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(2R)-9,10,11-trihydroxy-2-(4-hydroxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-[1]benzofuro[6,7-c]isochromen-7-one

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 58c3a37a-bce5-40f4-8d9b-9ff44054bb2c
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R)-9,10,11-trihydroxy-2-(4-hydroxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-[1]benzofuro[6,7-c]isochromen-7-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H24O13/c28-8-17-21(32)23(34)24(35)27(40-17)39-15-7-16-19(18-12(26(36)38-16)5-13(30)20(31)22(18)33)25-11(15)6-14(37-25)9-1-3-10(29)4-2-9/h1-5,7,14,17,21,23-24,27-35H,6,8H2/t14-,17-,21-,23+,24-,27-/m1/s1
InChI Key BNHQQRPAHBTLKE-BSGODVDVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H24O13
Molecular Weight 556.50 g/mol
Exact Mass 556.12169082 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.62
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-9,10,11-trihydroxy-2-(4-hydroxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-[1]benzofuro[6,7-c]isochromen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6381 63.81%
Caco-2 - 0.9212 92.12%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6970 69.70%
OATP2B1 inhibitior - 0.5570 55.70%
OATP1B1 inhibitior + 0.8555 85.55%
OATP1B3 inhibitior + 0.9316 93.16%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6827 68.27%
P-glycoprotein inhibitior + 0.5900 59.00%
P-glycoprotein substrate - 0.5381 53.81%
CYP3A4 substrate + 0.6474 64.74%
CYP2C9 substrate - 0.8100 81.00%
CYP2D6 substrate - 0.8398 83.98%
CYP3A4 inhibition - 0.8405 84.05%
CYP2C9 inhibition - 0.8756 87.56%
CYP2C19 inhibition - 0.8539 85.39%
CYP2D6 inhibition - 0.9116 91.16%
CYP1A2 inhibition - 0.8603 86.03%
CYP2C8 inhibition + 0.6986 69.86%
CYP inhibitory promiscuity - 0.5982 59.82%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6322 63.22%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.8025 80.25%
Skin corrosion - 0.9617 96.17%
Ames mutagenesis + 0.5346 53.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7991 79.91%
Micronuclear + 0.6833 68.33%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8866 88.66%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8739 87.39%
Acute Oral Toxicity (c) III 0.5186 51.86%
Estrogen receptor binding + 0.7927 79.27%
Androgen receptor binding + 0.6755 67.55%
Thyroid receptor binding + 0.5210 52.10%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7030 70.30%
Honey bee toxicity - 0.7203 72.03%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5699 56.99%
Fish aquatic toxicity + 0.8655 86.55%

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 99.82% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.85% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.23% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 95.73% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.78% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.72% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.93% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.13% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 89.10% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.94% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.51% 95.78%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 88.19% 85.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.00% 95.64%
CHEMBL3194 P02766 Transthyretin 87.71% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.23% 95.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.48% 95.83%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.44% 96.21%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.84% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.81% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 82.30% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.02% 99.15%
CHEMBL5485 P14920 D-amino-acid oxidase 81.02% 96.57%

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.
There are no matching plants.

Cross-Links

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PubChem 76328405
LOTUS LTS0100785
wikiData Q104938798