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Diphylloside B

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 1e53ee0b-4747-4d7b-8ff0-23a9282010cd
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 3-[(2S,3S,5R)-4,5-dihydroxy-6-methyl-3-[(2S,3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC=C(C=C6)O)C)O)O)O)O)O
SMILES (Isomeric) CC1[C@@H](C([C@@H]([C@@H](O1)O[C@@H]2[C@@H](OC([C@@H](C2O)O)C)OC3=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)O[C@H]5C([C@H]([C@@H](C(O5)CO)O)O)O)O)C6=CC=C(C=C6)O)O)O)O
InChI InChI=1S/C38H48O19/c1-13(2)5-10-18-20(53-37-31(50)28(47)25(44)21(12-39)54-37)11-19(41)22-26(45)34(32(55-33(18)22)16-6-8-17(40)9-7-16)56-38-35(29(48)24(43)15(4)52-38)57-36-30(49)27(46)23(42)14(3)51-36/h5-9,11,14-15,21,23-25,27-31,35-44,46-50H,10,12H2,1-4H3/t14?,15?,21?,23-,24-,25+,27?,28-,29?,30-,31?,35-,36-,37+,38-/m0/s1
InChI Key ABEPLDYBWOKMCT-PUWSOPCHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H48O19
Molecular Weight 808.80 g/mol
Exact Mass 808.27897930 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -1.38
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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CHEBI:168666
LMPK12111720
3-[(2S,3S,5R)-4,5-dihydroxy-6-methyl-3-[(2S,3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

2D Structure

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2D Structure of Diphylloside B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8664 86.64%
Caco-2 - 0.9313 93.13%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7171 71.71%
OATP2B1 inhibitior - 0.5776 57.76%
OATP1B1 inhibitior + 0.8879 88.79%
OATP1B3 inhibitior + 0.9366 93.66%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9317 93.17%
P-glycoprotein inhibitior + 0.6468 64.68%
P-glycoprotein substrate + 0.5478 54.78%
CYP3A4 substrate + 0.6690 66.90%
CYP2C9 substrate - 0.6532 65.32%
CYP2D6 substrate - 0.8528 85.28%
CYP3A4 inhibition - 0.9436 94.36%
CYP2C9 inhibition - 0.7241 72.41%
CYP2C19 inhibition - 0.6819 68.19%
CYP2D6 inhibition - 0.8386 83.86%
CYP1A2 inhibition - 0.6373 63.73%
CYP2C8 inhibition + 0.7404 74.04%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7420 74.20%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9073 90.73%
Skin irritation - 0.7969 79.69%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis - 0.5028 50.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7378 73.78%
Micronuclear - 0.5367 53.67%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8659 86.59%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7218 72.18%
Acute Oral Toxicity (c) III 0.6098 60.98%
Estrogen receptor binding + 0.8013 80.13%
Androgen receptor binding + 0.6711 67.11%
Thyroid receptor binding + 0.5266 52.66%
Glucocorticoid receptor binding + 0.5921 59.21%
Aromatase binding + 0.5757 57.57%
PPAR gamma + 0.7259 72.59%
Honey bee toxicity - 0.6462 64.62%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9827 98.27%

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 99.72% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.27% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.23% 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 94.88% 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 84.98% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.30% 95.78%
CHEMBL3194 P02766 Transthyretin 83.66% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.14% 95.64%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.38% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.37% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.33% 86.92%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.81% 83.57%

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 sutchuenense
Epimedium wushanense

Cross-Links

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PubChem 44258792
LOTUS LTS0047124
wikiData Q104393859