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5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(1S,2R,3S,4S,5S)-2,3,4-trihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl]chromen-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 2c015f1d-3b94-4b0c-b9fd-a5afb55bcfa7
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones
IUPAC Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(1S,2R,3S,4S,5S)-2,3,4-trihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl]chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H30O14/c28-8-17-22(35)24(37)25(38)27(41-17)40-16-5-11(20(33)23(36)21(16)34)18-12(30)6-13(31)19-14(32)7-15(39-26(18)19)9-1-3-10(29)4-2-9/h1-4,6-7,11,16-17,20-25,27-31,33-38H,5,8H2/t11-,16-,17+,20+,21+,22+,23-,24-,25+,27-/m0/s1
InChI Key RHTCOWHZTLXMFR-YIYRMNMZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O14
Molecular Weight 578.50 g/mol
Exact Mass 578.16355563 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -1.67
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 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(1S,2R,3S,4S,5S)-2,3,4-trihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl]chromen-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 - 0.5116 51.16%
Caco-2 - 0.9206 92.06%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.6068 60.68%
OATP2B1 inhibitior - 0.5523 55.23%
OATP1B1 inhibitior + 0.8861 88.61%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7328 73.28%
P-glycoprotein inhibitior - 0.6195 61.95%
P-glycoprotein substrate - 0.7221 72.21%
CYP3A4 substrate + 0.6414 64.14%
CYP2C9 substrate - 0.6326 63.26%
CYP2D6 substrate - 0.8448 84.48%
CYP3A4 inhibition - 0.9193 91.93%
CYP2C9 inhibition - 0.9296 92.96%
CYP2C19 inhibition - 0.9289 92.89%
CYP2D6 inhibition - 0.9513 95.13%
CYP1A2 inhibition - 0.9084 90.84%
CYP2C8 inhibition + 0.7218 72.18%
CYP inhibitory promiscuity - 0.7728 77.28%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7144 71.44%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9200 92.00%
Skin irritation - 0.8036 80.36%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis + 0.5236 52.36%
Human Ether-a-go-go-Related Gene inhibition - 0.3669 36.69%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.8446 84.46%
skin sensitisation - 0.9122 91.22%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8651 86.51%
Acute Oral Toxicity (c) III 0.4045 40.45%
Estrogen receptor binding + 0.7850 78.50%
Androgen receptor binding + 0.7356 73.56%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5140 51.40%
Aromatase binding + 0.6341 63.41%
PPAR gamma + 0.7568 75.68%
Honey bee toxicity - 0.6507 65.07%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8218 82.18%

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 99.47% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.78% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.49% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.15% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.46% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.23% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.47% 86.92%
CHEMBL242 Q92731 Estrogen receptor beta 90.79% 98.35%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.28% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.80% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.65% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.02% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.02% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.60% 99.15%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.39% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.00% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.81% 91.71%
CHEMBL220 P22303 Acetylcholinesterase 84.12% 94.45%
CHEMBL3194 P02766 Transthyretin 83.77% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.64% 86.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.23% 91.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.36% 95.89%
CHEMBL308 P06493 Cyclin-dependent kinase 1 81.30% 91.73%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 81.26% 89.23%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.17% 91.24%

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.
Leucanthemum vulgare

Cross-Links

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PubChem 162965225
LOTUS LTS0058585
wikiData Q105236603