7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxychromen-4-one

Details

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Internal ID 9d8c4480-c6d7-4a85-a717-5492df28fccf
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)C=COC4=C3)O)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=O)C=COC4=C3)O)CO)O)O)O)O)O
InChI InChI=1S/C21H26O13/c1-7-14(25)16(27)18(29)20(31-7)34-19-17(28)15(26)12(6-22)33-21(19)32-8-4-10(24)13-9(23)2-3-30-11(13)5-8/h2-5,7,12,14-22,24-29H,6H2,1H3/t7-,12+,14-,15+,16+,17-,18+,19+,20-,21+/m0/s1
InChI Key MNBSBRMQJLTPNQ-MBEZSMKLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26O13
Molecular Weight 486.40 g/mol
Exact Mass 486.13734088 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -2.47
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxychromen-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 - 0.5998 59.98%
Caco-2 - 0.8597 85.97%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6483 64.83%
OATP2B1 inhibitior - 0.7040 70.40%
OATP1B1 inhibitior + 0.9424 94.24%
OATP1B3 inhibitior + 0.9671 96.71%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.7458 74.58%
P-glycoprotein inhibitior - 0.8325 83.25%
P-glycoprotein substrate - 0.7360 73.60%
CYP3A4 substrate + 0.6062 60.62%
CYP2C9 substrate - 0.6986 69.86%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.9417 94.17%
CYP2C9 inhibition - 0.9552 95.52%
CYP2C19 inhibition - 0.9427 94.27%
CYP2D6 inhibition - 0.9493 94.93%
CYP1A2 inhibition - 0.9020 90.20%
CYP2C8 inhibition - 0.5636 56.36%
CYP inhibitory promiscuity - 0.8183 81.83%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6495 64.95%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9426 94.26%
Skin irritation - 0.8214 82.14%
Skin corrosion - 0.9690 96.90%
Ames mutagenesis + 0.5599 55.99%
Human Ether-a-go-go-Related Gene inhibition - 0.5509 55.09%
Micronuclear + 0.5633 56.33%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.9235 92.35%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8506 85.06%
Acute Oral Toxicity (c) III 0.6607 66.07%
Estrogen receptor binding + 0.6849 68.49%
Androgen receptor binding - 0.6271 62.71%
Thyroid receptor binding + 0.6204 62.04%
Glucocorticoid receptor binding + 0.5806 58.06%
Aromatase binding + 0.7527 75.27%
PPAR gamma + 0.7769 77.69%
Honey bee toxicity - 0.7268 72.68%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.7355 73.55%

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 99.90% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.61% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.31% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.86% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.00% 97.36%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.08% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.33% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 90.08% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 89.58% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.27% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.81% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.64% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.67% 97.09%
CHEMBL4208 P20618 Proteasome component C5 83.36% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.79% 86.92%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.67% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.50% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.84% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.48% 95.83%

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.
Ailanthus integrifolia

Cross-Links

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PubChem 101450424
NPASS NPC145347
LOTUS LTS0183031
wikiData Q105168260