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5-hydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

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 70eb16fd-0a9f-4c45-a679-432fb47460c4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O20/c1-10-22(38)25(41)28(44)31(48-10)47-9-20-24(40)27(43)29(45)32(53-20)49-12-5-14(36)21-15(37)7-16(50-18(21)6-12)11-2-3-13(35)17(4-11)51-33-30(46)26(42)23(39)19(8-34)52-33/h2-7,10,19-20,22-36,38-46H,8-9H2,1H3/t10-,19+,20+,22-,23+,24+,25+,26-,27-,28+,29+,30+,31+,32+,33+/m0/s1
InChI Key AORLKLDMGIQAME-MTQDRPTHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O20
Molecular Weight 756.70 g/mol
Exact Mass 756.21129366 g/mol
Topological Polar Surface Area (TPSA) 324.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -3.92
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-hydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5372 53.72%
Caco-2 - 0.8986 89.86%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6684 66.84%
OATP2B1 inhibitior - 0.7104 71.04%
OATP1B1 inhibitior + 0.9218 92.18%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8360 83.60%
P-glycoprotein inhibitior - 0.4939 49.39%
P-glycoprotein substrate + 0.6285 62.85%
CYP3A4 substrate + 0.5750 57.50%
CYP2C9 substrate - 0.6986 69.86%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.9550 95.50%
CYP2C9 inhibition - 0.9252 92.52%
CYP2C19 inhibition - 0.9129 91.29%
CYP2D6 inhibition - 0.9613 96.13%
CYP1A2 inhibition - 0.8948 89.48%
CYP2C8 inhibition + 0.7054 70.54%
CYP inhibitory promiscuity - 0.6991 69.91%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9060 90.60%
Skin irritation - 0.8374 83.74%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.5992 59.92%
Human Ether-a-go-go-Related Gene inhibition + 0.8445 84.45%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.9289 92.89%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8460 84.60%
Acute Oral Toxicity (c) III 0.5567 55.67%
Estrogen receptor binding + 0.8041 80.41%
Androgen receptor binding - 0.4829 48.29%
Thyroid receptor binding + 0.5140 51.40%
Glucocorticoid receptor binding - 0.5096 50.96%
Aromatase binding + 0.5597 55.97%
PPAR gamma + 0.7537 75.37%
Honey bee toxicity - 0.7188 71.88%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5999 59.99%
Fish aquatic toxicity + 0.8024 80.24%

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 99.32% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.16% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.99% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.56% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.50% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.86% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.51% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.73% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 92.14% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.47% 97.36%
CHEMBL3194 P02766 Transthyretin 90.30% 90.71%
CHEMBL220 P22303 Acetylcholinesterase 89.84% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 89.18% 95.78%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.71% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.62% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.78% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.27% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.66% 99.17%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 81.75% 83.57%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.35% 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.
Campanula persicifolia

Cross-Links

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PubChem 162921924
LOTUS LTS0010798
wikiData Q104915917