3-Hydroxy-6-(4-hydroxyphenyl)-2-[2-(4-hydroxyphenyl)ethynyl]benzaldehyde

Details

• Internal ID: b5ba13d7-72e9-4071-a63d-fd4bc0f9fbe8
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 3-hydroxy-6-(4-hydroxyphenyl)-2-[2-(4-hydroxyphenyl)ethynyl]benzaldehyde
• InChI: InChI=1S/C21H14O4/c22-13-20-18(15-4-8-17(24)9-5-15)11-12-21(25)19(20)10-3-14-1-6-16(23)7-2-14/h1-2,4-9,11-13,23-25H
• InChI Key: JEOSQFFBGKRGBY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₄O₄
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.08920892 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	-	0.8927	89.27%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9490	94.90%
OATP2B1 inhibitior	-	0.5719	57.19%
OATP1B1 inhibitior	+	0.8536	85.36%
OATP1B3 inhibitior	+	0.8389	83.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5381	53.81%
P-glycoprotein inhibitior	-	0.8131	81.31%
P-glycoprotein substrate	-	0.9157	91.57%
CYP3A4 substrate	-	0.5434	54.34%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.7573	75.73%
CYP3A4 inhibition	-	0.5603	56.03%
CYP2C9 inhibition	+	0.8621	86.21%
CYP2C19 inhibition	+	0.8748	87.48%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	+	0.7780	77.80%
CYP2C8 inhibition	+	0.6085	60.85%
CYP inhibitory promiscuity	+	0.7452	74.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6557	65.57%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.9798	97.98%
Eye irritation	+	0.5708	57.08%
Skin irritation	+	0.5957	59.57%
Skin corrosion	-	0.9801	98.01%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7457	74.57%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6054	60.54%
skin sensitisation	-	0.6149	61.49%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6861	68.61%
Acute Oral Toxicity (c)	III	0.7397	73.97%
Estrogen receptor binding	+	0.9314	93.14%
Androgen receptor binding	+	0.9166	91.66%
Thyroid receptor binding	+	0.6980	69.80%
Glucocorticoid receptor binding	+	0.9129	91.29%
Aromatase binding	+	0.8624	86.24%
PPAR gamma	+	0.8526	85.26%
Honey bee toxicity	-	0.8702	87.02%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	99.24%	98.35%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.65%	98.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.25%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.45%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.13%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.07%	91.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.84%	96.12%
CHEMBL3194	P02766	Transthyretin	89.68%	90.71%
CHEMBL2487	P05067	Beta amyloid A4 protein	86.71%	96.74%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.49%	91.11%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.70%	91.38%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.76%	93.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.65%	89.00%

Plants that contains it

• Selaginella tamariscina

Cross-Links

• PubChem: 162901918
• LOTUS: LTS0089571
• wikiData: Q105126274