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

Details

• Internal ID: f9949bf2-7ef9-476f-bb23-36c03b3b5a1f
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[(Z)-2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-4-hydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-6-yl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1C=CC2=CC(=C3C(C(OC3=C2)C4=CC=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)C6=CC(=CC(=C6)O)O)O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C\C2=CC(=C3[C@H]([C@@H](OC3=C2)C4=CC=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC(=CC(=C6)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C40H42O16/c41-16-28-32(46)34(48)36(50)39(55-28)52-24-7-3-18(4-8-24)1-2-19-11-26(45)31-27(12-19)54-38(30(31)21-13-22(43)15-23(44)14-21)20-5-9-25(10-6-20)53-40-37(51)35(49)33(47)29(17-42)56-40/h1-15,28-30,32-51H,16-17H2/b2-1-/t28-,29-,30-,32-,33-,34+,35+,36-,37-,38+,39-,40-/m1/s1
• InChI Key: HJTMMHOPYFZLPA-KZISUTQRSA-N
• Popularity: 0 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): 269.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.60
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5892	58.92%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6106	61.06%
OATP2B1 inhibitior	-	0.7094	70.94%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8748	87.48%
P-glycoprotein inhibitior	+	0.6952	69.52%
P-glycoprotein substrate	-	0.8547	85.47%
CYP3A4 substrate	+	0.6062	60.62%
CYP2C9 substrate	-	0.8137	81.37%
CYP2D6 substrate	-	0.8014	80.14%
CYP3A4 inhibition	-	0.8884	88.84%
CYP2C9 inhibition	-	0.8675	86.75%
CYP2C19 inhibition	-	0.7045	70.45%
CYP2D6 inhibition	-	0.8053	80.53%
CYP1A2 inhibition	-	0.8621	86.21%
CYP2C8 inhibition	+	0.7023	70.23%
CYP inhibitory promiscuity	+	0.6287	62.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5320	53.20%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.8137	81.37%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8360	83.60%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.8425	84.25%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6160	61.60%
Acute Oral Toxicity (c)	III	0.5369	53.69%
Estrogen receptor binding	+	0.7108	71.08%
Androgen receptor binding	+	0.6206	62.06%
Thyroid receptor binding	+	0.5712	57.12%
Glucocorticoid receptor binding	-	0.4777	47.77%
Aromatase binding	-	0.5331	53.31%
PPAR gamma	+	0.7036	70.36%
Honey bee toxicity	-	0.7322	73.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9041	90.41%

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	99.56%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.66%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	95.41%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.38%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.15%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	91.82%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.51%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.09%	99.17%
CHEMBL3194	P02766	Transthyretin	90.75%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.96%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.83%	99.15%
CHEMBL4208	P20618	Proteasome component C5	86.21%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.80%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.77%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.65%	97.36%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.14%	91.71%

Plants that contains it

• Gnetum gnemon

Cross-Links

• PubChem: 163188766
• LOTUS: LTS0228354
• wikiData: Q104667571