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[3,5-Dihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

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 186edbc7-d892-4b46-8de2-1aedc082b289
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [3,5-dihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1C(OC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)OC(=O)C=CC5=CC=C(C=C5)O)O)C6=CC=C(C=C6)O
SMILES (Isomeric) C1C(OC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)OC(=O)C=CC5=CC=C(C=C5)O)O)C6=CC=C(C=C6)O
InChI InChI=1S/C39H34O14/c40-24-9-1-21(2-10-24)5-15-33(45)49-20-32-36(47)38(53-34(46)16-6-22-3-11-25(41)12-4-22)37(48)39(52-32)50-27-17-28(43)35-29(44)19-30(51-31(35)18-27)23-7-13-26(42)14-8-23/h1-18,30,32,36-43,47-48H,19-20H2
InChI Key YHSNRKOEKHUGSK-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H34O14
Molecular Weight 726.70 g/mol
Exact Mass 726.19485575 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,5-Dihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7121 71.21%
Caco-2 - 0.8975 89.75%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.5873 58.73%
OATP2B1 inhibitior - 0.7086 70.86%
OATP1B1 inhibitior + 0.8962 89.62%
OATP1B3 inhibitior + 0.8936 89.36%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7783 77.83%
P-glycoprotein inhibitior + 0.7211 72.11%
P-glycoprotein substrate - 0.6853 68.53%
CYP3A4 substrate + 0.6682 66.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8636 86.36%
CYP3A4 inhibition - 0.8798 87.98%
CYP2C9 inhibition - 0.6223 62.23%
CYP2C19 inhibition - 0.8031 80.31%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9401 94.01%
CYP2C8 inhibition + 0.7075 70.75%
CYP inhibitory promiscuity - 0.5877 58.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6630 66.30%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8998 89.98%
Skin irritation - 0.8011 80.11%
Skin corrosion - 0.9581 95.81%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6545 65.45%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8779 87.79%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8217 82.17%
Acute Oral Toxicity (c) III 0.3781 37.81%
Estrogen receptor binding + 0.7856 78.56%
Androgen receptor binding + 0.6456 64.56%
Thyroid receptor binding + 0.5404 54.04%
Glucocorticoid receptor binding + 0.6033 60.33%
Aromatase binding - 0.4901 49.01%
PPAR gamma + 0.7147 71.47%
Honey bee toxicity - 0.6912 69.12%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9625 96.25%

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 99.64% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.38% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.16% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.23% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.10% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.46% 86.33%
CHEMBL3194 P02766 Transthyretin 91.97% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.44% 95.56%
CHEMBL4208 P20618 Proteasome component C5 89.99% 90.00%
CHEMBL2581 P07339 Cathepsin D 88.69% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.57% 94.80%
CHEMBL5255 O00206 Toll-like receptor 4 87.60% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 87.37% 95.93%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.33% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.69% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.30% 99.15%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 85.23% 97.03%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.95% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.42% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 84.32% 94.73%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.80% 89.67%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.09% 95.64%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.58% 99.23%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.09% 80.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.27% 95.78%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.38% 85.00%

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.
Mabea caudata
Mabea fistulifera

Cross-Links

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PubChem 74107713
LOTUS LTS0002653
wikiData Q105348589