PlantaeDB Logo
Login Sign-up

5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3-hydroxy-6-(hydroxymethyl)-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)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

Top
Internal ID caf62d2c-b0b3-4dce-9616-a0c005b701b5
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3-hydroxy-6-(hydroxymethyl)-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H40O19/c1-10-19(38)22(41)24(43)31(46-10)50-28-17(9-34)49-33(26(45)30(28)52-32-25(44)23(42)20(39)11(2)47-32)51-29-21(40)18-15(37)7-14(36)8-16(18)48-27(29)12-3-5-13(35)6-4-12/h3-8,10-11,17,19-20,22-26,28,30-39,41-45H,9H2,1-2H3/t10-,11+,17+,19-,20-,22+,23+,24-,25-,26+,28-,30-,31-,32-,33-/m0/s1
InChI Key PEYCCXIJDVFIQH-LNYDFHEFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H40O19
Molecular Weight 740.70 g/mol
Exact Mass 740.21637904 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.54
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3-hydroxy-6-(hydroxymethyl)-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7023 70.23%
Caco-2 - 0.9122 91.22%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7289 72.89%
OATP2B1 inhibitior - 0.8492 84.92%
OATP1B1 inhibitior + 0.8848 88.48%
OATP1B3 inhibitior + 0.8153 81.53%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8473 84.73%
P-glycoprotein inhibitior - 0.5362 53.62%
P-glycoprotein substrate + 0.5247 52.47%
CYP3A4 substrate + 0.6557 65.57%
CYP2C9 substrate - 0.6986 69.86%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.8303 83.03%
CYP2C9 inhibition - 0.9102 91.02%
CYP2C19 inhibition - 0.9385 93.85%
CYP2D6 inhibition - 0.9644 96.44%
CYP1A2 inhibition - 0.8785 87.85%
CYP2C8 inhibition + 0.8011 80.11%
CYP inhibitory promiscuity - 0.6153 61.53%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7410 74.10%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.8313 83.13%
Skin corrosion - 0.9636 96.36%
Ames mutagenesis + 0.5063 50.63%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.6833 68.33%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.9002 90.02%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8485 84.85%
Acute Oral Toxicity (c) III 0.6361 63.61%
Estrogen receptor binding + 0.8249 82.49%
Androgen receptor binding + 0.6888 68.88%
Thyroid receptor binding + 0.5623 56.23%
Glucocorticoid receptor binding + 0.5796 57.96%
Aromatase binding + 0.6577 65.77%
PPAR gamma + 0.7418 74.18%
Honey bee toxicity - 0.7223 72.23%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 0.8367 83.67%

Targets

Top

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 99.38% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.88% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.76% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 97.11% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.33% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.96% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 93.41% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 92.21% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.87% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.14% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.19% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.18% 86.92%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.21% 95.78%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.70% 99.15%
CHEMBL3194 P02766 Transthyretin 82.13% 90.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.51% 90.71%
CHEMBL242 Q92731 Estrogen receptor beta 80.61% 98.35%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.52% 95.89%

Plants that contains it

Top
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.
Astragalus caucasicus

Cross-Links

Top
PubChem 163005097
LOTUS LTS0199416
wikiData Q105207494