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3-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,9,17-tris(4-hydroxyphenyl)-6-[1-(4-hydroxyphenyl)-2-[3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethyl]-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

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 16922486-61c0-4792-ba18-bee04bde74d8
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]-2,9,17-tris(4-hydroxyphenyl)-6-[1-(4-hydroxyphenyl)-2-[3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethyl]-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)
SMILES (Isomeric)
InChI InChI=1S/C76H64O20/c77-32-56-69(89)71(91)72(92)76(95-56)93-50-22-33(21-45(83)27-50)23-51(34-1-11-40(78)12-2-34)64-70(90)67-62(53-29-49(87)31-55-61(53)59(39-24-46(84)26-47(85)25-39)73(94-55)37-7-17-43(81)18-8-37)58(36-5-15-42(80)16-6-36)65-57(35-3-13-41(79)14-4-35)60-52(28-48(86)30-54(60)88)63-68(66(65)67)75(64)96-74(63)38-9-19-44(82)20-10-38/h1-22,24-31,51,56-59,62-63,65,69,71-74,76-92H,23,32H2
InChI Key WMPBMVQBTNKOKJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C76H64O20
Molecular Weight 1297.30 g/mol
Exact Mass 1296.39909443 g/mol
Topological Polar Surface Area (TPSA) 361.00 Ų
XlogP 9.90
Atomic LogP (AlogP) 10.40
H-Bond Acceptor 20
H-Bond Donor 16
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,9,17-tris(4-hydroxyphenyl)-6-[1-(4-hydroxyphenyl)-2-[3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethyl]-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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5522 55.22%
Caco-2 - 0.8765 87.65%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6029 60.29%
OATP2B1 inhibitior - 0.8528 85.28%
OATP1B1 inhibitior + 0.7959 79.59%
OATP1B3 inhibitior + 0.9506 95.06%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8470 84.70%
P-glycoprotein inhibitior + 0.7209 72.09%
P-glycoprotein substrate + 0.6425 64.25%
CYP3A4 substrate + 0.7050 70.50%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.7492 74.92%
CYP3A4 inhibition - 0.8312 83.12%
CYP2C9 inhibition - 0.8559 85.59%
CYP2C19 inhibition - 0.7335 73.35%
CYP2D6 inhibition - 0.8687 86.87%
CYP1A2 inhibition - 0.8646 86.46%
CYP2C8 inhibition + 0.8208 82.08%
CYP inhibitory promiscuity - 0.5659 56.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5897 58.97%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8975 89.75%
Skin irritation - 0.7997 79.97%
Skin corrosion - 0.9544 95.44%
Ames mutagenesis + 0.5246 52.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8334 83.34%
Micronuclear + 0.6559 65.59%
Hepatotoxicity - 0.7468 74.68%
skin sensitisation - 0.8844 88.44%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8413 84.13%
Acute Oral Toxicity (c) III 0.4969 49.69%
Estrogen receptor binding + 0.7461 74.61%
Androgen receptor binding + 0.7392 73.92%
Thyroid receptor binding + 0.5728 57.28%
Glucocorticoid receptor binding - 0.4737 47.37%
Aromatase binding - 0.4933 49.33%
PPAR gamma + 0.7386 73.86%
Honey bee toxicity - 0.5962 59.62%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8372 83.72%

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 99.26% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.70% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.37% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.70% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.69% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 90.92% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 90.72% 95.93%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 90.64% 97.33%
CHEMBL1951 P21397 Monoamine oxidase A 89.79% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.47% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.24% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.99% 86.92%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.74% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.68% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.53% 99.17%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.99% 89.44%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.92% 100.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.40% 85.00%
CHEMBL4208 P20618 Proteasome component C5 83.05% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.61% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.83% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.44% 91.71%

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.
Upuna borneensis

Cross-Links

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PubChem 162853534
LOTUS LTS0249806
wikiData Q105308742