PlantaeDB Logo
Login Sign-up

(2S,3R)-3-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 180a1355-065a-4cfd-a1cc-14b3362f8bc7
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (2S,3R)-3-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3C(C(C(OC3OC4C(OC5=CC(=CC(=C5C4=O)O)OC6C(C(C(C(O6)C)O)O)O)C7=CC=C(C=C7)O)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H]3[C@@H]([C@H]([C@@H](O[C@@H]3O[C@@H]4[C@@H](OC5=CC(=CC(=C5C4=O)O)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)C7=CC=C(C=C7)O)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C39H52O24/c1-11-21(43)26(48)30(52)36(56-11)55-10-19-24(46)28(50)32(54)38(61-19)63-35-29(51)23(45)18(9-40)60-39(35)62-34-25(47)20-16(42)7-15(58-37-31(53)27(49)22(44)12(2)57-37)8-17(20)59-33(34)13-3-5-14(41)6-4-13/h3-8,11-12,18-19,21-24,26-46,48-54H,9-10H2,1-2H3/t11-,12-,18-,19+,21-,22-,23-,24+,26+,27+,28-,29+,30-,31-,32+,33-,34-,35-,36-,37+,38-,39+/m0/s1
InChI Key GMDZFUKVBZVTQN-AXZJEBJDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H52O24
Molecular Weight 904.80 g/mol
Exact Mass 904.28485252 g/mol
Topological Polar Surface Area (TPSA) 383.00 Ų
XlogP -4.30
Atomic LogP (AlogP) -5.52
H-Bond Acceptor 24
H-Bond Donor 14
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R)-3-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 - 0.5497 54.97%
Caco-2 - 0.8887 88.87%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6766 67.66%
OATP2B1 inhibitior - 0.8626 86.26%
OATP1B1 inhibitior + 0.8817 88.17%
OATP1B3 inhibitior + 0.9600 96.00%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9098 90.98%
P-glycoprotein inhibitior + 0.6221 62.21%
P-glycoprotein substrate - 0.5597 55.97%
CYP3A4 substrate + 0.6685 66.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8591 85.91%
CYP3A4 inhibition - 0.9374 93.74%
CYP2C9 inhibition - 0.9309 93.09%
CYP2C19 inhibition - 0.9265 92.65%
CYP2D6 inhibition - 0.9638 96.38%
CYP1A2 inhibition - 0.8967 89.67%
CYP2C8 inhibition + 0.5959 59.59%
CYP inhibitory promiscuity - 0.6970 69.70%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7090 70.90%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.8493 84.93%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8022 80.22%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.8092 80.92%
skin sensitisation - 0.9309 93.09%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.5961 59.61%
Acute Oral Toxicity (c) III 0.6183 61.83%
Estrogen receptor binding + 0.7826 78.26%
Androgen receptor binding + 0.5360 53.60%
Thyroid receptor binding + 0.5240 52.40%
Glucocorticoid receptor binding - 0.4907 49.07%
Aromatase binding - 0.5068 50.68%
PPAR gamma + 0.7401 74.01%
Honey bee toxicity - 0.6935 69.35%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 0.8349 83.49%

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 99.61% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.11% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.38% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.38% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 93.82% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.44% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.73% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.61% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.05% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.83% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.65% 86.92%
CHEMBL226 P30542 Adenosine A1 receptor 89.13% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.00% 97.36%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.47% 99.15%
CHEMBL4208 P20618 Proteasome component C5 85.88% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.48% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.12% 99.17%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.54% 93.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.21% 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.
Styphnolobium japonicum

Cross-Links

Top
PubChem 163186225
LOTUS LTS0159810
wikiData Q105011711