(E)-3-(4-hydroxyphenyl)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]prop-2-en-1-one

Details

• Internal ID: dc207a14-2424-4340-8c2d-bc3587587bb4
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: (E)-3-(4-hydroxyphenyl)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]prop-2-en-1-one
• InChI: InChI=1S/C15H18O7/c16-7-11-12(19)13(20)14(21)15(22-11)10(18)6-3-8-1-4-9(17)5-2-8/h1-6,11-17,19-21H,7H2/b6-3+/t11-,12-,13+,14-,15+/m1/s1
• InChI Key: FMMQFGNJOTXLGF-XHAQYIIGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₇
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.10525291 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4808	48.08%
Caco-2	-	0.8449	84.49%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6040	60.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8550	85.50%
OATP1B3 inhibitior	+	0.9802	98.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9556	95.56%
P-glycoprotein inhibitior	-	0.9393	93.93%
P-glycoprotein substrate	-	0.9553	95.53%
CYP3A4 substrate	-	0.5760	57.60%
CYP2C9 substrate	+	0.5971	59.71%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.7145	71.45%
CYP2C9 inhibition	-	0.9094	90.94%
CYP2C19 inhibition	-	0.9150	91.50%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.8941	89.41%
CYP2C8 inhibition	+	0.4498	44.98%
CYP inhibitory promiscuity	-	0.6761	67.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6970	69.70%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.7448	74.48%
Skin irritation	-	0.7736	77.36%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6137	61.37%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.6847	68.47%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5960	59.60%
Acute Oral Toxicity (c)	III	0.6105	61.05%
Estrogen receptor binding	-	0.6707	67.07%
Androgen receptor binding	+	0.5792	57.92%
Thyroid receptor binding	-	0.5657	56.57%
Glucocorticoid receptor binding	-	0.5865	58.65%
Aromatase binding	-	0.7008	70.08%
PPAR gamma	-	0.5393	53.93%
Honey bee toxicity	-	0.8788	87.88%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.3917	39.17%

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	97.70%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.67%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.76%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.02%	96.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.01%	89.67%
CHEMBL3401	O75469	Pregnane X receptor	87.73%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.95%	99.17%
CHEMBL3194	P02766	Transthyretin	86.93%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	86.84%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.28%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.05%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.59%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.24%	93.10%
CHEMBL2581	P07339	Cathepsin D	80.08%	98.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.04%	85.00%

Plants that contains it

• Aruncus dioicus

Cross-Links

• PubChem: 163188907
• LOTUS: LTS0266106
• wikiData: Q104997916