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[(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochromen-3-yl]oxy-5-hydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate

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 d4e2482b-ec87-4696-8a62-b5b2cea5f51a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochromen-3-yl]oxy-5-hydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(OC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C4=CC=C(C=C4)OC)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C4=CC=C(C=C4)OC)OC5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC(=O)C)O
InChI InChI=1S/C35H42O16/c1-14(2)6-11-19-20(38)12-21(39)23-26(42)32(29(49-30(19)23)17-7-9-18(45-5)10-8-17)50-35-33(31(47-16(4)37)24(40)15(3)46-35)51-34-28(44)27(43)25(41)22(13-36)48-34/h6-10,12,15,22,24-25,27-28,31,33-36,38-41,43-44H,11,13H2,1-5H3/t15-,22+,24-,25+,27-,28+,31+,33+,34?,35-/m0/s1
InChI Key QGVUYZAEBBWPRU-WRWOQAAESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H42O16
Molecular Weight 718.70 g/mol
Exact Mass 718.24728525 g/mol
Topological Polar Surface Area (TPSA) 240.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 0.99
H-Bond Acceptor 16
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochromen-3-yl]oxy-5-hydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8242 82.42%
Caco-2 - 0.9081 90.81%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6175 61.75%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior + 0.8563 85.63%
OATP1B3 inhibitior + 0.9464 94.64%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9302 93.02%
P-glycoprotein inhibitior + 0.6660 66.60%
P-glycoprotein substrate + 0.5654 56.54%
CYP3A4 substrate + 0.6835 68.35%
CYP2C9 substrate - 0.6377 63.77%
CYP2D6 substrate - 0.8662 86.62%
CYP3A4 inhibition - 0.9063 90.63%
CYP2C9 inhibition - 0.6987 69.87%
CYP2C19 inhibition - 0.7320 73.20%
CYP2D6 inhibition - 0.8512 85.12%
CYP1A2 inhibition - 0.7660 76.60%
CYP2C8 inhibition + 0.6909 69.09%
CYP inhibitory promiscuity - 0.6968 69.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7262 72.62%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9177 91.77%
Skin irritation - 0.8067 80.67%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis - 0.5528 55.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7745 77.45%
Micronuclear + 0.5133 51.33%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8731 87.31%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8841 88.41%
Acute Oral Toxicity (c) III 0.6090 60.90%
Estrogen receptor binding + 0.8438 84.38%
Androgen receptor binding + 0.7053 70.53%
Thyroid receptor binding + 0.5556 55.56%
Glucocorticoid receptor binding + 0.7239 72.39%
Aromatase binding + 0.5744 57.44%
PPAR gamma + 0.7204 72.04%
Honey bee toxicity - 0.6892 68.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9762 97.62%

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 99.87% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.84% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 96.28% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.92% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.87% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.88% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.73% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.27% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.32% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 93.20% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.15% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.51% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.10% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.11% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.29% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.07% 95.50%
CHEMBL4208 P20618 Proteasome component C5 85.00% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.37% 97.36%
CHEMBL340 P08684 Cytochrome P450 3A4 80.88% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.57% 95.89%

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.
Epimedium diphyllum
Epimedium grandiflorum
Epimedium sagittatum

Cross-Links

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PubChem 133562578
LOTUS LTS0008393
wikiData Q104393849