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Citrifolinoside

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 10b558f8-3544-4b72-b708-9a57e6734962
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name methyl (1S,2S,4S,5R,6S,7S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-methoxyoxan-2-yl]oxy-4'-(3-hydroxy-4-methoxybenzoyl)-5'-oxospiro[3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-5,2'-furan]-10-carboxylate
SMILES (Canonical) COC1C(C(C(OC1OC2C3C(C4C(C35C=C(C(=O)O5)C(=O)C6=CC(=C(C=C6)OC)O)O4)C(=CO2)C(=O)OC)CO)O)O
SMILES (Isomeric) CO[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2[C@H]3[C@H]([C@H]4[C@@H]([C@@]35C=C(C(=O)O5)C(=O)C6=CC(=C(C=C6)OC)O)O4)C(=CO2)C(=O)OC)CO)O)O
InChI InChI=1S/C28H30O15/c1-36-14-5-4-10(6-13(14)30)18(31)11-7-28(43-25(11)35)17-16(21-23(28)41-21)12(24(34)38-3)9-39-26(17)42-27-22(37-2)20(33)19(32)15(8-29)40-27/h4-7,9,15-17,19-23,26-27,29-30,32-33H,8H2,1-3H3/t15-,16-,17-,19-,20+,21+,22-,23+,26+,27+,28-/m1/s1
InChI Key NUMSWUCLFNXPFE-WVQLPIEPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H30O15
Molecular Weight 606.50 g/mol
Exact Mass 606.15847025 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.30
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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CHEBI:65637
Q27134105
methyl (1a'S,1b'S,2R,5'S,5a'S,6a'S)-5'-(beta-D-glucopyranosyloxy)-4-(3-hydroxy-4-methoxybenzoyl)-5-oxo-1a',5',5a',6a'-tetrahydro-1b'H,5H-spiro[furan-2,6'-oxireno[3,4]cyclopenta[1,2-c]pyran]-2'-carboxylate

2D Structure

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2D Structure of Citrifolinoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7935 79.35%
Caco-2 - 0.8744 87.44%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5920 59.20%
OATP2B1 inhibitior - 0.7199 71.99%
OATP1B1 inhibitior + 0.7790 77.90%
OATP1B3 inhibitior + 0.9420 94.20%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7002 70.02%
P-glycoprotein inhibitior + 0.6454 64.54%
P-glycoprotein substrate + 0.6261 62.61%
CYP3A4 substrate + 0.7048 70.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8576 85.76%
CYP3A4 inhibition - 0.7771 77.71%
CYP2C9 inhibition - 0.7560 75.60%
CYP2C19 inhibition - 0.7309 73.09%
CYP2D6 inhibition - 0.8975 89.75%
CYP1A2 inhibition - 0.7987 79.87%
CYP2C8 inhibition + 0.8072 80.72%
CYP inhibitory promiscuity - 0.6159 61.59%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5704 57.04%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9227 92.27%
Skin irritation - 0.7603 76.03%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.5137 51.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3737 37.37%
Micronuclear + 0.5633 56.33%
Hepatotoxicity - 0.6173 61.73%
skin sensitisation - 0.7945 79.45%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7793 77.93%
Acute Oral Toxicity (c) III 0.4142 41.42%
Estrogen receptor binding + 0.7975 79.75%
Androgen receptor binding + 0.7267 72.67%
Thyroid receptor binding + 0.5755 57.55%
Glucocorticoid receptor binding + 0.7141 71.41%
Aromatase binding - 0.5175 51.75%
PPAR gamma + 0.7495 74.95%
Honey bee toxicity - 0.7741 77.41%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.8979 89.79%

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 98.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.78% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.71% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.62% 86.33%
CHEMBL4208 P20618 Proteasome component C5 92.54% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.87% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.43% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.78% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.04% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.67% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.21% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.01% 95.83%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.96% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.92% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 85.64% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.72% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.35% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.07% 96.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.42% 97.21%
CHEMBL1255126 O15151 Protein Mdm4 81.52% 90.20%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.46% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.05% 92.50%

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.
Morinda citrifolia

Cross-Links

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PubChem 70680257
LOTUS LTS0132984
wikiData Q27134105