(E,3S)-1-hydroxy-3,5-bis(4-hydroxyphenyl)pent-4-en-2-one

Details

• Internal ID: 8f1109b3-5de4-417e-b4ee-34f18d5dc72e
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (E,3S)-1-hydroxy-3,5-bis(4-hydroxyphenyl)pent-4-en-2-one
• SMILES (Canonical): C1=CC(=CC=C1C=CC(C2=CC=C(C=C2)O)C(=O)CO)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/[C@@H](C2=CC=C(C=C2)O)C(=O)CO)O
• InChI: InChI=1S/C17H16O4/c18-11-17(21)16(13-4-8-15(20)9-5-13)10-3-12-1-6-14(19)7-2-12/h1-10,16,18-20H,11H2/b10-3+/t16-/m0/s1
• InChI Key: RJZJWQWXSFCNEG-VSRBDQBUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 4
• 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	+	0.9884	98.84%
Caco-2	+	0.6173	61.73%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8379	83.79%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8655	86.55%
OATP1B3 inhibitior	+	0.8916	89.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5667	56.67%
P-glycoprotein inhibitior	-	0.9217	92.17%
P-glycoprotein substrate	-	0.8974	89.74%
CYP3A4 substrate	-	0.6489	64.89%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.7957	79.57%
CYP3A4 inhibition	-	0.6011	60.11%
CYP2C9 inhibition	-	0.7506	75.06%
CYP2C19 inhibition	-	0.6682	66.82%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	+	0.5155	51.55%
CYP2C8 inhibition	-	0.7875	78.75%
CYP inhibitory promiscuity	+	0.5556	55.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7769	77.69%
Carcinogenicity (trinary)	Non-required	0.6889	68.89%
Eye corrosion	-	0.9855	98.55%
Eye irritation	+	0.7495	74.95%
Skin irritation	-	0.7281	72.81%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6765	67.65%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	+	0.6030	60.30%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7003	70.03%
Acute Oral Toxicity (c)	III	0.6628	66.28%
Estrogen receptor binding	+	0.6641	66.41%
Androgen receptor binding	+	0.8663	86.63%
Thyroid receptor binding	-	0.5162	51.62%
Glucocorticoid receptor binding	+	0.7086	70.86%
Aromatase binding	+	0.8447	84.47%
PPAR gamma	+	0.8701	87.01%
Honey bee toxicity	-	0.8543	85.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9028	90.28%

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	94.97%	91.11%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.32%	89.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.40%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.47%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.83%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	85.06%	98.35%
CHEMBL3194	P02766	Transthyretin	83.76%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.38%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.46%	91.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.91%	83.10%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.22%	100.00%

Plants that contains it

• Libocedrus yateensis

Cross-Links

• PubChem: 163185803
• LOTUS: LTS0117190
• wikiData: Q105238251