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5-[(2R,3R,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxan-2-yl]peroxy-4-(3,4-dihydroxyphenyl)-7-methoxychromen-2-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 047a2267-1b50-4a63-a8e5-71961cdee855
Taxonomy Phenylpropanoids and polyketides > Neoflavonoids > Neoflavones
IUPAC Name 5-[(2R,3R,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxan-2-yl]peroxy-4-(3,4-dihydroxyphenyl)-7-methoxychromen-2-one
SMILES (Canonical) COC1=CC2=C(C(=CC(=O)O2)C3=CC(=C(C=C3)O)O)C(=C1)OOC4C(C(C(CO4)CO)O)O
SMILES (Isomeric) COC1=CC2=C(C(=CC(=O)O2)C3=CC(=C(C=C3)O)O)C(=C1)OO[C@@H]4[C@@H]([C@H]([C@H](CO4)CO)O)O
InChI InChI=1S/C22H22O11/c1-29-12-5-16-19(13(7-18(26)31-16)10-2-3-14(24)15(25)4-10)17(6-12)32-33-22-21(28)20(27)11(8-23)9-30-22/h2-7,11,20-25,27-28H,8-9H2,1H3/t11-,20-,21+,22+/m0/s1
InChI Key BDIFYHLEBJTHAL-LWRIQDNHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22O11
Molecular Weight 462.40 g/mol
Exact Mass 462.11621151 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.88
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(2R,3R,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxan-2-yl]peroxy-4-(3,4-dihydroxyphenyl)-7-methoxychromen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4930 49.30%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5702 57.02%
OATP2B1 inhibitior - 0.5642 56.42%
OATP1B1 inhibitior + 0.9176 91.76%
OATP1B3 inhibitior + 0.9739 97.39%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8094 80.94%
P-glycoprotein inhibitior - 0.5703 57.03%
P-glycoprotein substrate - 0.5393 53.93%
CYP3A4 substrate + 0.6262 62.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8412 84.12%
CYP3A4 inhibition - 0.8773 87.73%
CYP2C9 inhibition - 0.8377 83.77%
CYP2C19 inhibition - 0.8292 82.92%
CYP2D6 inhibition - 0.9300 93.00%
CYP1A2 inhibition - 0.8381 83.81%
CYP2C8 inhibition + 0.7201 72.01%
CYP inhibitory promiscuity - 0.6532 65.32%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9037 90.37%
Skin irritation - 0.8046 80.46%
Skin corrosion - 0.9491 94.91%
Ames mutagenesis + 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5844 58.44%
Micronuclear + 0.6574 65.74%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9144 91.44%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8449 84.49%
Acute Oral Toxicity (c) III 0.5946 59.46%
Estrogen receptor binding + 0.8214 82.14%
Androgen receptor binding + 0.8138 81.38%
Thyroid receptor binding + 0.5584 55.84%
Glucocorticoid receptor binding + 0.7522 75.22%
Aromatase binding + 0.5987 59.87%
PPAR gamma + 0.7964 79.64%
Honey bee toxicity - 0.7434 74.34%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6649 66.49%
Fish aquatic toxicity + 0.8346 83.46%

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 99.53% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.22% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.05% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.75% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.75% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.13% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.97% 86.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.86% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.51% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.14% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.04% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.44% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.31% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.98% 95.89%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 86.12% 80.78%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.85% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.33% 91.71%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 83.27% 95.53%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.85% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.44% 92.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.91% 93.99%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.63% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.34% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.28% 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.
Exostema caribaeum

Cross-Links

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PubChem 162820129
LOTUS LTS0140424
wikiData Q103815885