[(2S,3S,4R,5R,6R)-5-acetyloxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(4-acetyloxy-3-methoxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] acetate

Details

Top
Internal ID 063e4448-443b-4aec-8176-a4bea7e90550
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2S,3S,4R,5R,6R)-5-acetyloxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(4-acetyloxy-3-methoxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=C(C3=O)C(=CC(=C4)OC)OC(=O)C)C5=CC(=C(C=C5)OC(=O)C)OC)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC6C(C(C(C(O6)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
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)OC3=C(OC4=C(C3=O)C(=CC(=C4)OC)OC(=O)C)C5=CC(=C(C=C5)OC(=O)C)OC)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C55H64O30/c1-21-43(75-26(6)59)48(85-54-51(80-31(11)64)47(77-28(8)61)42(22(2)71-54)74-25(5)58)50(79-30(10)63)53(70-21)69-20-39-45(76-27(7)60)49(78-29(9)62)52(81-32(12)65)55(83-39)84-46-41(66)40-37(73-24(4)57)18-34(67-13)19-38(40)82-44(46)33-15-16-35(72-23(3)56)36(17-33)68-14/h15-19,21-22,39,42-43,45,47-55H,20H2,1-14H3/t21-,22-,39+,42-,43-,45-,47+,48+,49-,50+,51+,52+,53+,54-,55-/m0/s1
InChI Key BWUTZIXLFGHBPJ-GSAJJTMASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C55H64O30
Molecular Weight 1205.10 g/mol
Exact Mass 1204.34824062 g/mol
Topological Polar Surface Area (TPSA) 363.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 30
H-Bond Donor 0
Rotatable Bonds 20

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3S,4R,5R,6R)-5-acetyloxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(4-acetyloxy-3-methoxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9601 96.01%
Caco-2 - 0.8528 85.28%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7807 78.07%
OATP2B1 inhibitior - 0.5652 56.52%
OATP1B1 inhibitior + 0.8749 87.49%
OATP1B3 inhibitior + 0.8451 84.51%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9864 98.64%
P-glycoprotein inhibitior + 0.7761 77.61%
P-glycoprotein substrate + 0.6015 60.15%
CYP3A4 substrate + 0.6918 69.18%
CYP2C9 substrate - 0.8097 80.97%
CYP2D6 substrate - 0.8743 87.43%
CYP3A4 inhibition - 0.7524 75.24%
CYP2C9 inhibition - 0.7127 71.27%
CYP2C19 inhibition - 0.7749 77.49%
CYP2D6 inhibition - 0.9446 94.46%
CYP1A2 inhibition - 0.8460 84.60%
CYP2C8 inhibition + 0.7904 79.04%
CYP inhibitory promiscuity + 0.6344 63.44%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6298 62.98%
Eye corrosion - 0.9776 97.76%
Eye irritation - 0.8984 89.84%
Skin irritation - 0.8808 88.08%
Skin corrosion - 0.9769 97.69%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8374 83.74%
Micronuclear + 0.6792 67.92%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8859 88.59%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8378 83.78%
Acute Oral Toxicity (c) III 0.5873 58.73%
Estrogen receptor binding + 0.7967 79.67%
Androgen receptor binding + 0.7487 74.87%
Thyroid receptor binding + 0.5974 59.74%
Glucocorticoid receptor binding + 0.7867 78.67%
Aromatase binding + 0.6782 67.82%
PPAR gamma + 0.7626 76.26%
Honey bee toxicity - 0.6650 66.50%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9121 91.21%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.99% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.07% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.93% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.56% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.84% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.80% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.76% 86.33%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.19% 81.11%
CHEMBL3401 O75469 Pregnane X receptor 89.98% 94.73%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 88.62% 87.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.54% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.19% 99.17%
CHEMBL4208 P20618 Proteasome component C5 85.10% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.85% 86.92%
CHEMBL340 P08684 Cytochrome P450 3A4 84.44% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.93% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.11% 96.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.04% 94.80%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.88% 92.62%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.44% 95.78%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.16% 97.36%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.22% 83.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.82% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.78% 95.56%

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.
Rhamnus petiolaris

Cross-Links

Top
PubChem 21676312
LOTUS LTS0228037
wikiData Q104947690