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Hellebrigenin glucoside

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 4bb6b5e3-c37f-4e16-8d6a-72c8f4215d91
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical) CC12CCC3C(C1(CCC2C4=COC(=O)C=C4)O)CCC5(C3(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C=O)O
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@]1(CC[C@@H]2C4=COC(=O)C=C4)O)CC[C@]5([C@@]3(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C=O)O
InChI InChI=1S/C30H42O11/c1-27-8-5-19-20(30(27,38)11-7-18(27)16-2-3-22(33)39-14-16)6-10-29(37)12-17(4-9-28(19,29)15-32)40-26-25(36)24(35)23(34)21(13-31)41-26/h2-3,14-15,17-21,23-26,31,34-38H,4-13H2,1H3/t17-,18+,19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30-/m0/s1
InChI Key AXUYMUBJXHVZEL-DBOUUHTQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H42O11
Molecular Weight 578.60 g/mol
Exact Mass 578.27271215 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 0.36
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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Hellebrigenin-D-glucose
72947-90-1
BRN 0073262
(3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
4-18-00-03182 (Beilstein Handbook Reference)
3-beta-((D-Glucopyranosyl)oxy)-5,14-dihydroxy-19-oxo-5-beta-bufa-20,22-dienolide
5-beta-Bufa-20,22-dienolide, 3-beta-((D-glucopyranosyl)oxy)-5,14-dihydroxy-19-oxo-
Hellebrigenin-3-O-?-glucoside
CHEMBL446052
DTXSID30905872
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Hellebrigenin glucoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7730 77.30%
Caco-2 - 0.9032 90.32%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8007 80.07%
OATP2B1 inhibitior - 0.7263 72.63%
OATP1B1 inhibitior + 0.8556 85.56%
OATP1B3 inhibitior + 0.9307 93.07%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.6044 60.44%
P-glycoprotein inhibitior - 0.4352 43.52%
P-glycoprotein substrate - 0.7183 71.83%
CYP3A4 substrate + 0.7038 70.38%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8628 86.28%
CYP3A4 inhibition - 0.7568 75.68%
CYP2C9 inhibition - 0.9206 92.06%
CYP2C19 inhibition - 0.8989 89.89%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.8805 88.05%
CYP2C8 inhibition + 0.5544 55.44%
CYP inhibitory promiscuity - 0.9485 94.85%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6338 63.38%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9428 94.28%
Skin irritation - 0.6984 69.84%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8230 82.30%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7229 72.29%
skin sensitisation - 0.9341 93.41%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7601 76.01%
Acute Oral Toxicity (c) I 0.4838 48.38%
Estrogen receptor binding + 0.8400 84.00%
Androgen receptor binding + 0.7610 76.10%
Thyroid receptor binding - 0.5492 54.92%
Glucocorticoid receptor binding + 0.6295 62.95%
Aromatase binding + 0.6587 65.87%
PPAR gamma + 0.6044 60.44%
Honey bee toxicity - 0.7827 78.27%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9634 96.34%

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 98.13% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.93% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.00% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.82% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.77% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.28% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.96% 86.33%
CHEMBL4208 P20618 Proteasome component C5 89.44% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.41% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.31% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.21% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.09% 86.92%
CHEMBL3524 P56524 Histone deacetylase 4 86.95% 92.97%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.88% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 86.25% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.59% 96.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.10% 91.71%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 83.17% 85.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.10% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.65% 97.28%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.34% 89.67%

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.
Drimia elata
Helleborus orientalis

Cross-Links

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PubChem 3055779
LOTUS LTS0256867
wikiData Q76155410