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(2S,3R)-5,7-dihydroxy-3-[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-8-yl]-2-(4-hydroxyphenyl)chroman-4-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 50c4586a-e863-4360-b7bf-acac6fa7e4cb
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (2S)-8-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical) C1C(OC2=C(C1=O)C(=CC(=C2C3C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)CO)O)O)O)O)C7=CC=C(C=C7)O
SMILES (Isomeric) C1[C@H](OC2=C(C1=O)C(=CC(=C2[C@@H]3[C@H](OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C7=CC=C(C=C7)O
InChI InChI=1S/C36H32O15/c37-13-25-30(44)32(46)33(47)36(51-25)50-24-12-21(43)26-20(42)11-22(14-1-5-16(38)6-2-14)48-35(26)28(24)29-31(45)27-19(41)9-18(40)10-23(27)49-34(29)15-3-7-17(39)8-4-15/h1-10,12,22,25,29-30,32-34,36-41,43-44,46-47H,11,13H2/t22-,25+,29-,30+,32-,33+,34+,36+/m0/s1
InChI Key XDIGGNGQHOSYOL-CALYIKIKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H32O15
Molecular Weight 704.60 g/mol
Exact Mass 704.17412031 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.20
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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MULTIFLORASIDE
GB-1a 7'-glucoside
CHEMBL451411
(2S,3R)-5,7-dihydroxy-3-[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-8-yl]-2-(4-hydroxyphenyl)chroman-4-one
[3,8'-Bi-2H-1-benzopyran]-4,4'(3H,3'H)-dione, 7'-(.beta.-D-glucopyranosyloxy)-5,5',7-trihydroxy-2,2'-bis(4-hydroxyphenyl)-

2D Structure

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2D Structure of (2S,3R)-5,7-dihydroxy-3-[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-8-yl]-2-(4-hydroxyphenyl)chroman-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6249 62.49%
Caco-2 - 0.9217 92.17%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5589 55.89%
OATP2B1 inhibitior - 0.8429 84.29%
OATP1B1 inhibitior + 0.8724 87.24%
OATP1B3 inhibitior + 0.9680 96.80%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8636 86.36%
P-glycoprotein inhibitior + 0.6389 63.89%
P-glycoprotein substrate - 0.7087 70.87%
CYP3A4 substrate + 0.6483 64.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8403 84.03%
CYP3A4 inhibition - 0.9184 91.84%
CYP2C9 inhibition - 0.9174 91.74%
CYP2C19 inhibition - 0.9299 92.99%
CYP2D6 inhibition - 0.9641 96.41%
CYP1A2 inhibition - 0.9320 93.20%
CYP2C8 inhibition + 0.6973 69.73%
CYP inhibitory promiscuity - 0.8782 87.82%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7263 72.63%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.8944 89.44%
Skin irritation - 0.8274 82.74%
Skin corrosion - 0.9638 96.38%
Ames mutagenesis + 0.5599 55.99%
Human Ether-a-go-go-Related Gene inhibition + 0.8415 84.15%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.9201 92.01%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7755 77.55%
Acute Oral Toxicity (c) IV 0.4205 42.05%
Estrogen receptor binding + 0.8128 81.28%
Androgen receptor binding + 0.6997 69.97%
Thyroid receptor binding + 0.5197 51.97%
Glucocorticoid receptor binding - 0.5560 55.60%
Aromatase binding - 0.5568 55.68%
PPAR gamma + 0.7056 70.56%
Honey bee toxicity - 0.7118 71.18%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6049 60.49%
Fish aquatic toxicity + 0.8695 86.95%

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 99.48% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.02% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.23% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.92% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.88% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.53% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.65% 94.00%
CHEMBL4208 P20618 Proteasome component C5 87.13% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.88% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 86.61% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.58% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.39% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.67% 99.23%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.44% 95.78%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.81% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.71% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.34% 95.89%
CHEMBL3194 P02766 Transthyretin 81.09% 90.71%
CHEMBL2535 P11166 Glucose transporter 80.30% 98.75%

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.
Garcinia multiflora
Liatris ohlingerae
Liatris pauciflora var. secunda

Cross-Links

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PubChem 466322
NPASS NPC168789
LOTUS LTS0187282
wikiData Q105342417