[2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 4-hydroxybenzoate

Details

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Internal ID 7716985d-e77d-45a5-80f3-6ce52090217b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name [2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 4-hydroxybenzoate
SMILES (Canonical) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)OC(=O)C7=CC=C(C=C7)O
SMILES (Isomeric) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)OC(=O)C7=CC=C(C=C7)O
InChI InChI=1S/C37H30O14/c38-18-5-1-15(2-6-18)37(48)50-29-13-20-23(42)14-27(46)31(36(20)51-34(29)16-3-7-21(40)24(43)9-16)32-30-26(45)11-19(39)12-28(30)49-35(33(32)47)17-4-8-22(41)25(44)10-17/h1-12,14,29,32-35,38-47H,13H2
InChI Key VHPDCVNZJKAHEU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H30O14
Molecular Weight 698.60 g/mol
Exact Mass 698.16355563 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.57
H-Bond Acceptor 14
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 [2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 4-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8063 80.63%
Caco-2 - 0.9137 91.37%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6485 64.85%
OATP2B1 inhibitior - 0.7023 70.23%
OATP1B1 inhibitior + 0.8632 86.32%
OATP1B3 inhibitior - 0.4057 40.57%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9070 90.70%
P-glycoprotein inhibitior + 0.7250 72.50%
P-glycoprotein substrate - 0.6465 64.65%
CYP3A4 substrate + 0.6669 66.69%
CYP2C9 substrate - 0.7962 79.62%
CYP2D6 substrate - 0.7126 71.26%
CYP3A4 inhibition - 0.7658 76.58%
CYP2C9 inhibition - 0.8173 81.73%
CYP2C19 inhibition - 0.7636 76.36%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.8594 85.94%
CYP2C8 inhibition + 0.8484 84.84%
CYP inhibitory promiscuity - 0.8411 84.11%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6439 64.39%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8826 88.26%
Skin irritation - 0.6484 64.84%
Skin corrosion - 0.9586 95.86%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8641 86.41%
Micronuclear + 0.8659 86.59%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8408 84.08%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.4942 49.42%
Acute Oral Toxicity (c) IV 0.3703 37.03%
Estrogen receptor binding + 0.8069 80.69%
Androgen receptor binding + 0.8059 80.59%
Thyroid receptor binding + 0.5741 57.41%
Glucocorticoid receptor binding + 0.5823 58.23%
Aromatase binding - 0.6022 60.22%
PPAR gamma + 0.6931 69.31%
Honey bee toxicity - 0.7355 73.55%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9003 90.03%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.03% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.91% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.31% 83.82%
CHEMBL3194 P02766 Transthyretin 95.19% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.90% 96.09%
CHEMBL2535 P11166 Glucose transporter 93.85% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.03% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.93% 89.00%
CHEMBL4208 P20618 Proteasome component C5 90.33% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.95% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.83% 99.17%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 87.91% 96.37%
CHEMBL2581 P07339 Cathepsin D 87.11% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.76% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.62% 95.89%
CHEMBL236 P41143 Delta opioid receptor 84.52% 99.35%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 83.67% 97.53%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.16% 89.67%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.82% 95.78%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.81% 83.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.51% 95.56%

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.
Hamamelis virginiana

Cross-Links

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PubChem 85229060
LOTUS LTS0164024
wikiData Q105286550