5-[(2R,3R)-6-hydroxy-4-[(2S,3R)-6-hydroxy-4-[(2S,3R)-5-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

Details

• Internal ID: 3afefb1d-e4a2-49db-9025-0d1e9e53bf7d
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-[(2R,3R)-6-hydroxy-4-[(2S,3R)-6-hydroxy-4-[(2S,3R)-5-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
• SMILES (Canonical): C1=CC(=CC=C1C=CC2=C(C=CC3=C2C(C(O3)C4=CC=C(C=C4)O)C5=C6C(C(OC6=CC(=C5)O)C7=CC=C(C=C7)O)C8=C9C(C(OC9=CC(=C8)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C2=C(C=CC3=C2[C@H]([C@H](O3)C4=CC=C(C=C4)O)C5=C6[C@H]([C@H](OC6=CC(=C5)O)C7=CC=C(C=C7)O)C8=C9[C@H]([C@@H](OC9=CC(=C8)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O)O
• InChI: InChI=1S/C56H42O12/c57-33-10-1-28(2-11-33)3-18-41-44(65)19-20-45-49(41)52(55(66-45)30-6-14-35(59)15-7-30)43-25-40(64)27-47-51(43)53(56(68-47)31-8-16-36(60)17-9-31)42-24-39(63)26-46-50(42)48(32-21-37(61)23-38(62)22-32)54(67-46)29-4-12-34(58)13-5-29/h1-27,48,52-65H/b18-3+/t48-,52-,53-,54+,55-,56-/m1/s1
• InChI Key: CUVNFDINCGVIOQ-HFFWFPGGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₄₂O₁₂
• Molecular Weight: 906.90 g/mol
• Exact Mass: 906.26762677 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 11.00
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.8740	87.40%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5535	55.35%
OATP2B1 inhibitior	-	0.5669	56.69%
OATP1B1 inhibitior	+	0.8042	80.42%
OATP1B3 inhibitior	+	0.8015	80.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8155	81.55%
P-glycoprotein inhibitior	+	0.7344	73.44%
P-glycoprotein substrate	-	0.8544	85.44%
CYP3A4 substrate	+	0.5529	55.29%
CYP2C9 substrate	+	0.6202	62.02%
CYP2D6 substrate	+	0.3681	36.81%
CYP3A4 inhibition	+	0.6476	64.76%
CYP2C9 inhibition	+	0.9283	92.83%
CYP2C19 inhibition	+	0.8370	83.70%
CYP2D6 inhibition	-	0.8256	82.56%
CYP1A2 inhibition	+	0.8993	89.93%
CYP2C8 inhibition	+	0.7464	74.64%
CYP inhibitory promiscuity	+	0.9650	96.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4413	44.13%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8498	84.98%
Skin irritation	+	0.5125	51.25%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8782	87.82%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6112	61.12%
skin sensitisation	-	0.6900	69.00%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6451	64.51%
Acute Oral Toxicity (c)	II	0.4136	41.36%
Estrogen receptor binding	+	0.7831	78.31%
Androgen receptor binding	+	0.8151	81.51%
Thyroid receptor binding	+	0.6553	65.53%
Glucocorticoid receptor binding	+	0.6195	61.95%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7382	73.82%
Honey bee toxicity	-	0.7683	76.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9801	98.01%

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	98.52%	91.11%
CHEMBL3194	P02766	Transthyretin	93.27%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.06%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	92.59%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.12%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	89.59%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	86.62%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	81.79%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.91%	93.40%

Plants that contains it

• Carex pendula

Cross-Links

• PubChem: 163103749
• LOTUS: LTS0148876
• wikiData: Q104970523