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(2R,3R,4S)-8-[(2S,4R)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(4-hydroxyphenyl)-4-[(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-3,4-dihydro-2H-chromene-3,5,7-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 2da645e8-f524-4168-8530-e36505dcb203
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (2R,3R,4S)-8-[(2S,4R)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(4-hydroxyphenyl)-4-[(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
SMILES (Canonical) C1C(C2=C(C=C(C=C2)O)OC1C3=CC=C(C=C3)O)C4=C5C(=C(C=C4O)O)C(C(C(O5)C6=CC=C(C=C6)O)O)C7=C(C=C(C8=C7OC(C(C8)O)C9=CC=C(C=C9)O)O)O
SMILES (Isomeric) C1[C@H](C2=C(C=C(C=C2)O)O[C@@H]1C3=CC=C(C=C3)O)C4=C5C(=C(C=C4O)O)[C@@H]([C@H]([C@H](O5)C6=CC=C(C=C6)O)O)C7=C(C=C(C8=C7O[C@@H]([C@@H](C8)O)C9=CC=C(C=C9)O)O)O
InChI InChI=1S/C45H38O13/c46-23-7-1-20(2-8-23)35-17-28(27-14-13-26(49)15-36(27)56-35)37-31(51)19-33(53)39-40(41(55)43(58-45(37)39)22-5-11-25(48)12-6-22)38-32(52)18-30(50)29-16-34(54)42(57-44(29)38)21-3-9-24(47)10-4-21/h1-15,18-19,28,34-35,40-43,46-55H,16-17H2/t28-,34-,35+,40+,41-,42-,43-/m1/s1
InChI Key FENTTYNAYLMXDB-ZYMAFYIWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H38O13
Molecular Weight 786.80 g/mol
Exact Mass 786.23124126 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.65
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S)-8-[(2S,4R)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(4-hydroxyphenyl)-4-[(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8663 86.63%
Caco-2 - 0.8941 89.41%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.4879 48.79%
OATP2B1 inhibitior - 0.8485 84.85%
OATP1B1 inhibitior + 0.8054 80.54%
OATP1B3 inhibitior - 0.2731 27.31%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9194 91.94%
P-glycoprotein inhibitior + 0.7276 72.76%
P-glycoprotein substrate - 0.5187 51.87%
CYP3A4 substrate + 0.6557 65.57%
CYP2C9 substrate - 0.5992 59.92%
CYP2D6 substrate + 0.5931 59.31%
CYP3A4 inhibition - 0.7904 79.04%
CYP2C9 inhibition - 0.5468 54.68%
CYP2C19 inhibition - 0.6064 60.64%
CYP2D6 inhibition - 0.8328 83.28%
CYP1A2 inhibition - 0.8119 81.19%
CYP2C8 inhibition + 0.7879 78.79%
CYP inhibitory promiscuity - 0.7222 72.22%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5721 57.21%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.8908 89.08%
Skin irritation - 0.5984 59.84%
Skin corrosion - 0.9344 93.44%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8711 87.11%
Micronuclear + 0.7659 76.59%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8139 81.39%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.5732 57.32%
Acute Oral Toxicity (c) IV 0.3430 34.30%
Estrogen receptor binding + 0.8011 80.11%
Androgen receptor binding + 0.7797 77.97%
Thyroid receptor binding + 0.5990 59.90%
Glucocorticoid receptor binding - 0.5064 50.64%
Aromatase binding - 0.5387 53.87%
PPAR gamma + 0.7282 72.82%
Honey bee toxicity - 0.7582 75.82%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.6591 65.91%

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 99.05% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 97.91% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.53% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.42% 96.09%
CHEMBL2535 P11166 Glucose transporter 90.69% 98.75%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 90.50% 96.42%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.05% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.29% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.03% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.74% 94.45%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 86.18% 97.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.17% 95.89%
CHEMBL236 P41143 Delta opioid receptor 84.55% 99.35%
CHEMBL2581 P07339 Cathepsin D 84.33% 98.95%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.78% 85.11%
CHEMBL226 P30542 Adenosine A1 receptor 81.75% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.70% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.73% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.64% 89.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.36% 99.17%
CHEMBL217 P14416 Dopamine D2 receptor 80.33% 95.62%

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.
Cassia fistula

Cross-Links

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PubChem 14015932
LOTUS LTS0173972
wikiData Q104994074