1-[2,4-Dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-hydroxy-3-(4-hydroxyphenyl)propan-1-one

Details

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Internal ID b508e30d-a2d4-4569-8c3f-76aadda8ea4e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 1-[2,4-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-hydroxy-3-(4-hydroxyphenyl)propan-1-one
SMILES (Canonical) C1=CC(=CC=C1C(CC(=O)C2=C(C(=C(C=C2)O)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C(CC(=O)C2=C(C(=C(C=C2)O)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
InChI InChI=1S/C21H24O11/c22-8-15-17(28)18(29)19(30)21(31-15)32-20-12(24)6-5-11(16(20)27)14(26)7-13(25)9-1-3-10(23)4-2-9/h1-6,13,15,17-19,21-25,27-30H,7-8H2
InChI Key ILCFBPOKGGZIAL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24O11
Molecular Weight 452.40 g/mol
Exact Mass 452.13186158 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.71
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[2,4-Dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-hydroxy-3-(4-hydroxyphenyl)propan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6716 67.16%
Caco-2 - 0.9303 93.03%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5790 57.90%
OATP2B1 inhibitior - 0.5535 55.35%
OATP1B1 inhibitior + 0.8755 87.55%
OATP1B3 inhibitior + 0.8714 87.14%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5809 58.09%
P-glycoprotein inhibitior - 0.7216 72.16%
P-glycoprotein substrate - 0.8302 83.02%
CYP3A4 substrate + 0.5491 54.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.8954 89.54%
CYP2C9 inhibition - 0.9358 93.58%
CYP2C19 inhibition - 0.9634 96.34%
CYP2D6 inhibition - 0.9290 92.90%
CYP1A2 inhibition - 0.9521 95.21%
CYP2C8 inhibition + 0.4456 44.56%
CYP inhibitory promiscuity - 0.8706 87.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7485 74.85%
Eye corrosion - 0.9952 99.52%
Eye irritation - 0.8457 84.57%
Skin irritation - 0.8143 81.43%
Skin corrosion - 0.9692 96.92%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3632 36.32%
Micronuclear + 0.5592 55.92%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8262 82.62%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6851 68.51%
Acute Oral Toxicity (c) III 0.6965 69.65%
Estrogen receptor binding + 0.6940 69.40%
Androgen receptor binding - 0.4840 48.40%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.5609 56.09%
PPAR gamma + 0.6541 65.41%
Honey bee toxicity - 0.6528 65.28%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.8050 80.50%
Fish aquatic toxicity + 0.7210 72.10%

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 99.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.35% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.05% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.05% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.73% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.18% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.17% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 84.32% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.18% 85.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.16% 94.00%
CHEMBL4208 P20618 Proteasome component C5 83.32% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.95% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.02% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.19% 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.
Pterocarpus marsupium

Cross-Links

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PubChem 75072121
LOTUS LTS0128097
wikiData Q105115084