4-[(1S)-1-hydroxyethyl]-2,6-bis(3-methylbut-2-enyl)phenol

Details

• Internal ID: 3ba5e6d7-a43b-4678-89d5-26c54aa7f33e
• Taxonomy: Benzenoids > Phenols
• IUPAC Name: 4-[(1S)-1-hydroxyethyl]-2,6-bis(3-methylbut-2-enyl)phenol
• SMILES (Canonical): CC(C1=CC(=C(C(=C1)CC=C(C)C)O)CC=C(C)C)O
• SMILES (Isomeric): C[C@@H](C1=CC(=C(C(=C1)CC=C(C)C)O)CC=C(C)C)O
• InChI: InChI=1S/C18H26O2/c1-12(2)6-8-15-10-17(14(5)19)11-16(18(15)20)9-7-13(3)4/h6-7,10-11,14,19-20H,8-9H2,1-5H3/t14-/m0/s1
• InChI Key: XXZUFXFFBAWUCU-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₂
• Molecular Weight: 274.40 g/mol
• Exact Mass: 274.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.46
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• 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	+	0.7161	71.61%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8262	82.62%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5398	53.98%
P-glycoprotein inhibitior	-	0.8392	83.92%
P-glycoprotein substrate	-	0.9016	90.16%
CYP3A4 substrate	-	0.7055	70.55%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.3959	39.59%
CYP3A4 inhibition	-	0.5658	56.58%
CYP2C9 inhibition	+	0.6812	68.12%
CYP2C19 inhibition	+	0.7489	74.89%
CYP2D6 inhibition	-	0.7832	78.32%
CYP1A2 inhibition	+	0.6691	66.91%
CYP2C8 inhibition	-	0.9716	97.16%
CYP inhibitory promiscuity	+	0.8397	83.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6762	67.62%
Carcinogenicity (trinary)	Non-required	0.7433	74.33%
Eye corrosion	-	0.8271	82.71%
Eye irritation	+	0.7945	79.45%
Skin irritation	-	0.5900	59.00%
Skin corrosion	-	0.5893	58.93%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5037	50.37%
skin sensitisation	+	0.9077	90.77%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8412	84.12%
Acute Oral Toxicity (c)	III	0.7693	76.93%
Estrogen receptor binding	+	0.7718	77.18%
Androgen receptor binding	-	0.5708	57.08%
Thyroid receptor binding	+	0.7133	71.33%
Glucocorticoid receptor binding	+	0.7897	78.97%
Aromatase binding	-	0.5389	53.89%
PPAR gamma	+	0.8442	84.42%
Honey bee toxicity	-	0.9388	93.88%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	98.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.28%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.77%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.86%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.90%	83.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.91%	85.14%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.89%	83.10%
CHEMBL1951	P21397	Monoamine oxidase A	83.15%	91.49%
CHEMBL4208	P20618	Proteasome component C5	83.07%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.16%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.34%	86.33%

Plants that contains it

• Isocarpha atriplicifolia
• Pentatrichia integra

Cross-Links

• PubChem: 162852491
• LOTUS: LTS0159166
• wikiData: Q105344386