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

Details

• Internal ID: 99e69c5f-b0a4-40c0-903a-4b424eb8db35
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3R,4R,5S,6R)-2-[4-[(2R,3R)-5-[(E)-2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-2,6-dihydroxyphenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1C2C(C3=C(O2)C=CC(=C3)C=CC4=CC(=C(C5=C4C(C(O5)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)C8C(C(C(C(O8)CO)O)O)O)O)C9=CC(=C(C(=C9)O)C1C(C(C(C(O1)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@H]2[C@@H](C3=C(O2)C=CC(=C3)/C=C/C4=CC(=C(C5=C4[C@H]([C@@H](O5)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C9=CC(=C(C(=C9)O)[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• InChI: InChI=1S/C54H52O19/c55-20-37-44(64)46(66)48(68)53(71-37)42-33(61)17-27(18-34(42)62)39-32-13-22(2-12-36(32)70-50(39)23-4-8-28(57)9-5-23)1-3-25-16-35(63)43(54-49(69)47(67)45(65)38(21-56)72-54)52-40(25)41(26-14-30(59)19-31(60)15-26)51(73-52)24-6-10-29(58)11-7-24/h1-19,37-39,41,44-51,53-69H,20-21H2/b3-1+/t37-,38-,39-,41-,44-,45-,46+,47+,48-,49-,50+,51+,53+,54+/m1/s1
• InChI Key: UEYGALFYSPBGNW-GGBJAGSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₅₂O₁₉
• Molecular Weight: 1005.00 g/mol
• Exact Mass: 1004.31027942 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 19
• H-Bond Donor: 15
• Rotatable Bonds: 10

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	-	0.8760	87.60%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5754	57.54%
OATP2B1 inhibitior	-	0.5724	57.24%
OATP1B1 inhibitior	+	0.7655	76.55%
OATP1B3 inhibitior	+	0.9803	98.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8533	85.33%
P-glycoprotein inhibitior	+	0.7160	71.60%
P-glycoprotein substrate	-	0.6677	66.77%
CYP3A4 substrate	+	0.6415	64.15%
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	+	0.8220	82.20%
CYP inhibitory promiscuity	+	0.5703	57.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5394	53.94%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8949	89.49%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	+	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8215	82.15%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.7425	74.25%
skin sensitisation	-	0.8165	81.65%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4667	46.67%
Acute Oral Toxicity (c)	III	0.4568	45.68%
Estrogen receptor binding	+	0.7328	73.28%
Androgen receptor binding	+	0.6857	68.57%
Thyroid receptor binding	+	0.5746	57.46%
Glucocorticoid receptor binding	-	0.4659	46.59%
Aromatase binding	-	0.4912	49.12%
PPAR gamma	+	0.7486	74.86%
Honey bee toxicity	-	0.7162	71.62%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	99.81%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.58%	91.11%
CHEMBL3194	P02766	Transthyretin	94.81%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.81%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.41%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.91%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.18%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.35%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.82%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	86.96%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.89%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.35%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.31%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.11%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.08%	91.71%

Plants that contains it

• Rubroshorea uliginosa

Cross-Links

• PubChem: 163191470
• LOTUS: LTS0056876
• wikiData: Q105271196