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

Details

• Internal ID: 9ceacd5a-701a-4f26-b0ff-f8ad8bb641ea
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-4-yl]ethyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1CCC2=C3C(C(OC3=CC(=C2)OC4C(C(C(C(O4)CO)O)O)O)C5=CC=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)C7=CC(=CC(=C7)O)O)OC8C(C(C(C(O8)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCC2=C3[C@H]([C@@H](OC3=CC(=C2)O[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)CO)O)O)O)C5=CC=C(C=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C7=CC(=CC(=C7)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C46H54O21/c47-16-29-34(52)37(55)40(58)44(65-29)61-25-7-2-19(3-8-25)1-4-21-13-27(63-46-42(60)39(57)36(54)31(18-49)67-46)15-28-32(21)33(22-11-23(50)14-24(51)12-22)43(64-28)20-5-9-26(10-6-20)62-45-41(59)38(56)35(53)30(17-48)66-45/h2-3,5-15,29-31,33-60H,1,4,16-18H2/t29-,30-,31+,33-,34-,35-,36+,37+,38+,39-,40-,41-,42+,43+,44-,45-,46+/m1/s1
• InChI Key: YKQIOXSOOINALW-RJBXYZNMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₄O₂₁
• Molecular Weight: 942.90 g/mol
• Exact Mass: 942.31575873 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -2.32
• H-Bond Acceptor: 21
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5362	53.62%
Caco-2	-	0.8786	87.86%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7358	73.58%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8672	86.72%
OATP1B3 inhibitior	+	0.9512	95.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9482	94.82%
P-glycoprotein inhibitior	+	0.7118	71.18%
P-glycoprotein substrate	-	0.6979	69.79%
CYP3A4 substrate	+	0.6285	62.85%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.9161	91.61%
CYP2C9 inhibition	-	0.7567	75.67%
CYP2C19 inhibition	-	0.7511	75.11%
CYP2D6 inhibition	-	0.8387	83.87%
CYP1A2 inhibition	-	0.7592	75.92%
CYP2C8 inhibition	+	0.7592	75.92%
CYP inhibitory promiscuity	-	0.5662	56.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.8149	81.49%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8482	84.82%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8898	88.98%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6263	62.63%
Acute Oral Toxicity (c)	III	0.5821	58.21%
Estrogen receptor binding	+	0.7367	73.67%
Androgen receptor binding	+	0.6602	66.02%
Thyroid receptor binding	+	0.5415	54.15%
Glucocorticoid receptor binding	-	0.5348	53.48%
Aromatase binding	-	0.5069	50.69%
PPAR gamma	+	0.7228	72.28%
Honey bee toxicity	-	0.6320	63.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.6942	69.42%

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	99.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.98%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.90%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.39%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.96%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	90.52%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.09%	94.00%
CHEMBL233	P35372	Mu opioid receptor	88.31%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.23%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	86.18%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.06%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.86%	90.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.37%	96.37%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.73%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.66%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.03%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.33%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.07%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.00%	95.78%

Plants that contains it

• Welwitschia mirabilis

Cross-Links

• PubChem: 162911759
• LOTUS: LTS0246315
• wikiData: Q105349846