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Nelumboside

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 4eba55fa-8a95-4cae-a3b4-bf58934202b4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-3-O-glucuronides
IUPAC Name (2S,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
InChI InChI=1S/C27H28O18/c28-6-13-15(33)17(35)19(37)26(42-13)44-23-18(36)20(38)27(45-24(23)25(39)40)43-22-16(34)14-11(32)4-8(29)5-12(14)41-21(22)7-1-2-9(30)10(31)3-7/h1-5,13,15,17-20,23-24,26-33,35-38H,6H2,(H,39,40)/t13-,15-,17+,18-,19-,20-,23+,24+,26+,27-/m1/s1
InChI Key RFPZGZUMXXMVEL-UBSYNHCDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H28O18
Molecular Weight 640.50 g/mol
Exact Mass 640.12756404 g/mol
Topological Polar Surface Area (TPSA) 303.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -2.62
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 7

Synonyms

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CHEBI:190023
3-[(4-O-beta-D-Glucopyranosyl-beta-D-glucopyranuronosyl)oxy]-3',4',5,7-tetrahydroxyflavone
(2S,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
(2S,3S,4R,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-4,5-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylic acid

2D Structure

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2D Structure of Nelumboside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6249 62.49%
Caco-2 - 0.9313 93.13%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5589 55.89%
OATP2B1 inhibitior - 0.5571 55.71%
OATP1B1 inhibitior + 0.9034 90.34%
OATP1B3 inhibitior + 0.9680 96.80%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.6143 61.43%
P-glycoprotein inhibitior - 0.5325 53.25%
P-glycoprotein substrate - 0.6945 69.45%
CYP3A4 substrate + 0.6533 65.33%
CYP2C9 substrate - 0.8147 81.47%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.9184 91.84%
CYP2C9 inhibition - 0.9174 91.74%
CYP2C19 inhibition - 0.9299 92.99%
CYP2D6 inhibition - 0.9641 96.41%
CYP1A2 inhibition - 0.9320 93.20%
CYP2C8 inhibition + 0.8800 88.00%
CYP inhibitory promiscuity - 0.8782 87.82%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7263 72.63%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.8974 89.74%
Skin irritation - 0.8274 82.74%
Skin corrosion - 0.9638 96.38%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6706 67.06%
Micronuclear + 0.6633 66.33%
Hepatotoxicity + 0.5034 50.34%
skin sensitisation - 0.9201 92.01%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8938 89.38%
Acute Oral Toxicity (c) IV 0.4205 42.05%
Estrogen receptor binding + 0.7751 77.51%
Androgen receptor binding + 0.7246 72.46%
Thyroid receptor binding - 0.4940 49.40%
Glucocorticoid receptor binding - 0.5505 55.05%
Aromatase binding - 0.4861 48.61%
PPAR gamma + 0.7141 71.41%
Honey bee toxicity - 0.7052 70.52%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8695 86.95%

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 99.60% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.39% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.42% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.36% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.09% 99.17%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 93.42% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.19% 86.33%
CHEMBL3194 P02766 Transthyretin 92.46% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.32% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.57% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 88.42% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.27% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.75% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.35% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.55% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.86% 95.50%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 80.75% 88.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.71% 97.33%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.44% 95.78%

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.
Foeniculum vulgare
Nelumbo nucifera

Cross-Links

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PubChem 11968794
NPASS NPC133747