[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5S,6S)-3-acetyloxy-2-[2-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-hydroxyphenoxy]-5-hydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

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Internal ID 16daed47-e75c-4fda-895d-0c8fc02efaf6
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5S,6S)-3-acetyloxy-2-[2-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-hydroxyphenoxy]-5-hydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(C=C(C=C2)O)C3CC(=O)C4=C(C=C(C=C4O3)O)O)OC(=O)C)OC5C(C(C(C(O5)COC(=O)C)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2)O)[C@@H]3CC(=O)C4=C(C=C(C=C4O3)O)O)OC(=O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C)O)O)O)O
InChI InChI=1S/C31H36O17/c1-11-24(38)28(48-30-27(41)26(40)25(39)22(47-30)10-42-12(2)32)29(44-13(3)33)31(43-11)46-19-5-4-14(34)6-16(19)20-9-18(37)23-17(36)7-15(35)8-21(23)45-20/h4-8,11,20,22,24-31,34-36,38-41H,9-10H2,1-3H3/t11-,20-,22+,24-,25+,26-,27+,28+,29+,30-,31-/m0/s1
InChI Key RYRJSMNUUKUVRF-SFHFMUKZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H36O17
Molecular Weight 680.60 g/mol
Exact Mass 680.19524968 g/mol
Topological Polar Surface Area (TPSA) 257.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.32
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5S,6S)-3-acetyloxy-2-[2-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-hydroxyphenoxy]-5-hydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5761 57.61%
Caco-2 - 0.8928 89.28%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6722 67.22%
OATP2B1 inhibitior - 0.5763 57.63%
OATP1B1 inhibitior + 0.8724 87.24%
OATP1B3 inhibitior + 0.8801 88.01%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7936 79.36%
P-glycoprotein inhibitior + 0.5805 58.05%
P-glycoprotein substrate + 0.5378 53.78%
CYP3A4 substrate + 0.6846 68.46%
CYP2C9 substrate - 0.8251 82.51%
CYP2D6 substrate - 0.8645 86.45%
CYP3A4 inhibition - 0.9582 95.82%
CYP2C9 inhibition - 0.9496 94.96%
CYP2C19 inhibition - 0.9592 95.92%
CYP2D6 inhibition - 0.9597 95.97%
CYP1A2 inhibition - 0.8961 89.61%
CYP2C8 inhibition + 0.6718 67.18%
CYP inhibitory promiscuity - 0.8551 85.51%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7295 72.95%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9163 91.63%
Skin irritation - 0.8380 83.80%
Skin corrosion - 0.9566 95.66%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5104 51.04%
Micronuclear + 0.5792 57.92%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.9398 93.98%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7773 77.73%
Acute Oral Toxicity (c) III 0.6273 62.73%
Estrogen receptor binding + 0.8378 83.78%
Androgen receptor binding - 0.5238 52.38%
Thyroid receptor binding + 0.5510 55.10%
Glucocorticoid receptor binding + 0.7110 71.10%
Aromatase binding + 0.5195 51.95%
PPAR gamma + 0.7177 71.77%
Honey bee toxicity - 0.6898 68.98%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.9691 96.91%

Targets

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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 99.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.45% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 96.69% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.25% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.85% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.00% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.07% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.87% 94.80%
CHEMBL4208 P20618 Proteasome component C5 89.23% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.58% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.04% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.80% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.75% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.15% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.03% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.21% 99.23%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.66% 95.78%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.82% 99.15%
CHEMBL5255 O00206 Toll-like receptor 4 81.52% 92.50%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.42% 85.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.35% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 80.78% 91.19%

Plants that contains it

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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.
Thelypteris acuminata

Cross-Links

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PubChem 11995073
LOTUS LTS0169916
wikiData Q105247997