1-[3-(5-Allyl-2-hydroxy-phenyl)-4-hydroxy-phenyl]propane-1,2-diol

Details

• Internal ID: 82d3d628-8938-48e2-9465-05baea738296
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 1-[4-hydroxy-3-(2-hydroxy-5-prop-2-enylphenyl)phenyl]propane-1,2-diol
• SMILES (Canonical): CC(C(C1=CC(=C(C=C1)O)C2=C(C=CC(=C2)CC=C)O)O)O
• SMILES (Isomeric): CC(C(C1=CC(=C(C=C1)O)C2=C(C=CC(=C2)CC=C)O)O)O
• InChI: InChI=1S/C18H20O4/c1-3-4-12-5-7-16(20)14(9-12)15-10-13(6-8-17(15)21)18(22)11(2)19/h3,5-11,18-22H,1,4H2,2H3
• InChI Key: PCEGAFMZBXEUGY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	-	0.6684	66.84%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8153	81.53%
OATP2B1 inhibitior	-	0.5701	57.01%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6311	63.11%
P-glycoprotein inhibitior	-	0.9067	90.67%
P-glycoprotein substrate	-	0.7479	74.79%
CYP3A4 substrate	-	0.6339	63.39%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.3566	35.66%
CYP3A4 inhibition	+	0.5190	51.90%
CYP2C9 inhibition	+	0.8543	85.43%
CYP2C19 inhibition	+	0.5984	59.84%
CYP2D6 inhibition	-	0.8718	87.18%
CYP1A2 inhibition	+	0.8082	80.82%
CYP2C8 inhibition	-	0.8196	81.96%
CYP inhibitory promiscuity	+	0.8076	80.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6837	68.37%
Carcinogenicity (trinary)	Non-required	0.5708	57.08%
Eye corrosion	-	0.9681	96.81%
Eye irritation	-	0.7456	74.56%
Skin irritation	-	0.6790	67.90%
Skin corrosion	-	0.5903	59.03%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4252	42.52%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	+	0.6765	67.65%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.8389	83.89%
Acute Oral Toxicity (c)	III	0.8125	81.25%
Estrogen receptor binding	+	0.7386	73.86%
Androgen receptor binding	+	0.5338	53.38%
Thyroid receptor binding	+	0.6820	68.20%
Glucocorticoid receptor binding	+	0.7146	71.46%
Aromatase binding	+	0.8312	83.12%
PPAR gamma	+	0.7806	78.06%
Honey bee toxicity	-	0.8230	82.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.38%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	95.63%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.90%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	89.76%	91.49%
CHEMBL4208	P20618	Proteasome component C5	88.82%	90.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.01%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	87.40%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.88%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.08%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.95%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.32%	95.89%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.28%	93.65%

Plants that contains it

• Streblus asper

Cross-Links

• PubChem: 24862110
• LOTUS: LTS0009476
• wikiData: Q105205651