6-Hydroxy-1,7-bis(4-hydroxyphenyl)hept-4-en-3-one

Details

• Internal ID: 84925b99-d2a7-4b59-a2bf-118a3fa710c9
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 6-hydroxy-1,7-bis(4-hydroxyphenyl)hept-4-en-3-one
• SMILES (Canonical): C1=CC(=CC=C1CCC(=O)C=CC(CC2=CC=C(C=C2)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCC(=O)C=CC(CC2=CC=C(C=C2)O)O)O
• InChI: InChI=1S/C19H20O4/c20-16-6-1-14(2-7-16)3-8-18(22)11-12-19(23)13-15-4-9-17(21)10-5-15/h1-2,4-7,9-12,19-21,23H,3,8,13H2
• InChI Key: MTQJJHUHPBYQBX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	-	0.7436	74.36%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8596	85.96%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.9112	91.12%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7828	78.28%
P-glycoprotein inhibitior	-	0.8191	81.91%
P-glycoprotein substrate	-	0.8427	84.27%
CYP3A4 substrate	-	0.5888	58.88%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8103	81.03%
CYP3A4 inhibition	+	0.6964	69.64%
CYP2C9 inhibition	-	0.7257	72.57%
CYP2C19 inhibition	+	0.5498	54.98%
CYP2D6 inhibition	-	0.9080	90.80%
CYP1A2 inhibition	+	0.6287	62.87%
CYP2C8 inhibition	+	0.4947	49.47%
CYP inhibitory promiscuity	+	0.5060	50.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7650	76.50%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9820	98.20%
Eye irritation	+	0.5358	53.58%
Skin irritation	-	0.6933	69.33%
Skin corrosion	-	0.9725	97.25%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5941	59.41%
Micronuclear	-	0.6482	64.82%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	+	0.4916	49.16%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6604	66.04%
Acute Oral Toxicity (c)	III	0.7497	74.97%
Estrogen receptor binding	+	0.8383	83.83%
Androgen receptor binding	+	0.6669	66.69%
Thyroid receptor binding	+	0.5633	56.33%
Glucocorticoid receptor binding	+	0.7301	73.01%
Aromatase binding	+	0.6761	67.61%
PPAR gamma	+	0.6925	69.25%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9096	90.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.28%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.61%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.72%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.84%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.39%	85.00%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	81.14%	95.42%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.97%	94.62%
CHEMBL1255126	O15151	Protein Mdm4	80.95%	90.20%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.61%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.51%	95.50%

Plants that contains it

• Betula pendula subsp. mandshurica

Cross-Links

• PubChem: 85223893
• LOTUS: LTS0053488
• wikiData: Q105171811