(2S,3R,4R,5S,6R)-2-[2,6-dihydroxy-4-[(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydro-1-benzofuran-3-yl]phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: fb63234d-696a-4ccf-b18d-2207b2f014e7
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3R,4R,5S,6R)-2-[2,6-dihydroxy-4-[(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydro-1-benzofuran-3-yl]phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C40H42O16/c41-14-25-31(48)33(50)35(52)39(54-25)29-22(45)12-19(13-23(29)46)28-27-18(4-1-16-2-7-20(43)8-3-16)11-24(47)30(40-36(53)34(51)32(49)26(15-42)55-40)38(27)56-37(28)17-5-9-21(44)10-6-17/h1-13,25-26,28,31-37,39-53H,14-15H2/b4-1+/t25-,26-,28-,31-,32-,33+,34+,35-,36-,37+,39+,40+/m1/s1
• InChI Key: JVUSROPMPWEDQI-HBUKWEMCSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₂O₁₆
• Molecular Weight: 778.70 g/mol
• Exact Mass: 778.24728525 g/mol
• Topological Polar Surface Area (TPSA): 291.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.68
• H-Bond Acceptor: 16
• H-Bond Donor: 13
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7581	75.81%
Caco-2	-	0.9093	90.93%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5754	57.54%
OATP2B1 inhibitior	-	0.7097	70.97%
OATP1B1 inhibitior	+	0.7632	76.32%
OATP1B3 inhibitior	+	0.9803	98.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7165	71.65%
P-glycoprotein inhibitior	+	0.6125	61.25%
P-glycoprotein substrate	-	0.8197	81.97%
CYP3A4 substrate	+	0.5805	58.05%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.7359	73.59%
CYP3A4 inhibition	-	0.8850	88.50%
CYP2C9 inhibition	-	0.8561	85.61%
CYP2C19 inhibition	-	0.7604	76.04%
CYP2D6 inhibition	-	0.8574	85.74%
CYP1A2 inhibition	-	0.8203	82.03%
CYP2C8 inhibition	+	0.7425	74.25%
CYP inhibitory promiscuity	+	0.5703	57.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5394	53.94%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8884	88.84%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	+	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8763	87.63%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.7800	78.00%
skin sensitisation	-	0.8165	81.65%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5930	59.30%
Acute Oral Toxicity (c)	III	0.4568	45.68%
Estrogen receptor binding	+	0.7716	77.16%
Androgen receptor binding	+	0.6802	68.02%
Thyroid receptor binding	+	0.5981	59.81%
Glucocorticoid receptor binding	-	0.6309	63.09%
Aromatase binding	+	0.5406	54.06%
PPAR gamma	+	0.7633	76.33%
Honey bee toxicity	-	0.7508	75.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8239	82.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.64%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.29%	91.11%
CHEMBL3194	P02766	Transthyretin	93.76%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.13%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.70%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.72%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.95%	95.93%
CHEMBL242	Q92731	Estrogen receptor beta	89.61%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.71%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.08%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.04%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.22%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.37%	98.95%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.10%	88.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.22%	99.15%

Plants that contains it

• Ilex pubescens
• Rubroshorea hemsleyana
• Rubroshorea uliginosa

Cross-Links

• PubChem: 101011050
• NPASS: NPC23896
• LOTUS: LTS0093809
• wikiData: Q105135971