1,7-Bis(4-hydroxyphenyl)-3,5-dimethylhepta-1,6-dien-4-one

Details

• Internal ID: 5f4c3023-e849-49f0-9adc-66d17d75239f
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 1,7-bis(4-hydroxyphenyl)-3,5-dimethylhepta-1,6-dien-4-one
• InChI: InChI=1S/C21H22O3/c1-15(3-5-17-7-11-19(22)12-8-17)21(24)16(2)4-6-18-9-13-20(23)14-10-18/h3-16,22-23H,1-2H3
• InChI Key: QGIJYTGOVGKOKG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₃
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.67
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7695	76.95%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8982	89.82%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9054	90.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6353	63.53%
P-glycoprotein inhibitior	-	0.6414	64.14%
P-glycoprotein substrate	-	0.9610	96.10%
CYP3A4 substrate	-	0.6833	68.33%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8015	80.15%
CYP3A4 inhibition	+	0.6559	65.59%
CYP2C9 inhibition	+	0.6542	65.42%
CYP2C19 inhibition	+	0.7149	71.49%
CYP2D6 inhibition	-	0.9096	90.96%
CYP1A2 inhibition	+	0.8183	81.83%
CYP2C8 inhibition	-	0.8724	87.24%
CYP inhibitory promiscuity	+	0.6443	64.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6019	60.19%
Carcinogenicity (trinary)	Non-required	0.5982	59.82%
Eye corrosion	-	0.9708	97.08%
Eye irritation	+	0.6154	61.54%
Skin irritation	-	0.6072	60.72%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7551	75.51%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5673	56.73%
skin sensitisation	+	0.6833	68.33%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.5517	55.17%
Acute Oral Toxicity (c)	III	0.7244	72.44%
Estrogen receptor binding	+	0.8774	87.74%
Androgen receptor binding	+	0.8541	85.41%
Thyroid receptor binding	+	0.6483	64.83%
Glucocorticoid receptor binding	+	0.6978	69.78%
Aromatase binding	+	0.8524	85.24%
PPAR gamma	+	0.5908	59.08%
Honey bee toxicity	-	0.9455	94.55%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9845	98.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.43%	93.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.59%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.14%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.23%	96.09%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.06%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.80%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.46%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.65%	93.56%
CHEMBL242	Q92731	Estrogen receptor beta	81.43%	98.35%
CHEMBL3194	P02766	Transthyretin	81.05%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.01%	99.17%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 163192814
• LOTUS: LTS0223210
• wikiData: Q105220073