PlantaeDB Logo
Login Sign-up

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

Top
Internal ID 31348299-7f4a-4a57-b68f-f86e79f18a73
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-[4-hydroxy-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H50O26/c1-10-21(44)26(49)30(53)36(58-10)57-9-19-24(47)29(52)33(56)39(64-19)65-35-25(48)20-14(43)5-12(59-37-31(54)27(50)22(45)17(7-40)62-37)6-16(20)60-34(35)11-2-3-13(42)15(4-11)61-38-32(55)28(51)23(46)18(8-41)63-38/h2-6,10,17-19,21-24,26-33,36-47,49-56H,7-9H2,1H3/t10-,17+,18-,19-,21-,22+,23+,24+,26-,27-,28-,29-,30+,31+,32-,33+,36+,37+,38+,39-/m0/s1
InChI Key OMIUWTZERGHBER-YYSIKCHTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H50O26
Molecular Weight 934.80 g/mol
Exact Mass 934.25903170 g/mol
Topological Polar Surface Area (TPSA) 424.00 Ų
XlogP -4.90
Atomic LogP (AlogP) -6.74
H-Bond Acceptor 26
H-Bond Donor 16
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5372 53.72%
Caco-2 - 0.8979 89.79%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6684 66.84%
OATP2B1 inhibitior - 0.8518 85.18%
OATP1B1 inhibitior + 0.9164 91.64%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7776 77.76%
P-glycoprotein inhibitior + 0.6306 63.06%
P-glycoprotein substrate + 0.5364 53.64%
CYP3A4 substrate + 0.6352 63.52%
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 + 0.7807 78.07%
CYP inhibitory promiscuity - 0.6991 69.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9027 90.27%
Skin irritation - 0.8374 83.74%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.6592 65.92%
Human Ether-a-go-go-Related Gene inhibition + 0.7947 79.47%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9289 92.89%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8521 85.21%
Acute Oral Toxicity (c) III 0.5567 55.67%
Estrogen receptor binding + 0.7921 79.21%
Androgen receptor binding + 0.5738 57.38%
Thyroid receptor binding + 0.5192 51.92%
Glucocorticoid receptor binding - 0.5839 58.39%
Aromatase binding - 0.4872 48.72%
PPAR gamma + 0.7273 72.73%
Honey bee toxicity - 0.7563 75.63%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5599 55.99%
Fish aquatic toxicity + 0.8024 80.24%

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 99.19% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.56% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.16% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.55% 94.00%
CHEMBL2581 P07339 Cathepsin D 96.43% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.21% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.85% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 92.75% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.96% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.46% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.21% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 89.42% 95.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.89% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.36% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 85.22% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.22% 97.36%
CHEMBL3194 P02766 Transthyretin 83.04% 90.71%
CHEMBL4208 P20618 Proteasome component C5 81.60% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.92% 96.21%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.24% 93.65%

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.
Prunus cerasus

Cross-Links

Top
PubChem 162920625
LOTUS LTS0173844
wikiData Q105194342