4-[(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]oxychromeno[4,3-b]chromene-6,7-dione

Details

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Internal ID f9379aea-efc8-49ee-b8a1-339024a51ed0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 4-[(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]oxychromeno[4,3-b]chromene-6,7-dione
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC=CC4=C3OC(=O)C5=C4OC6=CC=CC=C6C5=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=CC4=C3OC(=O)C5=C4OC6=CC=CC=C6C5=O)CO)O)O)O)O)O
InChI InChI=1S/C28H28O14/c1-10-17(30)20(33)22(35)27(37-10)42-25-21(34)19(32)15(9-29)40-28(25)39-14-8-4-6-12-23(14)41-26(36)16-18(31)11-5-2-3-7-13(11)38-24(12)16/h2-8,10,15,17,19-22,25,27-30,32-35H,9H2,1H3/t10-,15+,17-,19+,20+,21-,22+,25+,27-,28+/m0/s1
InChI Key UHWGYDZWMICLSK-RPXMHYTLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H28O14
Molecular Weight 588.50 g/mol
Exact Mass 588.14790556 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.92
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(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]oxychromeno[4,3-b]chromene-6,7-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6984 69.84%
Caco-2 - 0.9051 90.51%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6247 62.47%
OATP2B1 inhibitior - 0.8370 83.70%
OATP1B1 inhibitior + 0.9027 90.27%
OATP1B3 inhibitior + 0.9749 97.49%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8617 86.17%
P-glycoprotein inhibitior - 0.5621 56.21%
P-glycoprotein substrate + 0.5372 53.72%
CYP3A4 substrate + 0.6694 66.94%
CYP2C9 substrate - 0.8232 82.32%
CYP2D6 substrate - 0.8681 86.81%
CYP3A4 inhibition - 0.9456 94.56%
CYP2C9 inhibition - 0.9432 94.32%
CYP2C19 inhibition - 0.9435 94.35%
CYP2D6 inhibition - 0.9635 96.35%
CYP1A2 inhibition - 0.9395 93.95%
CYP2C8 inhibition + 0.4716 47.16%
CYP inhibitory promiscuity - 0.9012 90.12%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6569 65.69%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9454 94.54%
Skin irritation - 0.8408 84.08%
Skin corrosion - 0.9632 96.32%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6857 68.57%
Micronuclear + 0.5933 59.33%
Hepatotoxicity - 0.6196 61.96%
skin sensitisation - 0.9314 93.14%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8243 82.43%
Acute Oral Toxicity (c) III 0.6175 61.75%
Estrogen receptor binding + 0.7847 78.47%
Androgen receptor binding + 0.6494 64.94%
Thyroid receptor binding + 0.5225 52.25%
Glucocorticoid receptor binding + 0.5906 59.06%
Aromatase binding + 0.5428 54.28%
PPAR gamma + 0.7613 76.13%
Honey bee toxicity - 0.6989 69.89%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8031 80.31%

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 99.17% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.99% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.35% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.80% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.34% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.79% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.49% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 88.52% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.77% 96.00%
CHEMBL220 P22303 Acetylcholinesterase 86.02% 94.45%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.50% 95.83%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.72% 97.36%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.35% 97.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.88% 95.50%
CHEMBL1951 P21397 Monoamine oxidase A 80.78% 91.49%

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.
Polygala myrtifolia

Cross-Links

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PubChem 10886428
LOTUS LTS0201766
wikiData Q105273133