Trilobinol

Details

• Internal ID: cb13756e-5134-455c-b0ce-9d56c95bdbb5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthrene-3,10-diol
• InChI: InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-12,18,21-22H,6-8H2,1-5H3
• InChI Key: UIJOYOSDYSTACV-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.51
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEBI:191749
• 6,8,11,13-Abietatetraene-7,12-diol
• 4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthrene-3,10-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7482	74.82%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6844	68.44%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8913	89.13%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8588	85.88%
P-glycoprotein inhibitior	-	0.9040	90.40%
P-glycoprotein substrate	-	0.7730	77.30%
CYP3A4 substrate	+	0.5848	58.48%
CYP2C9 substrate	+	0.8008	80.08%
CYP2D6 substrate	-	0.7301	73.01%
CYP3A4 inhibition	-	0.8382	83.82%
CYP2C9 inhibition	-	0.7901	79.01%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8409	84.09%
CYP1A2 inhibition	+	0.8350	83.50%
CYP2C8 inhibition	-	0.6991	69.91%
CYP inhibitory promiscuity	+	0.6791	67.91%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7411	74.11%
Carcinogenicity (trinary)	Non-required	0.5984	59.84%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.7209	72.09%
Skin irritation	-	0.6011	60.11%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6781	67.81%
Micronuclear	-	0.8941	89.41%
Hepatotoxicity	-	0.5227	52.27%
skin sensitisation	+	0.5938	59.38%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6795	67.95%
Acute Oral Toxicity (c)	III	0.7825	78.25%
Estrogen receptor binding	+	0.6865	68.65%
Androgen receptor binding	-	0.6367	63.67%
Thyroid receptor binding	+	0.8193	81.93%
Glucocorticoid receptor binding	+	0.7003	70.03%
Aromatase binding	+	0.6948	69.48%
PPAR gamma	+	0.8604	86.04%
Honey bee toxicity	-	0.8259	82.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.86%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	93.87%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.64%	96.77%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.44%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.08%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.61%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.36%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.86%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.72%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.67%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.81%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.89%	94.45%

Plants that contains it

• Salvia fruticosa

Cross-Links

• PubChem: 131752437
• LOTUS: LTS0143322
• wikiData: Q105273406