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6-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-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 c3c13060-31ca-4840-9911-d08be061dba0
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 6-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
SMILES (Canonical) C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
InChI InChI=1S/C33H40O20/c34-7-16-23(41)27(45)31(53-33-29(47)26(44)22(40)18(9-36)52-33)30(50-16)20-13(38)6-15-19(24(20)42)12(37)5-14(49-15)10-1-3-11(4-2-10)48-32-28(46)25(43)21(39)17(8-35)51-32/h1-6,16-18,21-23,25-36,38-47H,7-9H2
InChI Key ZMKFRCAKYUJGFQ-UHFFFAOYSA-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) 335.00 Ų
XlogP -3.20
Atomic LogP (AlogP) -4.61
H-Bond Acceptor 20
H-Bond Donor 13
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-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 - 0.9031 90.31%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5848 58.48%
OATP2B1 inhibitior - 0.7053 70.53%
OATP1B1 inhibitior + 0.8977 89.77%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6972 69.72%
P-glycoprotein inhibitior - 0.4360 43.60%
P-glycoprotein substrate - 0.7681 76.81%
CYP3A4 substrate + 0.6468 64.68%
CYP2C9 substrate - 0.6643 66.43%
CYP2D6 substrate - 0.8569 85.69%
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 + 0.6704 67.04%
CYP inhibitory promiscuity - 0.7526 75.26%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6848 68.48%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis + 0.5399 53.99%
Human Ether-a-go-go-Related Gene inhibition + 0.7214 72.14%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9237 92.37%
Acute Oral Toxicity (c) IV 0.4763 47.63%
Estrogen receptor binding + 0.8148 81.48%
Androgen receptor binding + 0.7102 71.02%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5818 58.18%
Aromatase binding + 0.5910 59.10%
PPAR gamma + 0.7453 74.53%
Honey bee toxicity - 0.6631 66.31%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
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 99.77% 91.11%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 99.23% 83.57%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.92% 94.00%
CHEMBL2581 P07339 Cathepsin D 96.63% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.11% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.41% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.47% 86.92%
CHEMBL1951 P21397 Monoamine oxidase A 90.12% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.08% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.79% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.64% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 88.56% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.52% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 86.73% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.13% 95.89%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.58% 80.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.57% 99.17%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 80.05% 89.23%

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.
Gentiana asclepiadea

Cross-Links

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PubChem 74977495
LOTUS LTS0186384
wikiData Q105379489