(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7,8-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

Details

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Internal ID 96e6b211-7e6e-4d6c-86de-18692852b345
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7,8-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
SMILES (Canonical) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C3C=CC(=C4O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
SMILES (Isomeric) C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@H]3[C@@H]([C@H](OC4=C3C=CC(=C4O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
InChI InChI=1S/C30H26O12/c31-15-4-1-11(7-19(15)35)27-22(38)9-14-18(34)10-21(37)24(29(14)41-27)23-13-3-6-17(33)25(39)30(13)42-28(26(23)40)12-2-5-16(32)20(36)8-12/h1-8,10,22-23,26-28,31-40H,9H2/t22-,23-,26-,27+,28+/m0/s1
InChI Key GWAGSHLIBBXJIA-SLVVTIOOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H26O12
Molecular Weight 578.50 g/mol
Exact Mass 578.14242626 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 12
H-Bond Donor 10
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7,8-trihydroxy-3,4-dihydro-2H-chromen-4-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 + 0.8698 86.98%
Caco-2 - 0.9046 90.46%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.4793 47.93%
OATP2B1 inhibitior - 0.5619 56.19%
OATP1B1 inhibitior + 0.9322 93.22%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8683 86.83%
P-glycoprotein inhibitior + 0.7040 70.40%
P-glycoprotein substrate - 0.7292 72.92%
CYP3A4 substrate + 0.5901 59.01%
CYP2C9 substrate - 0.5994 59.94%
CYP2D6 substrate + 0.5264 52.64%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9155 91.55%
CYP2C8 inhibition + 0.6484 64.84%
CYP inhibitory promiscuity - 0.8625 86.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6139 61.39%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8200 82.00%
Skin irritation - 0.6044 60.44%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8886 88.86%
Micronuclear + 0.7859 78.59%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.7665 76.65%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8341 83.41%
Acute Oral Toxicity (c) IV 0.5696 56.96%
Estrogen receptor binding + 0.7523 75.23%
Androgen receptor binding + 0.7421 74.21%
Thyroid receptor binding + 0.6726 67.26%
Glucocorticoid receptor binding + 0.5799 57.99%
Aromatase binding - 0.5756 57.56%
PPAR gamma + 0.7561 75.61%
Honey bee toxicity - 0.8385 83.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.6855 68.55%

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 99.62% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.68% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.14% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.89% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.68% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.00% 99.15%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 89.79% 96.42%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.42% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 86.71% 94.73%
CHEMBL2535 P11166 Glucose transporter 86.06% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.53% 95.56%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 84.35% 97.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.34% 94.45%
CHEMBL2581 P07339 Cathepsin D 82.39% 98.95%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.80% 85.11%

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.
Prosopis glandulosa

Cross-Links

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PubChem 162960070
LOTUS LTS0094117
wikiData Q105022116