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3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-methoxy-5-methylchromen-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 f79ada5c-d123-4540-9326-33345ca93fd1
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-methoxy-5-methylchromen-4-one
SMILES (Canonical) CC1=CC(=CC2=C1C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)OC
SMILES (Isomeric) CC1=CC(=CC2=C1C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC
InChI InChI=1S/C29H34O16/c1-10-5-12(40-2)7-15-18(10)21(36)26(25(41-15)11-3-4-13(32)14(33)6-11)44-29-27(23(38)20(35)17(9-31)43-29)45-28-24(39)22(37)19(34)16(8-30)42-28/h3-7,16-17,19-20,22-24,27-35,37-39H,8-9H2,1-2H3/t16-,17-,19-,20-,22+,23+,24+,27-,28+,29+/m1/s1
InChI Key FUSQUGCBBNJZDE-WTOLOFBBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O16
Molecular Weight 638.60 g/mol
Exact Mass 638.18468499 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.81
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-methoxy-5-methylchromen-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 - 0.9114 91.14%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5984 59.84%
OATP2B1 inhibitior - 0.7153 71.53%
OATP1B1 inhibitior + 0.9299 92.99%
OATP1B3 inhibitior + 0.9748 97.48%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7424 74.24%
P-glycoprotein inhibitior - 0.5373 53.73%
P-glycoprotein substrate - 0.6859 68.59%
CYP3A4 substrate + 0.6505 65.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8524 85.24%
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 + 0.7412 74.12%
CYP inhibitory promiscuity - 0.7113 71.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7032 70.32%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9162 91.62%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis + 0.5846 58.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4196 41.96%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9340 93.40%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9184 91.84%
Acute Oral Toxicity (c) III 0.7041 70.41%
Estrogen receptor binding + 0.8484 84.84%
Androgen receptor binding + 0.7232 72.32%
Thyroid receptor binding + 0.5232 52.32%
Glucocorticoid receptor binding + 0.6237 62.37%
Aromatase binding + 0.5859 58.59%
PPAR gamma + 0.6959 69.59%
Honey bee toxicity - 0.7109 71.09%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6100 61.00%
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 99.64% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.12% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 97.49% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.29% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.93% 89.00%
CHEMBL2581 P07339 Cathepsin D 93.86% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.44% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 91.74% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.05% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.99% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.45% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.43% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.22% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.65% 94.45%
CHEMBL4208 P20618 Proteasome component C5 84.13% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.74% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.61% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.56% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 81.52% 91.49%
CHEMBL1907 P15144 Aminopeptidase N 81.29% 93.31%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.11% 93.65%

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.
Senna alata

Cross-Links

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PubChem 163037524
LOTUS LTS0262538
wikiData Q105001985