5-(Hydroxymethyl)-2-(propan-2-yl)phenol

Details

• Internal ID: 28e63dfb-a3ba-485f-b6e8-e29944a1e816
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 5-(hydroxymethyl)-2-propan-2-ylphenol
• SMILES (Canonical): CC(C)C1=C(C=C(C=C1)CO)O
• SMILES (Isomeric): CC(C)C1=C(C=C(C=C1)CO)O
• InChI: InChI=1S/C10H14O2/c1-7(2)9-4-3-8(6-11)5-10(9)12/h3-5,7,11-12H,6H2,1-2H3
• InChI Key: UNNQYEJIPIBHFS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 5-(Hydroxymethyl)-2-(propan-2-yl)phenol
• 5-hydroxymethyl-2-isopropylphenol
• DTXSID70554040
• 2-Isopropyl-5-(hydroxymethyl)phenol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.8008	80.08%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9023	90.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9533	95.33%
P-glycoprotein inhibitior	-	0.9746	97.46%
P-glycoprotein substrate	-	0.9200	92.00%
CYP3A4 substrate	-	0.7209	72.09%
CYP2C9 substrate	-	0.7336	73.36%
CYP2D6 substrate	-	0.7037	70.37%
CYP3A4 inhibition	-	0.7320	73.20%
CYP2C9 inhibition	-	0.7635	76.35%
CYP2C19 inhibition	-	0.5338	53.38%
CYP2D6 inhibition	-	0.9053	90.53%
CYP1A2 inhibition	+	0.8379	83.79%
CYP2C8 inhibition	-	0.9510	95.10%
CYP inhibitory promiscuity	+	0.5290	52.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6920	69.20%
Carcinogenicity (trinary)	Non-required	0.7632	76.32%
Eye corrosion	+	0.6148	61.48%
Eye irritation	+	0.8910	89.10%
Skin irritation	+	0.5161	51.61%
Skin corrosion	+	0.6257	62.57%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6285	62.85%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	+	0.8777	87.77%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7766	77.66%
Acute Oral Toxicity (c)	III	0.6059	60.59%
Estrogen receptor binding	-	0.8417	84.17%
Androgen receptor binding	-	0.7576	75.76%
Thyroid receptor binding	-	0.8097	80.97%
Glucocorticoid receptor binding	-	0.8135	81.35%
Aromatase binding	-	0.7007	70.07%
PPAR gamma	-	0.8720	87.20%
Honey bee toxicity	-	0.9262	92.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7951	79.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.01%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.95%	99.15%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.81%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.81%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.84%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.62%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.24%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.82%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.58%	95.56%

Plants that contains it

• Citrus aurantiifolia
• Eupatorium fortunei
• Lysimachia clethroides
• Senna sophera

Cross-Links

• PubChem: 14002478
• NPASS: NPC88080
• LOTUS: LTS0142024
• wikiData: Q82434845