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[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

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 b6557970-77ac-4c92-a05c-527d723e9c97
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)COC(=O)C=CC6=CC(=C(C=C6)O)OC)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=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)COC(=O)/C=C/C6=CC(=C(C=C6)O)OC)O)O)O)O)O
InChI InChI=1S/C38H40O19/c1-15-28(44)31(47)33(49)37(53-15)57-36-32(48)29(45)25(14-52-26(43)9-5-16-4-7-19(40)22(10-16)50-2)55-38(36)56-35-30(46)27-21(42)12-18(39)13-24(27)54-34(35)17-6-8-20(41)23(11-17)51-3/h4-13,15,25,28-29,31-33,36-42,44-45,47-49H,14H2,1-3H3/b9-5+/t15-,25+,28-,29+,31+,32-,33+,36+,37-,38-/m0/s1
InChI Key FZMZTQDLCZCIPI-QPFWRITASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H40O19
Molecular Weight 800.70 g/mol
Exact Mass 800.21637904 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.59
H-Bond Acceptor 19
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)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 + 0.5530 55.30%
Caco-2 - 0.8876 88.76%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5729 57.29%
OATP2B1 inhibitior + 0.5674 56.74%
OATP1B1 inhibitior + 0.8748 87.48%
OATP1B3 inhibitior + 0.9478 94.78%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7169 71.69%
P-glycoprotein inhibitior + 0.6520 65.20%
P-glycoprotein substrate + 0.6365 63.65%
CYP3A4 substrate + 0.6993 69.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8718 87.18%
CYP3A4 inhibition - 0.9007 90.07%
CYP2C9 inhibition - 0.8872 88.72%
CYP2C19 inhibition - 0.9236 92.36%
CYP2D6 inhibition - 0.9301 93.01%
CYP1A2 inhibition - 0.9344 93.44%
CYP2C8 inhibition + 0.8911 89.11%
CYP inhibitory promiscuity - 0.7459 74.59%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6348 63.48%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9119 91.19%
Skin irritation - 0.8375 83.75%
Skin corrosion - 0.9543 95.43%
Ames mutagenesis - 0.6965 69.65%
Human Ether-a-go-go-Related Gene inhibition + 0.6761 67.61%
Micronuclear + 0.7092 70.92%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9161 91.61%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9820 98.20%
Acute Oral Toxicity (c) III 0.5848 58.48%
Estrogen receptor binding + 0.8162 81.62%
Androgen receptor binding + 0.6841 68.41%
Thyroid receptor binding + 0.5721 57.21%
Glucocorticoid receptor binding + 0.7137 71.37%
Aromatase binding + 0.5474 54.74%
PPAR gamma + 0.7227 72.27%
Honey bee toxicity - 0.6974 69.74%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9530 95.30%

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 99.60% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 99.20% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 99.20% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 99.12% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.94% 96.00%
CHEMBL3194 P02766 Transthyretin 95.76% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.62% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.22% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.09% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.38% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 89.70% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 89.21% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.57% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.62% 97.36%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 86.50% 80.78%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.81% 95.50%
CHEMBL4208 P20618 Proteasome component C5 84.41% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.91% 90.71%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.25% 95.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.15% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.96% 99.15%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.19% 94.33%

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.
Opuntia ficus-indica

Cross-Links

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PubChem 16081699
LOTUS LTS0034335
wikiData Q105005050