2,4-bis(4-hydroxyphenyl)-3,6-dihydro-2H-pyran-3-ol

Details

• Internal ID: c2df4bda-95f4-4cf1-bc58-a59c2149db93
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 2,4-bis(4-hydroxyphenyl)-3,6-dihydro-2H-pyran-3-ol
• SMILES (Canonical): C1C=C(C(C(O1)C2=CC=C(C=C2)O)O)C3=CC=C(C=C3)O
• SMILES (Isomeric): C1C=C(C(C(O1)C2=CC=C(C=C2)O)O)C3=CC=C(C=C3)O
• InChI: InChI=1S/C17H16O4/c18-13-5-1-11(2-6-13)15-9-10-21-17(16(15)20)12-3-7-14(19)8-4-12/h1-9,16-20H,10H2
• InChI Key: NSXWREIRRYJPAQ-UHFFFAOYSA-N
• Popularity: 0 references 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): 69.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.61
• 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	+	0.9254	92.54%
Caco-2	+	0.7210	72.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8032	80.32%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8534	85.34%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7295	72.95%
P-glycoprotein inhibitior	-	0.7612	76.12%
P-glycoprotein substrate	-	0.9279	92.79%
CYP3A4 substrate	-	0.5497	54.97%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.6971	69.71%
CYP3A4 inhibition	-	0.6517	65.17%
CYP2C9 inhibition	+	0.7664	76.64%
CYP2C19 inhibition	+	0.6461	64.61%
CYP2D6 inhibition	-	0.8725	87.25%
CYP1A2 inhibition	+	0.5610	56.10%
CYP2C8 inhibition	+	0.7150	71.50%
CYP inhibitory promiscuity	+	0.9139	91.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.5514	55.14%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.9784	97.84%
Skin irritation	-	0.7273	72.73%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4701	47.01%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7579	75.79%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.4673	46.73%
Acute Oral Toxicity (c)	III	0.5965	59.65%
Estrogen receptor binding	-	0.5560	55.60%
Androgen receptor binding	+	0.6974	69.74%
Thyroid receptor binding	+	0.5703	57.03%
Glucocorticoid receptor binding	-	0.5867	58.67%
Aromatase binding	+	0.5870	58.70%
PPAR gamma	+	0.7045	70.45%
Honey bee toxicity	-	0.7867	78.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9565	95.65%

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	94.77%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.65%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.14%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.33%	91.49%
CHEMBL2581	P07339	Cathepsin D	85.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.75%	96.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.97%	83.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.96%	95.56%
CHEMBL3438	Q05513	Protein kinase C zeta	82.72%	88.48%

Plants that contains it

• Chamaecyparis obtusa

Cross-Links

• PubChem: 73231468
• LOTUS: LTS0191220
• wikiData: Q105185301