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2-[3-hydroxy-5-[4-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1-benzofuran-3-yl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 63bc27f1-96ba-4bf0-952c-39f742db9be2
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 2-[3-hydroxy-5-[4-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1-benzofuran-3-yl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C1=CC(=CC=C1C=CC2=C3C(C(OC3=CC(=C2)O)C4=CC=C(C=C4)O)C5=C6C(C(OC6=CC(=C5)OC7C(C(C(C(O7)CO)O)O)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)OC1C(C(C(C(O1)CO)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C/C2=C3C(C(OC3=CC(=C2)O)C4=CC=C(C=C4)O)C5=C6C(C(OC6=CC(=C5)OC7C(C(C(C(O7)CO)O)O)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)OC1C(C(C(C(O1)CO)O)O)O)O)O
InChI InChI=1S/C54H52O19/c55-22-39-45(62)47(64)49(66)53(72-39)68-34-17-28(16-32(60)18-34)42-43-36(20-35(69-54-50(67)48(65)46(63)40(23-56)73-54)21-38(43)71-51(42)25-5-11-30(58)12-6-25)44-41-27(4-1-24-2-9-29(57)10-3-24)15-33(61)19-37(41)70-52(44)26-7-13-31(59)14-8-26/h1-21,39-40,42,44-67H,22-23H2/b4-1+
InChI Key VAKPECSFQPSYGO-DAFODLJHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H52O19
Molecular Weight 1005.00 g/mol
Exact Mass 1004.31027942 g/mol
Topological Polar Surface Area (TPSA) 318.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.27
H-Bond Acceptor 19
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[3-hydroxy-5-[4-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1-benzofuran-3-yl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5892 58.92%
Caco-2 - 0.8873 88.73%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6106 61.06%
OATP2B1 inhibitior - 0.8489 84.89%
OATP1B1 inhibitior + 0.8282 82.82%
OATP1B3 inhibitior + 0.9649 96.49%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7941 79.41%
P-glycoprotein inhibitior + 0.6835 68.35%
P-glycoprotein substrate - 0.7023 70.23%
CYP3A4 substrate + 0.6546 65.46%
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 + 0.7972 79.72%
CYP inhibitory promiscuity + 0.6287 62.87%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5320 53.20%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.8939 89.39%
Skin irritation - 0.8137 81.37%
Skin corrosion - 0.9545 95.45%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8803 88.03%
Micronuclear + 0.6459 64.59%
Hepatotoxicity - 0.8144 81.44%
skin sensitisation - 0.8530 85.30%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.5570 55.70%
Acute Oral Toxicity (c) III 0.5369 53.69%
Estrogen receptor binding + 0.7942 79.42%
Androgen receptor binding + 0.6779 67.79%
Thyroid receptor binding + 0.5581 55.81%
Glucocorticoid receptor binding - 0.5632 56.32%
Aromatase binding - 0.4834 48.34%
PPAR gamma + 0.7673 76.73%
Honey bee toxicity - 0.6572 65.72%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9041 90.41%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.49% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.23% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 91.87% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.59% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.12% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.52% 86.92%
CHEMBL3194 P02766 Transthyretin 90.37% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.03% 99.17%
CHEMBL2581 P07339 Cathepsin D 88.78% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.34% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.15% 86.33%
CHEMBL242 Q92731 Estrogen receptor beta 87.32% 98.35%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.62% 89.67%
CHEMBL226 P30542 Adenosine A1 receptor 85.55% 95.93%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.27% 91.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.24% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.79% 95.56%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.02% 95.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.12% 94.45%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Foeniculum vulgare

Cross-Links

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PubChem 131753167
LOTUS LTS0203179
wikiData Q105282810