(2S,4S,6R)-2-(4-hydroxyphenyl)-6-[(E)-2-(4-hydroxyphenyl)ethenyl]oxan-4-ol

Details

• Internal ID: 5c32fac2-8d20-440f-b757-8d805cbcff73
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (2S,4S,6R)-2-(4-hydroxyphenyl)-6-[(E)-2-(4-hydroxyphenyl)ethenyl]oxan-4-ol
• InChI: InChI=1S/C19H20O4/c20-15-6-1-13(2-7-15)3-10-18-11-17(22)12-19(23-18)14-4-8-16(21)9-5-14/h1-10,17-22H,11-12H2/b10-3+/t17-,18-,19-/m0/s1
• InChI Key: GBYSOQCWRCFSHV-CAPMNFNCSA-N
• Popularity: 2 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): 69.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	-	0.6684	66.84%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7219	72.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8817	88.17%
OATP1B3 inhibitior	+	0.9739	97.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7700	77.00%
P-glycoprotein inhibitior	-	0.8401	84.01%
P-glycoprotein substrate	-	0.9178	91.78%
CYP3A4 substrate	-	0.5312	53.12%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	+	0.3452	34.52%
CYP3A4 inhibition	+	0.5124	51.24%
CYP2C9 inhibition	-	0.6809	68.09%
CYP2C19 inhibition	-	0.5273	52.73%
CYP2D6 inhibition	-	0.9419	94.19%
CYP1A2 inhibition	-	0.7698	76.98%
CYP2C8 inhibition	+	0.5603	56.03%
CYP inhibitory promiscuity	+	0.6292	62.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8041	80.41%
Carcinogenicity (trinary)	Non-required	0.5233	52.33%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.5707	57.07%
Skin irritation	-	0.6691	66.91%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7071	70.71%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5567	55.67%
skin sensitisation	-	0.8178	81.78%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.4858	48.58%
Acute Oral Toxicity (c)	III	0.6981	69.81%
Estrogen receptor binding	+	0.7908	79.08%
Androgen receptor binding	+	0.7192	71.92%
Thyroid receptor binding	+	0.5935	59.35%
Glucocorticoid receptor binding	-	0.5817	58.17%
Aromatase binding	+	0.6469	64.69%
PPAR gamma	+	0.7321	73.21%
Honey bee toxicity	-	0.8437	84.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8537	85.37%

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	96.90%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.85%	97.09%
CHEMBL242	Q92731	Estrogen receptor beta	93.37%	98.35%
CHEMBL3194	P02766	Transthyretin	90.88%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.53%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	83.31%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.71%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.11%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.81%	89.67%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.78%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.42%	95.89%

Plants that contains it

• Dioscorea nipponica

Cross-Links

• PubChem: 71546304
• NPASS: NPC290353
• ChEMBL: CHEMBL2398584
• LOTUS: LTS0108376
• wikiData: Q105006159