2-[(2R)-2-hydroxy-3-methylbut-3-enyl]-5-(2-phenylethyl)benzene-1,3-diol

Details

• Internal ID: 651a3659-7a74-4a5d-9189-9d29541d2a1e
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-[(2R)-2-hydroxy-3-methylbut-3-enyl]-5-(2-phenylethyl)benzene-1,3-diol
• SMILES (Canonical): CC(=C)C(CC1=C(C=C(C=C1O)CCC2=CC=CC=C2)O)O
• SMILES (Isomeric): CC(=C)[C@@H](CC1=C(C=C(C=C1O)CCC2=CC=CC=C2)O)O
• InChI: InChI=1S/C19H22O3/c1-13(2)17(20)12-16-18(21)10-15(11-19(16)22)9-8-14-6-4-3-5-7-14/h3-7,10-11,17,20-22H,1,8-9,12H2,2H3/t17-/m1/s1
• InChI Key: NOPHUFYTJFIALJ-QGZVFWFLSA-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: 4.30
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	-	0.9131	91.31%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7606	76.06%
OATP2B1 inhibitior	-	0.5693	56.93%
OATP1B1 inhibitior	+	0.8797	87.97%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	+	0.8120	81.20%
P-glycoprotein inhibitior	-	0.7042	70.42%
P-glycoprotein substrate	-	0.7378	73.78%
CYP3A4 substrate	-	0.5782	57.82%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.3959	39.59%
CYP3A4 inhibition	+	0.6496	64.96%
CYP2C9 inhibition	+	0.6478	64.78%
CYP2C19 inhibition	+	0.7140	71.40%
CYP2D6 inhibition	-	0.7523	75.23%
CYP1A2 inhibition	+	0.7004	70.04%
CYP2C8 inhibition	-	0.6479	64.79%
CYP inhibitory promiscuity	+	0.8414	84.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8339	83.39%
Carcinogenicity (trinary)	Non-required	0.6881	68.81%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.7112	71.12%
Skin irritation	-	0.6440	64.40%
Skin corrosion	-	0.6426	64.26%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7118	71.18%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5896	58.96%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7518	75.18%
Acute Oral Toxicity (c)	III	0.5952	59.52%
Estrogen receptor binding	+	0.8881	88.81%
Androgen receptor binding	+	0.6061	60.61%
Thyroid receptor binding	+	0.6727	67.27%
Glucocorticoid receptor binding	+	0.7417	74.17%
Aromatase binding	+	0.8278	82.78%
PPAR gamma	+	0.9378	93.78%
Honey bee toxicity	-	0.7542	75.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.66%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.55%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.64%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL240	Q12809	HERG	87.82%	89.76%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.77%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.49%	96.95%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.05%	96.25%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.01%	93.81%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.37%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.71%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.38%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.37%	97.21%

Plants that contains it

• Glycyrrhiza lepidota

Cross-Links

• PubChem: 163016308
• LOTUS: LTS0157802
• wikiData: Q105182693