3-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

Details

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Internal ID 5393099f-1efc-4f3b-ae93-8c7b4f3a7d2c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)O)O)C6=CC(=C(C=C6)O)OC)OC7C(C(C(C(O7)C)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)C6=CC(=C(C=C6)O)OC)O[C@H]7[C@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O)O)O)O
InChI InChI=1S/C40H52O24/c1-11-22(43)27(48)31(52)37(57-11)56-10-20-25(46)30(51)36(64-39-33(54)29(50)24(45)13(3)59-39)40(62-20)63-35-26(47)21-17(42)8-15(60-38-32(53)28(49)23(44)12(2)58-38)9-19(21)61-34(35)14-5-6-16(41)18(7-14)55-4/h5-9,11-13,20,22-25,27-33,36-46,48-54H,10H2,1-4H3/t11-,12-,13-,20-,22-,23-,24-,25-,27+,28+,29+,30-,31-,32-,33-,36+,37+,38-,39-,40-/m0/s1
InChI Key RFGSFRBMLXKAEM-RYMPBZBPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O24
Molecular Weight 916.80 g/mol
Exact Mass 916.28485252 g/mol
Topological Polar Surface Area (TPSA) 372.00 Ų
XlogP -3.40
Atomic LogP (AlogP) -4.03
H-Bond Acceptor 24
H-Bond Donor 13
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-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 - 0.4796 47.96%
Caco-2 - 0.8981 89.81%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6680 66.80%
OATP2B1 inhibitior - 0.5810 58.10%
OATP1B1 inhibitior + 0.9220 92.20%
OATP1B3 inhibitior + 0.9137 91.37%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8589 85.89%
P-glycoprotein inhibitior + 0.6329 63.29%
P-glycoprotein substrate + 0.6638 66.38%
CYP3A4 substrate + 0.6577 65.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.9310 93.10%
CYP2C9 inhibition - 0.9351 93.51%
CYP2C19 inhibition - 0.9301 93.01%
CYP2D6 inhibition - 0.9356 93.56%
CYP1A2 inhibition - 0.9113 91.13%
CYP2C8 inhibition + 0.8227 82.27%
CYP inhibitory promiscuity - 0.6965 69.65%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6809 68.09%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9053 90.53%
Skin irritation - 0.8382 83.82%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.6492 64.92%
Human Ether-a-go-go-Related Gene inhibition + 0.7293 72.93%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9454 94.54%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.9333 93.33%
Acute Oral Toxicity (c) III 0.6850 68.50%
Estrogen receptor binding + 0.7951 79.51%
Androgen receptor binding + 0.5681 56.81%
Thyroid receptor binding + 0.5542 55.42%
Glucocorticoid receptor binding + 0.6022 60.22%
Aromatase binding + 0.5178 51.78%
PPAR gamma + 0.7426 74.26%
Honey bee toxicity - 0.7061 70.61%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8533 85.33%

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 99.38% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.80% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 97.47% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.08% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.36% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.93% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.78% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.33% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.20% 99.15%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.50% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.84% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 90.32% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.41% 95.56%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.36% 95.78%
CHEMBL4208 P20618 Proteasome component C5 84.38% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.28% 96.00%
CHEMBL3194 P02766 Transthyretin 82.53% 90.71%
CHEMBL1907 P15144 Aminopeptidase N 82.23% 93.31%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.00% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.39% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.03% 97.09%

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.
Chrysothamnus viscidiflorus
Coleogyne ramosissima

Cross-Links

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PubChem 162988588
LOTUS LTS0239874
wikiData Q105235398