54.44%
Aromatase binding	-	0.7670	76.70%
PPAR gamma	-	0.8113	81.13%
Honey bee toxicity	-	0.8995	89.95%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.9626	96.26%

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	98.75%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.92%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.68%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.31%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	91.17%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.97%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.45%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.48%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.93%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.44%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.94%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.89%	82.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.57%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683368
• LOTUS: LTS0090871
• wikiData: Q105284185