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5-hydroxy-2-[3-hydroxy-4-[(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,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 d63d87a9-1e05-4ed2-99a9-350fcb746c67
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-[3-hydroxy-4-[(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,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O)O)OC6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C33H40O21/c34-7-18-22(39)25(42)28(45)31(52-18)48-9-20-24(41)27(44)29(46)32(54-20)49-11-4-13(37)21-14(38)6-16(50-17(21)5-11)10-1-2-15(12(36)3-10)51-33-30(47)26(43)23(40)19(8-35)53-33/h1-6,18-20,22-37,39-47H,7-9H2/t18-,19-,20-,22-,23-,24-,25+,26+,27+,28-,29-,30-,31-,32-,33?/m1/s1
InChI Key QULQFSQMGIQIPK-QTEAGBNPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O21
Molecular Weight 772.70 g/mol
Exact Mass 772.20620828 g/mol
Topological Polar Surface Area (TPSA) 345.00 Ų
XlogP -3.40
Atomic LogP (AlogP) -4.95
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-hydroxy-2-[3-hydroxy-4-[(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,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 - 0.5736 57.36%
Caco-2 - 0.8956 89.56%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5848 58.48%
OATP2B1 inhibitior - 0.5714 57.14%
OATP1B1 inhibitior + 0.9458 94.58%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7288 72.88%
P-glycoprotein inhibitior + 0.5804 58.04%
P-glycoprotein substrate - 0.5169 51.69%
CYP3A4 substrate + 0.5543 55.43%
CYP2C9 substrate - 0.6762 67.62%
CYP2D6 substrate - 0.8575 85.75%
CYP3A4 inhibition - 0.9390 93.90%
CYP2C9 inhibition - 0.9315 93.15%
CYP2C19 inhibition - 0.9047 90.47%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9180 91.80%
CYP2C8 inhibition + 0.7441 74.41%
CYP inhibitory promiscuity - 0.7526 75.26%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6848 68.48%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9042 90.42%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis - 0.5164 51.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7776 77.76%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.8821 88.21%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7517 75.17%
Acute Oral Toxicity (c) IV 0.4763 47.63%
Estrogen receptor binding + 0.7814 78.14%
Androgen receptor binding + 0.5659 56.59%
Thyroid receptor binding - 0.4877 48.77%
Glucocorticoid receptor binding - 0.5521 55.21%
Aromatase binding + 0.5752 57.52%
PPAR gamma + 0.7317 73.17%
Honey bee toxicity - 0.6849 68.49%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6499 64.99%
Fish aquatic toxicity + 0.7958 79.58%

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 98.64% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.70% 94.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 96.31% 83.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.43% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.63% 98.95%
CHEMBL3194 P02766 Transthyretin 93.87% 90.71%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 93.52% 95.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.42% 86.92%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.33% 99.15%
CHEMBL1951 P21397 Monoamine oxidase A 91.69% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.34% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.70% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.35% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 87.96% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.85% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.18% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.85% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.94% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.33% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.26% 95.56%

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.
Scorzonera laciniata

Cross-Links

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PubChem 162869689
LOTUS LTS0159240
wikiData Q105228264