[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2R)-3-hydroxy-2-methylpropanoate

Details

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Internal ID f8af07ff-aece-46f9-8741-f6d5693d1bb3
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2R)-3-hydroxy-2-methylpropanoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC=C(C=C5)O)O)O)OC6C(C(C(C(O6)COC(=O)C(C)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C5=CC=C(C=C5)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)[C@H](C)CO)O)O)O
InChI InChI=1S/C37H46O22/c1-12(9-38)34(51)52-11-20-23(43)26(46)29(49)37(57-20)58-31-13(2)53-35(30(50)27(31)47)59-33-24(44)21-17(41)7-16(54-36-28(48)25(45)22(42)19(10-39)56-36)8-18(21)55-32(33)14-3-5-15(40)6-4-14/h3-8,12-13,19-20,22-23,25-31,35-43,45-50H,9-11H2,1-2H3/t12-,13+,19-,20-,22-,23-,25+,26+,27+,28-,29-,30-,31+,35+,36-,37+/m1/s1
InChI Key WRBXFHFSNJEQQL-RJALWUQMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H46O22
Molecular Weight 842.70 g/mol
Exact Mass 842.24807309 g/mol
Topological Polar Surface Area (TPSA) 351.00 Ų
XlogP -2.30
Atomic LogP (AlogP) -3.74
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 12

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,4S,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2R)-3-hydroxy-2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6188 61.88%
Caco-2 - 0.8852 88.52%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6958 69.58%
OATP2B1 inhibitior - 0.7180 71.80%
OATP1B1 inhibitior + 0.8834 88.34%
OATP1B3 inhibitior + 0.9490 94.90%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6846 68.46%
P-glycoprotein inhibitior + 0.6637 66.37%
P-glycoprotein substrate + 0.5604 56.04%
CYP3A4 substrate + 0.6768 67.68%
CYP2C9 substrate + 0.5586 55.86%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition - 0.8948 89.48%
CYP2C9 inhibition - 0.8729 87.29%
CYP2C19 inhibition - 0.8812 88.12%
CYP2D6 inhibition - 0.9624 96.24%
CYP1A2 inhibition - 0.8184 81.84%
CYP2C8 inhibition + 0.7537 75.37%
CYP inhibitory promiscuity - 0.8591 85.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7185 71.85%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9062 90.62%
Skin irritation - 0.8576 85.76%
Skin corrosion - 0.9596 95.96%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7736 77.36%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.7946 79.46%
skin sensitisation - 0.9145 91.45%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9251 92.51%
Acute Oral Toxicity (c) III 0.5297 52.97%
Estrogen receptor binding + 0.7969 79.69%
Androgen receptor binding + 0.6636 66.36%
Thyroid receptor binding + 0.5329 53.29%
Glucocorticoid receptor binding + 0.6214 62.14%
Aromatase binding + 0.5310 53.10%
PPAR gamma + 0.7505 75.05%
Honey bee toxicity - 0.6994 69.94%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.9662 96.62%

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 99.37% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.50% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.71% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.26% 99.15%
CHEMBL1951 P21397 Monoamine oxidase A 94.25% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.10% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.15% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.80% 96.09%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 91.92% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 91.83% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.66% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.91% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.58% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.51% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.25% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.95% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.75% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.38% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.00% 96.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.40% 96.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.21% 93.10%

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.
Sinocrassula indica

Cross-Links

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PubChem 163030083
LOTUS LTS0139200
wikiData Q105311143