Trichobisabolin F

Details

• Internal ID: 14018c69-9d5c-4fb8-abee-e1620461e6e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (2R)-2-[(1S,4R)-4-hydroxy-4-methylcyclohex-2-en-1-yl]heptan-4-one
• SMILES (Canonical): CCCC(=O)CC(C)C1CCC(C=C1)(C)O
• SMILES (Isomeric): CCCC(=O)C[C@@H](C)[C@@H]1CC[C@@](C=C1)(C)O
• InChI: InChI=1S/C14H24O2/c1-4-5-13(15)10-11(2)12-6-8-14(3,16)9-7-12/h6,8,11-12,16H,4-5,7,9-10H2,1-3H3/t11-,12+,14+/m1/s1
• InChI Key: ORURTTPKMLIRJU-DYEKYZERSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₂
• Molecular Weight: 224.34 g/mol
• Exact Mass: 224.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8301	83.01%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6492	64.92%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6045	60.45%
P-glycoprotein inhibitior	-	0.9692	96.92%
P-glycoprotein substrate	-	0.8180	81.80%
CYP3A4 substrate	+	0.5326	53.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	-	0.7255	72.55%
CYP2C9 inhibition	-	0.8381	83.81%
CYP2C19 inhibition	-	0.8962	89.62%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	-	0.6830	68.30%
CYP2C8 inhibition	-	0.9173	91.73%
CYP inhibitory promiscuity	-	0.9295	92.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6842	68.42%
Eye corrosion	-	0.8777	87.77%
Eye irritation	-	0.8533	85.33%
Skin irritation	+	0.5207	52.07%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	-	0.8307	83.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.5429	54.29%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.6328	63.28%
skin sensitisation	+	0.8918	89.18%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5513	55.13%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7034	70.34%
Acute Oral Toxicity (c)	III	0.8618	86.18%
Estrogen receptor binding	-	0.8466	84.66%
Androgen receptor binding	-	0.9133	91.33%
Thyroid receptor binding	+	0.5440	54.40%
Glucocorticoid receptor binding	+	0.5790	57.90%
Aromatase binding	-	0.9060	90.60%
PPAR gamma	-	0.7390	73.90%
Honey bee toxicity	-	0.9517	95.17%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9261	92.61%

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	98.60%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.06%	90.17%
CHEMBL2581	P07339	Cathepsin D	93.81%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.85%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.31%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.25%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.89%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.51%	91.11%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.30%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.10%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.22%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.16%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.83%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683370
• LOTUS: LTS0108428
• wikiData: Q105198462