[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-3-yl]oxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

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Internal ID 3e3471a2-7653-4bc3-b216-a6367ab4cf73
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
IUPAC Name [(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-3-yl]oxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)OC6C(C(C(C(O6)COC(=O)C=CC7=CC=C(C=C7)O)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)O)O)O)C1=CC=C(C=C1)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)/C=C/C5=CC=C(C=C5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)/C=C/C7=CC=C(C=C7)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)O)O)O)C1=CC=C(C=C1)O)O)O)O)O
InChI InChI=1S/C63H72O33/c1-24-41(71)44(74)49(79)59(86-24)88-32-19-33(68)40-34(20-32)89-55(28-9-15-31(67)16-10-28)58(43(40)73)96-63-53(83)48(78)57(37(92-63)23-85-39(70)18-8-27-5-13-30(66)14-6-27)95-62-52(82)47(77)56(36(91-62)22-84-38(69)17-7-26-3-11-29(65)12-4-26)94-60-51(81)46(76)54(25(2)87-60)93-61-50(80)45(75)42(72)35(21-64)90-61/h3-20,24-25,35-37,41-42,44-54,56-57,59-68,71-72,74-83H,21-23H2,1-2H3/b17-7+,18-8+/t24-,25-,35+,36+,37+,41-,42+,44+,45-,46-,47+,48+,49+,50+,51+,52+,53+,54-,56+,57+,59-,60-,61-,62-,63-/m0/s1
InChI Key KFFACXIEJNBDHX-LHUUNZBVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C63H72O33
Molecular Weight 1357.20 g/mol
Exact Mass 1356.3955847 g/mol
Topological Polar Surface Area (TPSA) 515.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -3.30
H-Bond Acceptor 33
H-Bond Donor 17
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-3-yl]oxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5301 53.01%
Caco-2 - 0.8590 85.90%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.6044 60.44%
OATP2B1 inhibitior - 0.7284 72.84%
OATP1B1 inhibitior + 0.8735 87.35%
OATP1B3 inhibitior + 0.9764 97.64%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8675 86.75%
P-glycoprotein inhibitior + 0.7417 74.17%
P-glycoprotein substrate + 0.6119 61.19%
CYP3A4 substrate + 0.6962 69.62%
CYP2C9 substrate - 0.8173 81.73%
CYP2D6 substrate - 0.8760 87.60%
CYP3A4 inhibition - 0.9170 91.70%
CYP2C9 inhibition - 0.8841 88.41%
CYP2C19 inhibition - 0.9038 90.38%
CYP2D6 inhibition - 0.9555 95.55%
CYP1A2 inhibition - 0.9199 91.99%
CYP2C8 inhibition + 0.8333 83.33%
CYP inhibitory promiscuity - 0.7275 72.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6949 69.49%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8973 89.73%
Skin irritation - 0.8468 84.68%
Skin corrosion - 0.9526 95.26%
Ames mutagenesis - 0.5437 54.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7414 74.14%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9501 95.01%
Acute Oral Toxicity (c) III 0.5708 57.08%
Estrogen receptor binding + 0.7225 72.25%
Androgen receptor binding + 0.7133 71.33%
Thyroid receptor binding + 0.6305 63.05%
Glucocorticoid receptor binding + 0.7523 75.23%
Aromatase binding + 0.6045 60.45%
PPAR gamma + 0.8161 81.61%
Honey bee toxicity - 0.6611 66.11%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9464 94.64%

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 99.60% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.48% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.88% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.45% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.09% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.50% 96.00%
CHEMBL3194 P02766 Transthyretin 92.58% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 92.53% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 91.89% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.82% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.82% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.01% 86.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.68% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.66% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.55% 95.56%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.37% 95.78%
CHEMBL242 Q92731 Estrogen receptor beta 83.60% 98.35%
CHEMBL4208 P20618 Proteasome component C5 83.32% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.88% 99.15%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.29% 91.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.05% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.79% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.68% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.38% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.37% 90.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.20% 95.83%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.19% 94.80%

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.
Koelreuteria paniculata

Cross-Links

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PubChem 11968823
NPASS NPC218424