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Diphylloside C

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 f35ce81c-2654-45ac-84df-356037bd5099
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 7-[(2S,4S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,4S,5R)-4,5-dihydroxy-6-methyl-3-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC=C(C=C6)O)OC7C(C(C(C(O7)CO)O)O)O)O)O
SMILES (Isomeric) CC1[C@@H]([C@@H](C([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@H]4C([C@H]([C@@H](C(O4)CO)O)O)O[C@H]5C(C([C@@H](C(O5)CO)O)O)O)O)C6=CC=C(C=C6)O)O[C@H]7C(C([C@@H](C(O7)CO)O)O)O)O)O
InChI InChI=1S/C44H58O25/c1-14(2)4-9-18-20(62-44-40(33(58)28(53)23(13-47)65-44)69-42-35(60)31(56)27(52)22(12-46)64-42)10-19(49)24-29(54)38(36(66-37(18)24)16-5-7-17(48)8-6-16)67-43-39(32(57)25(50)15(3)61-43)68-41-34(59)30(55)26(51)21(11-45)63-41/h4-8,10,15,21-23,25-28,30-35,39-53,55-60H,9,11-13H2,1-3H3/t15?,21?,22?,23?,25-,26+,27+,28+,30?,31?,32-,33-,34?,35?,39?,40?,41-,42-,43-,44+/m0/s1
InChI Key AASIAAVALAOIOH-UCXLLNHOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H58O25
Molecular Weight 986.90 g/mol
Exact Mass 986.32671733 g/mol
Topological Polar Surface Area (TPSA) 404.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -4.59
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 14

Synonyms

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CHEBI:186554
LMPK12111722
7-[(2S,4S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,4S,5R)-4,5-dihydroxy-6-methyl-3-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one

2D Structure

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2D Structure of Diphylloside C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8270 82.70%
Caco-2 - 0.8976 89.76%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7165 71.65%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8856 88.56%
OATP1B3 inhibitior + 0.9454 94.54%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9053 90.53%
P-glycoprotein inhibitior + 0.6823 68.23%
P-glycoprotein substrate + 0.5385 53.85%
CYP3A4 substrate + 0.6661 66.61%
CYP2C9 substrate - 0.6532 65.32%
CYP2D6 substrate - 0.8528 85.28%
CYP3A4 inhibition - 0.9654 96.54%
CYP2C9 inhibition - 0.7450 74.50%
CYP2C19 inhibition - 0.6833 68.33%
CYP2D6 inhibition - 0.8628 86.28%
CYP1A2 inhibition - 0.7150 71.50%
CYP2C8 inhibition + 0.7340 73.40%
CYP inhibitory promiscuity - 0.5448 54.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7286 72.86%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9029 90.29%
Skin irritation - 0.8095 80.95%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis - 0.5028 50.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7741 77.41%
Micronuclear - 0.5567 55.67%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8576 85.76%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.7466 74.66%
Acute Oral Toxicity (c) III 0.6196 61.96%
Estrogen receptor binding + 0.8343 83.43%
Androgen receptor binding + 0.6722 67.22%
Thyroid receptor binding + 0.5376 53.76%
Glucocorticoid receptor binding + 0.5852 58.52%
Aromatase binding + 0.5606 56.06%
PPAR gamma + 0.7582 75.82%
Honey bee toxicity - 0.6483 64.83%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9788 97.88%

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 99.74% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.27% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.06% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.13% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 95.24% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.55% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.22% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.44% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.60% 94.45%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 88.12% 93.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.58% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 84.99% 94.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.93% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.30% 95.78%
CHEMBL3194 P02766 Transthyretin 83.66% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.38% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.30% 85.14%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.51% 95.64%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.33% 86.92%

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

Cross-Links

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PubChem 44258794
LOTUS LTS0095609
wikiData Q104908326