2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-1-[[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-5-yl]-(4-hydroxyphenyl)methyl]-3-(4-hydroxyphenyl)-2,3-dihydro-1H-indene-4,6-diol

Details

• Internal ID: bf39e426-2f4b-4b10-8bd7-9656742f13cb
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-1-[[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-5-yl]-(4-hydroxyphenyl)methyl]-3-(4-hydroxyphenyl)-2,3-dihydro-1H-indene-4,6-diol
• SMILES (Canonical): C1=CC(=CC=C1C=CC2=C(C(=CC3=C2C(C(O3)C4=CC=C(C=C4)O)C5=CC(=CC(=C5)O)O)O)C(C6C(C(C7=C6C=C(C=C7O)O)C8=CC=C(C=C8)O)C9=C1C(C(OC1=CC(=C9)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C2=C(C(=CC3=C2C(C(O3)C4=CC=C(C=C4)O)C5=CC(=CC(=C5)O)O)O)C(C6C(C(C7=C6C=C(C=C7O)O)C8=CC=C(C=C8)O)C9=C1C(C(OC1=CC(=C9)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C70H54O15/c71-41-12-1-34(2-13-41)3-22-52-63(56(83)33-58-65(52)61(39-23-46(76)27-47(77)24-39)69(85-58)37-8-18-44(74)19-9-37)59(35-4-14-42(72)15-5-35)67-53-29-50(80)31-55(82)64(53)60(36-6-16-43(73)17-7-36)68(67)54-30-51(81)32-57-66(54)62(40-25-48(78)28-49(79)26-40)70(84-57)38-10-20-45(75)21-11-38/h1-33,59-62,67-83H/b22-3+
• InChI Key: ABADVAVBDDNCRT-HEQWTUPCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₀H₅₄O₁₅
• Molecular Weight: 1135.20 g/mol
• Exact Mass: 1134.34627101 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: 12.20
• Atomic LogP (AlogP): 13.41
• H-Bond Acceptor: 15
• H-Bond Donor: 13
• Rotatable Bonds: 11

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	-	0.8791	87.91%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5535	55.35%
OATP2B1 inhibitior	-	0.5670	56.70%
OATP1B1 inhibitior	+	0.7902	79.02%
OATP1B3 inhibitior	+	0.8015	80.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6883	68.83%
P-glycoprotein inhibitior	+	0.7133	71.33%
P-glycoprotein substrate	-	0.5648	56.48%
CYP3A4 substrate	+	0.6312	63.12%
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	+	0.7324	73.24%
CYP inhibitory promiscuity	+	0.9650	96.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4413	44.13%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8660	86.60%
Skin irritation	+	0.5125	51.25%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8404	84.04%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5340	53.40%
skin sensitisation	-	0.6900	69.00%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6342	63.42%
Acute Oral Toxicity (c)	II	0.4136	41.36%
Estrogen receptor binding	+	0.7499	74.99%
Androgen receptor binding	+	0.7883	78.83%
Thyroid receptor binding	+	0.6300	63.00%
Glucocorticoid receptor binding	+	0.5587	55.87%
Aromatase binding	+	0.5215	52.15%
PPAR gamma	+	0.7193	71.93%
Honey bee toxicity	-	0.6992	69.92%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	99.29%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.64%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.66%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.80%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.18%	93.40%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.97%	97.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.91%	96.09%
CHEMBL3194	P02766	Transthyretin	90.66%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	90.58%	98.35%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.44%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.04%	89.62%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.68%	96.12%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.70%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.78%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.03%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.89%	96.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.42%	83.10%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	85.40%	97.23%
CHEMBL3401	O75469	Pregnane X receptor	84.86%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.02%	90.71%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.87%	89.44%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.41%	89.67%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.74%	85.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.55%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.23%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.86%	85.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.70%	97.33%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.35%	95.69%

Plants that contains it

• Sophora davidii

Cross-Links

• PubChem: 101994134
• LOTUS: LTS0194458
• wikiData: Q104908486