Gentistraminoside A

Details

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Internal ID 1c65c6f0-0f86-4d4f-ae19-257128dd39b5
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3S,4R,5R,6S)-3-acetyloxy-6-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxyoxan-2-yl]methyl 2-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
SMILES (Canonical) CC(=O)OC1C(OC(C(C1O)O)OC2C(C3CCOC(=O)C3=CO2)C=C)COC(=O)C4=C(C(=CC=C4)OC5C(C(C(C(O5)CO)O)O)O)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)O[C@H]2[C@@H]([C@@H]3CCOC(=O)C3=CO2)C=C)COC(=O)C4=C(C(=CC=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
InChI InChI=1S/C31H38O18/c1-3-13-14-7-8-42-28(41)16(14)10-44-29(13)49-31-25(39)23(37)26(45-12(2)33)19(48-31)11-43-27(40)15-5-4-6-17(20(15)34)46-30-24(38)22(36)21(35)18(9-32)47-30/h3-6,10,13-14,18-19,21-26,29-32,34-39H,1,7-9,11H2,2H3/t13-,14+,18-,19-,21-,22+,23-,24-,25-,26-,29+,30-,31+/m1/s1
InChI Key YMTZYLLOEXWRAA-ZQBYJOLCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O18
Molecular Weight 698.60 g/mol
Exact Mass 698.20581436 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -2.27
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Gentistraminoside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4601 46.01%
Caco-2 - 0.8913 89.13%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7408 74.08%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8107 81.07%
OATP1B3 inhibitior + 0.9456 94.56%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.4658 46.58%
P-glycoprotein inhibitior + 0.6465 64.65%
P-glycoprotein substrate + 0.5104 51.04%
CYP3A4 substrate + 0.7082 70.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8835 88.35%
CYP3A4 inhibition - 0.9207 92.07%
CYP2C9 inhibition - 0.6971 69.71%
CYP2C19 inhibition - 0.7167 71.67%
CYP2D6 inhibition - 0.8670 86.70%
CYP1A2 inhibition - 0.7189 71.89%
CYP2C8 inhibition + 0.7508 75.08%
CYP inhibitory promiscuity - 0.7715 77.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6583 65.83%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9124 91.24%
Skin irritation - 0.7790 77.90%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3947 39.47%
Micronuclear - 0.6167 61.67%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.7895 78.95%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.4712 47.12%
Acute Oral Toxicity (c) III 0.5622 56.22%
Estrogen receptor binding + 0.8179 81.79%
Androgen receptor binding + 0.6173 61.73%
Thyroid receptor binding - 0.5272 52.72%
Glucocorticoid receptor binding + 0.6075 60.75%
Aromatase binding + 0.5223 52.23%
PPAR gamma + 0.7068 70.68%
Honey bee toxicity - 0.7481 74.81%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9180 91.80%

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
CHEMBL220 P22303 Acetylcholinesterase 99.03% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.32% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.53% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.12% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.10% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.98% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.66% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.14% 95.89%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.14% 95.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.73% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.24% 97.25%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.88% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.14% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.22% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.85% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.36% 91.24%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.33% 82.50%
CHEMBL3401 O75469 Pregnane X receptor 84.05% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 83.50% 91.19%
CHEMBL1951 P21397 Monoamine oxidase A 83.21% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.76% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.10% 96.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.30% 95.83%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.06% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.48% 95.89%

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.
Nitraria tangutorum

Cross-Links

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PubChem 102280042
NPASS NPC14409