4-[2-Hydroxy-2-[2-(hydroxymethyl)-5-prop-1-enylphenyl]propyl]phenol

Details

• Internal ID: 695be519-ae49-4c20-a3e0-d9e5d3da4b4e
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[2-hydroxy-2-[2-(hydroxymethyl)-5-prop-1-enylphenyl]propyl]phenol
• SMILES (Canonical): CC=CC1=CC(=C(C=C1)CO)C(C)(CC2=CC=C(C=C2)O)O
• SMILES (Isomeric): CC=CC1=CC(=C(C=C1)CO)C(C)(CC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C19H22O3/c1-3-4-14-5-8-16(13-20)18(11-14)19(2,22)12-15-6-9-17(21)10-7-15/h3-11,20-22H,12-13H2,1-2H3
• InChI Key: XAMLCBWWKAGTBB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₃
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.15689456 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.37
• 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	+	0.9918	99.18%
Caco-2	+	0.5392	53.92%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8495	84.95%
OATP2B1 inhibitior	-	0.5640	56.40%
OATP1B1 inhibitior	+	0.8357	83.57%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8144	81.44%
P-glycoprotein inhibitior	-	0.9144	91.44%
P-glycoprotein substrate	-	0.6704	67.04%
CYP3A4 substrate	-	0.5157	51.57%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7450	74.50%
CYP3A4 inhibition	+	0.5682	56.82%
CYP2C9 inhibition	-	0.6572	65.72%
CYP2C19 inhibition	+	0.6054	60.54%
CYP2D6 inhibition	-	0.8714	87.14%
CYP1A2 inhibition	+	0.5840	58.40%
CYP2C8 inhibition	+	0.6673	66.73%
CYP inhibitory promiscuity	+	0.6043	60.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7048	70.48%
Carcinogenicity (trinary)	Non-required	0.6799	67.99%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8129	81.29%
Skin irritation	-	0.8285	82.85%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3767	37.67%
Micronuclear	-	0.7482	74.82%
Hepatotoxicity	-	0.5922	59.22%
skin sensitisation	-	0.5476	54.76%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8871	88.71%
Acute Oral Toxicity (c)	III	0.6991	69.91%
Estrogen receptor binding	+	0.6973	69.73%
Androgen receptor binding	+	0.7070	70.70%
Thyroid receptor binding	+	0.6798	67.98%
Glucocorticoid receptor binding	+	0.7138	71.38%
Aromatase binding	+	0.8709	87.09%
PPAR gamma	+	0.8229	82.29%
Honey bee toxicity	-	0.8523	85.23%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9839	98.39%

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	97.88%	91.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	95.50%	91.71%
CHEMBL2581	P07339	Cathepsin D	95.46%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.54%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.33%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.05%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.72%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	87.44%	98.35%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.08%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL1977	P11473	Vitamin D receptor	80.45%	99.43%

Plants that contains it

• Krameria lanceolata

Cross-Links

• PubChem: 163067741
• LOTUS: LTS0273062
• wikiData: Q105323994