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[5-[8-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-2,3-bis[(3,4,5-trihydroxybenzoyl)oxy]phenyl] 3,4,5-trihydroxybenzoate

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 6dbdc729-f9df-4afc-84de-77fe171e1f11
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name [5-[8-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-2,3-bis[(3,4,5-trihydroxybenzoyl)oxy]phenyl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C(C(=CC(=C34)O)O)C5C(C(OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C(=C8)OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
SMILES (Isomeric) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C(C(=CC(=C34)O)O)C5C(C(OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C(=C8)OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
InChI InChI=1S/C66H50O31/c67-26-15-33(73)47-44(16-26)92-59(21-2-4-29(69)32(72)6-21)56(87)51(47)49-35(75)19-36(76)50-52(48-34(74)18-30(70)27-17-43(83)58(95-61(27)48)20-1-3-28(68)31(71)5-20)57(88)60(96-63(49)50)22-13-45(93-64(89)23-7-37(77)53(84)38(78)8-23)62(97-66(91)25-11-41(81)55(86)42(82)12-25)46(14-22)94-65(90)24-9-39(79)54(85)40(80)10-24/h1-16,18-19,43,51-52,56-60,67-88H,17H2
InChI Key NBDSERKPLXKKBN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C66H50O31
Molecular Weight 1339.10 g/mol
Exact Mass 1338.23360479 g/mol
Topological Polar Surface Area (TPSA) 552.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 6.04
H-Bond Acceptor 31
H-Bond Donor 22
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-[8-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-2,3-bis[(3,4,5-trihydroxybenzoyl)oxy]phenyl] 3,4,5-trihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7522 75.22%
Caco-2 - 0.8742 87.42%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5400 54.00%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.9018 90.18%
OATP1B3 inhibitior + 0.9015 90.15%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6802 68.02%
P-glycoprotein inhibitior + 0.7270 72.70%
P-glycoprotein substrate - 0.5485 54.85%
CYP3A4 substrate + 0.6727 67.27%
CYP2C9 substrate - 0.7962 79.62%
CYP2D6 substrate - 0.7126 71.26%
CYP3A4 inhibition - 0.8750 87.50%
CYP2C9 inhibition - 0.9327 93.27%
CYP2C19 inhibition - 0.9247 92.47%
CYP2D6 inhibition - 0.9565 95.65%
CYP1A2 inhibition - 0.9524 95.24%
CYP2C8 inhibition + 0.8597 85.97%
CYP inhibitory promiscuity - 0.9675 96.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6516 65.16%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8931 89.31%
Skin irritation - 0.7044 70.44%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis + 0.5246 52.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7218 72.18%
Micronuclear + 0.8659 86.59%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8720 87.20%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8577 85.77%
Acute Oral Toxicity (c) IV 0.3857 38.57%
Estrogen receptor binding + 0.7452 74.52%
Androgen receptor binding + 0.7629 76.29%
Thyroid receptor binding + 0.5422 54.22%
Glucocorticoid receptor binding - 0.5374 53.74%
Aromatase binding + 0.5359 53.59%
PPAR gamma + 0.7099 70.99%
Honey bee toxicity - 0.6707 67.07%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8977 89.77%

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 99.70% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.25% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.43% 96.09%
CHEMBL3194 P02766 Transthyretin 95.98% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.56% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.87% 97.09%
CHEMBL2535 P11166 Glucose transporter 92.86% 98.75%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.90% 83.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.93% 99.17%
CHEMBL4208 P20618 Proteasome component C5 89.34% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.49% 94.00%
CHEMBL236 P41143 Delta opioid receptor 86.79% 99.35%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.19% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.74% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.48% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.01% 95.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.24% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 81.75% 94.73%
CHEMBL233 P35372 Mu opioid receptor 81.68% 97.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.33% 99.23%

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.
Geranium sanguineum

Cross-Links

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PubChem 162842813
LOTUS LTS0240327
wikiData Q105176719