PlantaeDB Logo
Login Sign-up

5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-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 15ed25be-285f-459e-b184-66ff46a887bd
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H42O19/c1-10-19(36)23(40)26(43)31(47-10)46-9-17-21(38)25(42)28(45)33(51-17)52-30-22(39)18-15(35)7-14(49-32-27(44)24(41)20(37)11(2)48-32)8-16(18)50-29(30)12-3-5-13(34)6-4-12/h3-8,10-11,17,19-21,23-38,40-45H,9H2,1-2H3/t10-,11-,17+,19-,20-,21+,23+,24+,25-,26+,27+,28+,29?,30?,31?,32-,33-/m0/s1
InChI Key DGMFTMYFKFVGRL-XMDANHEKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H42O19
Molecular Weight 742.70 g/mol
Exact Mass 742.23202911 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP -2.70
Atomic LogP (AlogP) -3.34
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-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4659 46.59%
Caco-2 - 0.9042 90.42%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7552 75.52%
OATP2B1 inhibitior - 0.7129 71.29%
OATP1B1 inhibitior + 0.8806 88.06%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8667 86.67%
P-glycoprotein inhibitior - 0.5089 50.89%
P-glycoprotein substrate - 0.6350 63.50%
CYP3A4 substrate + 0.6383 63.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8557 85.57%
CYP3A4 inhibition - 0.8904 89.04%
CYP2C9 inhibition - 0.9134 91.34%
CYP2C19 inhibition - 0.9158 91.58%
CYP2D6 inhibition - 0.9500 95.00%
CYP1A2 inhibition - 0.8713 87.13%
CYP2C8 inhibition + 0.5597 55.97%
CYP inhibitory promiscuity - 0.6602 66.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7067 70.67%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9055 90.55%
Skin irritation - 0.8277 82.77%
Skin corrosion - 0.9610 96.10%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7580 75.80%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.7800 78.00%
skin sensitisation - 0.9381 93.81%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.6500 65.00%
Acute Oral Toxicity (c) III 0.6245 62.45%
Estrogen receptor binding + 0.7848 78.48%
Androgen receptor binding + 0.5277 52.77%
Thyroid receptor binding + 0.5271 52.71%
Glucocorticoid receptor binding + 0.5424 54.24%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7129 71.29%
Honey bee toxicity - 0.7676 76.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5050 50.50%
Fish aquatic toxicity + 0.9179 91.79%

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 99.49% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.07% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.58% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.46% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 94.09% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.02% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.52% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.52% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.37% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.10% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.01% 99.15%
CHEMBL4208 P20618 Proteasome component C5 86.54% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.96% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 83.50% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.13% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.43% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.45% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.17% 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.
Acacia mearnsii
Rauvolfia verticillata

Cross-Links

Top
PubChem 44558988
NPASS NPC218834