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

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Internal ID 3a727269-beb1-457f-9172-cd0e01010828
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)OC)O)O)OC6C(C(C(C(O6)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)OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC(=C(C=C5)OC)O)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C34H44O20/c1-11-23(39)26(42)29(45)32(49-11)48-10-21-25(41)28(44)31(54-33-30(46)27(43)24(40)20(9-35)52-33)34(53-21)50-13-6-15(37)22-16(38)8-18(51-19(22)7-13)12-3-4-17(47-2)14(36)5-12/h3-7,11,18,20-21,23-37,39-46H,8-10H2,1-2H3/t11-,18+,20-,21-,23-,24+,25-,26+,27+,28+,29-,30-,31-,32-,33+,34-/m1/s1
InChI Key RYTOQEJVKIKIBZ-DJSZJCANSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H44O20
Molecular Weight 772.70 g/mol
Exact Mass 772.24259379 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP -2.70
Atomic LogP (AlogP) -3.33
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5623 56.23%
Caco-2 - 0.8927 89.27%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.5984 59.84%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior + 0.9339 93.39%
OATP1B3 inhibitior + 0.9748 97.48%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6601 66.01%
P-glycoprotein inhibitior - 0.6281 62.81%
P-glycoprotein substrate + 0.5716 57.16%
CYP3A4 substrate + 0.6682 66.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8479 84.79%
CYP3A4 inhibition - 0.9284 92.84%
CYP2C9 inhibition - 0.9208 92.08%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.6339 63.39%
CYP inhibitory promiscuity - 0.7113 71.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7032 70.32%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9153 91.53%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7809 78.09%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9340 93.40%
Respiratory toxicity - 0.7000 70.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7042 70.42%
Acute Oral Toxicity (c) III 0.7041 70.41%
Estrogen receptor binding + 0.8259 82.59%
Androgen receptor binding - 0.7367 73.67%
Thyroid receptor binding + 0.5224 52.24%
Glucocorticoid receptor binding + 0.5422 54.22%
Aromatase binding + 0.5279 52.79%
PPAR gamma + 0.7322 73.22%
Honey bee toxicity - 0.6555 65.55%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.7167 71.67%

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 99.38% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.30% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.23% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.90% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.84% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.34% 89.00%
CHEMBL2581 P07339 Cathepsin D 93.87% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.26% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.34% 95.89%
CHEMBL4208 P20618 Proteasome component C5 90.75% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.57% 86.92%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.34% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.21% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.65% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.46% 85.14%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.43% 94.80%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.63% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.13% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.85% 95.78%
CHEMBL1951 P21397 Monoamine oxidase A 83.80% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 83.75% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.01% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.66% 99.23%

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.
Alhagi maurorum

Cross-Links

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PubChem 100982376
LOTUS LTS0171421
wikiData Q105248135