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Depressoside

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 37827e79-9317-489f-ac4e-c47363e956cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name (2,3-dihydroxyphenyl) (1S,4aS,6S,7R,7aS)-6-[(2R,3R,4S,5S,6R)-6-[(2,3-dihydroxybenzoyl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC1C(CC2C1C(OC=C2C(=O)OC3=CC=CC(=C3O)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)COC(=O)C6=C(C(=CC=C6)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC3=CC=CC(=C3O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C6=C(C(=CC=C6)O)O)O)O)O
InChI InChI=1S/C35H42O20/c1-12-19(52-34-29(45)28(44)26(42)21(54-34)11-49-31(47)13-4-2-5-16(37)23(13)39)8-14-15(32(48)51-18-7-3-6-17(38)24(18)40)10-50-33(22(12)14)55-35-30(46)27(43)25(41)20(9-36)53-35/h2-7,10,12,14,19-22,25-30,33-46H,8-9,11H2,1H3/t12-,14+,19-,20+,21+,22+,25+,26+,27-,28-,29+,30+,33-,34+,35-/m0/s1
InChI Key FQFLPXQDVYDGMN-ZJZBFNCMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H42O20
Molecular Weight 782.70 g/mol
Exact Mass 782.22694372 g/mol
Topological Polar Surface Area (TPSA) 321.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -2.21
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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96935-16-9
(2,3-dihydroxyphenyl) (1S,4aS,6S,7R,7aS)-6-[(2R,3R,4S,5S,6R)-6-[(2,3-dihydroxybenzoyl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
DTXSID90914248
2,3-Dihydroxyphenyl 6-{[6-O-(2,3-dihydroxybenzoyl)hexopyranosyl]oxy}-1-(hexopyranosyloxy)-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

2D Structure

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2D Structure of Depressoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6794 67.94%
Caco-2 - 0.8889 88.89%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6463 64.63%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.7022 70.22%
OATP1B3 inhibitior + 0.9638 96.38%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5481 54.81%
P-glycoprotein inhibitior + 0.6193 61.93%
P-glycoprotein substrate + 0.5308 53.08%
CYP3A4 substrate + 0.6885 68.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.9311 93.11%
CYP2C9 inhibition - 0.7495 74.95%
CYP2C19 inhibition - 0.7184 71.84%
CYP2D6 inhibition - 0.8977 89.77%
CYP1A2 inhibition - 0.7196 71.96%
CYP2C8 inhibition + 0.7016 70.16%
CYP inhibitory promiscuity - 0.6320 63.20%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6874 68.74%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9112 91.12%
Skin irritation - 0.7855 78.55%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6997 69.97%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8246 82.46%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7707 77.07%
Acute Oral Toxicity (c) III 0.4892 48.92%
Estrogen receptor binding + 0.8097 80.97%
Androgen receptor binding + 0.6458 64.58%
Thyroid receptor binding + 0.5412 54.12%
Glucocorticoid receptor binding + 0.6466 64.66%
Aromatase binding + 0.5574 55.74%
PPAR gamma + 0.7139 71.39%
Honey bee toxicity - 0.7406 74.06%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6855 68.55%
Fish aquatic toxicity + 0.9732 97.32%

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 99.31% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.56% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.49% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.76% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.26% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.43% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.70% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.97% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.67% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.67% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 85.04% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.71% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.68% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.11% 97.79%
CHEMBL1951 P21397 Monoamine oxidase A 83.79% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.71% 95.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.27% 82.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.26% 95.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.86% 95.83%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.60% 91.24%

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.
Gentiana depressa

Cross-Links

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PubChem 180722
LOTUS LTS0135786
wikiData Q82885014