2-[(E)-5-[(1S,2S)-2-hydroxy-2,6,6-trimethylcyclohexyl]-3-methylpent-2-enyl]benzene-1,4-diol

Details

• Internal ID: c48028d4-8b8c-4be2-a4c1-4896a286101b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(E)-5-[(1S,2S)-2-hydroxy-2,6,6-trimethylcyclohexyl]-3-methylpent-2-enyl]benzene-1,4-diol
• InChI: InChI=1S/C21H32O3/c1-15(6-8-16-14-17(22)9-10-18(16)23)7-11-19-20(2,3)12-5-13-21(19,4)24/h6,9-10,14,19,22-24H,5,7-8,11-13H2,1-4H3/b15-6+/t19-,21-/m0/s1
• InChI Key: ZQNAOKGEDATSGD-RBIHUUCMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.94
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• 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	-	0.5585	55.85%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8562	85.62%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8462	84.62%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8326	83.26%
P-glycoprotein inhibitior	-	0.8044	80.44%
P-glycoprotein substrate	-	0.7225	72.25%
CYP3A4 substrate	+	0.5461	54.61%
CYP2C9 substrate	+	0.8046	80.46%
CYP2D6 substrate	-	0.7103	71.03%
CYP3A4 inhibition	+	0.5535	55.35%
CYP2C9 inhibition	-	0.6604	66.04%
CYP2C19 inhibition	+	0.5415	54.15%
CYP2D6 inhibition	-	0.8849	88.49%
CYP1A2 inhibition	-	0.6969	69.69%
CYP2C8 inhibition	+	0.5791	57.91%
CYP inhibitory promiscuity	+	0.6095	60.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7639	76.39%
Carcinogenicity (trinary)	Non-required	0.6745	67.45%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.7891	78.91%
Skin irritation	-	0.6993	69.93%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4671	46.71%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6171	61.71%
skin sensitisation	+	0.5173	51.73%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8277	82.77%
Acute Oral Toxicity (c)	III	0.7108	71.08%
Estrogen receptor binding	+	0.8387	83.87%
Androgen receptor binding	+	0.6457	64.57%
Thyroid receptor binding	+	0.8596	85.96%
Glucocorticoid receptor binding	+	0.6148	61.48%
Aromatase binding	+	0.7650	76.50%
PPAR gamma	+	0.8810	88.10%
Honey bee toxicity	-	0.9159	91.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.59%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.53%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.24%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.40%	93.10%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.28%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.85%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.60%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.62%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	87.18%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.53%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.27%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.14%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.27%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11382003
• LOTUS: LTS0259658
• wikiData: Q105381554