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[(2R,3R,4S,5R,6R)-4-[(2R,3R,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[(2R,3R,4S,5R)-2-[(1S,2S,3'R,4R,4'R,6R,7R,8R,9R,12R,13R,16R)-7-[[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3',16-dihydroxy-9,13-dimethyl-5'-methylidene-4'-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate

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 fc112af7-0b92-4c1a-a65a-cfc1dbc00232
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [(2R,3R,4S,5R,6R)-4-[(2R,3R,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[(2R,3R,4S,5R)-2-[(1S,2S,3'R,4R,4'R,6R,7R,8R,9R,12R,13R,16R)-7-[[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3',16-dihydroxy-9,13-dimethyl-5'-methylidene-4'-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C3(C(C4C(O3)CC5C4(CCC6C5CC=C7C6(C(CC(C7)O)OC8C(C(C(CO8)O)OC9C(C(C(CO9)O)O)O)OC1C(C(C(C(O1)C)OC(=O)C)OC1C(C(CO1)(CO)O)O)O)C)C)COC1C(C(C(C(O1)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)OCC2=C)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@H]([C@]3([C@H]([C@H]4[C@H](O3)C[C@@H]5[C@]4(CC[C@@H]6[C@H]5CC=C7[C@@]6(C(C[C@@H](C7)O)O[C@@H]8[C@@H]([C@H]([C@@H](CO8)O)O[C@@H]9[C@@H]([C@H]([C@H](CO9)O)O)O)O[C@@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)C)OC(=O)C)O[C@@H]1[C@@H]([C@@](CO1)(CO)O)O)O)C)C)CO[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O[C@@H]1[C@@H]([C@H]([C@H]([C@@H](O1)CO)O)O)O)OCC2=C)O)O)O)O
InChI InChI=1S/C68H106O38/c1-22-16-94-68(56(87)50(22)101-59-47(84)43(80)39(76)23(2)95-59)31(17-90-62-54(45(82)42(79)36(15-70)99-62)104-60-48(85)44(81)41(78)35(14-69)98-60)38-34(106-68)13-30-28-8-7-26-11-27(73)12-37(66(26,6)29(28)9-10-65(30,38)5)100-63-55(52(33(75)19-92-63)102-58-46(83)40(77)32(74)18-91-58)105-61-49(86)53(51(24(3)96-61)97-25(4)72)103-64-57(88)67(89,20-71)21-93-64/h7,23-24,27-64,69-71,73-89H,1,8-21H2,2-6H3/t23-,24+,27+,28+,29+,30-,31-,32-,33+,34+,35-,36-,37?,38-,39+,40-,41-,42+,43-,44-,45-,46+,47+,48+,49+,50+,51+,52-,53-,54+,55+,56+,57-,58+,59+,60+,61+,62-,63+,64+,65+,66-,67-,68+/m0/s1
InChI Key GEVWTYAARPHCGN-NVCLYLIMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C68H106O38
Molecular Weight 1531.50 g/mol
Exact Mass 1530.6362089 g/mol
Topological Polar Surface Area (TPSA) 579.00 Ų
XlogP -8.30
Atomic LogP (AlogP) -9.17
H-Bond Acceptor 38
H-Bond Donor 20
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-4-[(2R,3R,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[(2R,3R,4S,5R)-2-[(1S,2S,3'R,4R,4'R,6R,7R,8R,9R,12R,13R,16R)-7-[[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3',16-dihydroxy-9,13-dimethyl-5'-methylidene-4'-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8103 81.03%
Caco-2 - 0.8657 86.57%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7885 78.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8180 81.80%
OATP1B3 inhibitior + 0.8568 85.68%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9512 95.12%
P-glycoprotein inhibitior + 0.7435 74.35%
P-glycoprotein substrate + 0.7917 79.17%
CYP3A4 substrate + 0.7680 76.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
CYP3A4 inhibition - 0.8845 88.45%
CYP2C9 inhibition - 0.9065 90.65%
CYP2C19 inhibition - 0.9142 91.42%
CYP2D6 inhibition - 0.9374 93.74%
CYP1A2 inhibition - 0.9048 90.48%
CYP2C8 inhibition + 0.8430 84.30%
CYP inhibitory promiscuity - 0.9461 94.61%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5488 54.88%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8977 89.77%
Skin irritation + 0.5679 56.79%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.6664 66.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7883 78.83%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6195 61.95%
skin sensitisation - 0.9109 91.09%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.5915 59.15%
Acute Oral Toxicity (c) III 0.4393 43.93%
Estrogen receptor binding + 0.7529 75.29%
Androgen receptor binding + 0.7623 76.23%
Thyroid receptor binding + 0.6802 68.02%
Glucocorticoid receptor binding + 0.7992 79.92%
Aromatase binding + 0.6648 66.48%
PPAR gamma + 0.8317 83.17%
Honey bee toxicity - 0.5761 57.61%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9699 96.99%

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
CHEMBL226 P30542 Adenosine A1 receptor 99.12% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.77% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.21% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.90% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 95.06% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.05% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.76% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.57% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.34% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 90.68% 92.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 90.06% 92.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.28% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.57% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.44% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 88.19% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.28% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 87.15% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.66% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.57% 91.24%
CHEMBL2243 O00519 Anandamide amidohydrolase 85.53% 97.53%
CHEMBL3401 O75469 Pregnane X receptor 85.51% 94.73%
CHEMBL2581 P07339 Cathepsin D 85.32% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.67% 95.50%
CHEMBL1871 P10275 Androgen Receptor 83.41% 96.43%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.83% 94.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.79% 85.31%
CHEMBL5028 O14672 ADAM10 82.24% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.40% 96.90%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.36% 99.23%

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.
Helleborus orientalis

Cross-Links

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PubChem 102245388
LOTUS LTS0228162
wikiData Q105007369