3-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-6-[[2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]-(4-hydroxyphenyl)methyl]-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-5,13,15-triol

Details

• Internal ID: 3e71ff80-35cd-47f2-b6a8-d02785e71cba
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-6-[[2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]-(4-hydroxyphenyl)methyl]-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-5,13,15-triol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C4=C(C=C(C=C4O)O)C5C(OC6=C5C3=C(C2C7=C8C(C(OC8=CC(=C7)O)C9=CC=C(C=C9)O)C1=CC(=CC(=C1)O)O)C(=C6C(C1C(C(C2=C1C=C(C=C2O)O)C1=CC=C(C=C1)O)C1=C2C(C(OC2=CC(=C1)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C3C(C4=C(C=C(C=C4O)O)C5C(OC6=C5C3=C(C2C7=C8C(C(OC8=CC(=C7)O)C9=CC=C(C=C9)O)C1=CC(=CC(=C1)O)O)C(=C6C(C1C(C(C2=C1C=C(C=C2O)O)C1=CC=C(C=C1)O)C1=C2C(C(OC2=CC(=C1)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C98H74O21/c99-52-15-1-43(2-16-52)75-81-67(35-63(110)39-71(81)114)85(86(75)69-37-65(112)41-73-83(69)79(50-29-59(106)33-60(107)30-50)95(117-73)47-9-23-56(103)24-10-47)78(46-7-21-55(102)22-8-46)93-94(116)91-87(70-38-66(113)42-74-84(70)80(51-31-61(108)34-62(109)32-51)96(118-74)48-11-25-57(104)26-12-48)77(45-5-19-54(101)20-6-45)89-76(44-3-17-53(100)18-4-44)82-68(36-64(111)40-72(82)115)88-92(90(89)91)98(93)119-97(88)49-13-27-58(105)28-14-49/h1-42,75-80,85-89,95-97,99-116H
• InChI Key: QHJIRCBRECLORK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉₈H₇₄O₂₁
• Molecular Weight: 1587.60 g/mol
• Exact Mass: 1587.47561420 g/mol
• Topological Polar Surface Area (TPSA): 392.00 Ų
• XlogP: 16.00
• Atomic LogP (AlogP): 18.19
• H-Bond Acceptor: 21
• H-Bond Donor: 18
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	-	0.8693	86.93%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	-	0.7074	70.74%
OATP1B1 inhibitior	+	0.7655	76.55%
OATP1B3 inhibitior	-	0.2844	28.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8135	81.35%
P-glycoprotein inhibitior	+	0.7241	72.41%
P-glycoprotein substrate	+	0.5264	52.64%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	+	0.6046	60.46%
CYP2C9 inhibition	+	0.8654	86.54%
CYP2C19 inhibition	+	0.8323	83.23%
CYP2D6 inhibition	-	0.8061	80.61%
CYP1A2 inhibition	+	0.8273	82.73%
CYP2C8 inhibition	+	0.7536	75.36%
CYP inhibitory promiscuity	+	0.9045	90.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4530	45.30%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8810	88.10%
Skin irritation	+	0.5182	51.82%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8481	84.81%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7943	79.43%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7430	74.30%
Acute Oral Toxicity (c)	III	0.4055	40.55%
Estrogen receptor binding	+	0.7429	74.29%
Androgen receptor binding	+	0.7790	77.90%
Thyroid receptor binding	+	0.5990	59.90%
Glucocorticoid receptor binding	+	0.5377	53.77%
Aromatase binding	+	0.5315	53.15%
PPAR gamma	+	0.7288	72.88%
Honey bee toxicity	-	0.6627	66.27%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9554	95.54%

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	99.18%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.92%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.62%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.97%	93.40%
CHEMBL2581	P07339	Cathepsin D	91.44%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.35%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.79%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.93%	94.45%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.54%	89.44%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	86.94%	97.23%
CHEMBL3401	O75469	Pregnane X receptor	86.85%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.49%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.52%	95.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.08%	83.10%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.55%	89.62%
CHEMBL4422	O14842	Free fatty acid receptor 1	82.34%	93.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.85%	85.11%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.74%	85.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.58%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.50%	93.99%

Plants that contains it

• Vatica pauciflora

Cross-Links

• PubChem: 101242506
• LOTUS: LTS0168971
• wikiData: Q105220962