PlantaeDB Logo
Login Sign-up

2-[3,5-dihydroxy-4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]-5-hydroxy-7-methoxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 5d71a0d6-66ac-4b5f-b0c7-56a691e0373f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 2-[3,5-dihydroxy-4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]-5-hydroxy-7-methoxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(C=C(C=C2O)C3=C(C(=O)C4=C(C=C(C=C4O3)OC)O)OC5C(C(C(C(O5)C)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=C(C=C(C=C2O)C3=C(C(=O)C4=C(C=C(C=C4O3)OC)O)O[C@H]5[C@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)O)O)O)O
InChI InChI=1S/C28H32O16/c1-8-17(32)20(35)22(37)27(40-8)43-25-13(30)4-10(5-14(25)31)24-26(44-28-23(38)21(36)18(33)9(2)41-28)19(34)16-12(29)6-11(39-3)7-15(16)42-24/h4-9,17-18,20-23,27-33,35-38H,1-3H3/t8-,9+,17+,18+,20-,21-,22+,23+,27+,28+/m1/s1
InChI Key ROPSGBPJLGYBSZ-WDDQVQAZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H32O16
Molecular Weight 624.50 g/mol
Exact Mass 624.16903493 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.00
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7908 79.08%
Caco-2 - 0.8943 89.43%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6385 63.85%
OATP2B1 inhibitior + 0.5700 57.00%
OATP1B1 inhibitior + 0.9159 91.59%
OATP1B3 inhibitior + 0.8712 87.12%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.4938 49.38%
P-glycoprotein inhibitior - 0.4408 44.08%
P-glycoprotein substrate - 0.6578 65.78%
CYP3A4 substrate + 0.5888 58.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.7793 77.93%
CYP2C9 inhibition - 0.9748 97.48%
CYP2C19 inhibition - 0.9206 92.06%
CYP2D6 inhibition - 0.9240 92.40%
CYP1A2 inhibition - 0.7894 78.94%
CYP2C8 inhibition + 0.6823 68.23%
CYP inhibitory promiscuity - 0.6067 60.67%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5397 53.97%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.7365 73.65%
Skin corrosion - 0.9558 95.58%
Ames mutagenesis + 0.6263 62.63%
Human Ether-a-go-go-Related Gene inhibition - 0.3742 37.42%
Micronuclear + 0.8800 88.00%
Hepatotoxicity - 0.6322 63.22%
skin sensitisation - 0.9317 93.17%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7706 77.06%
Acute Oral Toxicity (c) II 0.4554 45.54%
Estrogen receptor binding + 0.7572 75.72%
Androgen receptor binding + 0.5911 59.11%
Thyroid receptor binding + 0.5456 54.56%
Glucocorticoid receptor binding + 0.6384 63.84%
Aromatase binding - 0.4910 49.10%
PPAR gamma + 0.6931 69.31%
Honey bee toxicity - 0.8330 83.30%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9209 92.09%

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 99.42% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.35% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.00% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.97% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.00% 97.36%
CHEMBL2581 P07339 Cathepsin D 92.30% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.13% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 91.35% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.10% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 89.94% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.39% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.36% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.12% 96.09%
CHEMBL4208 P20618 Proteasome component C5 85.45% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.56% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.22% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.01% 95.64%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.55% 92.94%
CHEMBL3194 P02766 Transthyretin 81.40% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.21% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.73% 97.09%

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.
There are no matching plants.

Cross-Links

Top
PubChem 162994347
LOTUS LTS0022401
wikiData Q105242396