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(2R,3S,4S,5S,6S)-2-[(1S,2S,4S,4'R,5'R,6R,8R,9S,12S,13R,16R)-16-[(2R,4R,5R,6S)-5-[(2S,4S,5R,6S)-4-[(2S,4R,5R)-3,4-dihydroxy-5-[(2S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-4'-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 0bad0071-8469-4d02-a612-04aaddbb0f57
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3S,4S,5S,6S)-2-[(1S,2S,4S,4'R,5'R,6R,8R,9S,12S,13R,16R)-16-[(2R,4R,5R,6S)-5-[(2S,4S,5R,6S)-4-[(2S,4R,5R)-3,4-dihydroxy-5-[(2S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-4'-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1COC2(CC1OC3C(C(C(C(O3)CO)O)O)O)C(C4C(O2)CC5C4(CCC6C5CC=C7C6(CC(C(C7)OC8C(C(C(C(O8)CO)OC9C(C(C(C(O9)CO)O)OC1C(C(C(CO1)OC1C(C(C(C(O1)CO)O)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)C)C)C
SMILES (Isomeric) C[C@@H]1CO[C@@]2(C[C@H]1O[C@H]3[C@H]([C@H]([C@@H]([C@@H](O3)CO)O)O)O)C([C@H]4[C@@H](O2)C[C@@H]5[C@@]4(CC[C@H]6[C@H]5CC=C7[C@@]6(CC([C@@H](C7)O[C@H]8C([C@H]([C@H]([C@@H](O8)CO)O[C@H]9C([C@H]([C@@H]([C@@H](O9)CO)O)O[C@H]1C([C@H]([C@@H](CO1)O[C@H]1C([C@H]([C@@H]([C@@H](O1)CO)O)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O)O)O)O)C)C)C
InChI InChI=1S/C62H100O34/c1-20-18-84-62(12-29(20)86-55-47(79)42(74)37(69)30(13-63)87-55)21(2)36-28(96-62)10-25-23-6-5-22-9-27(26(68)11-61(22,4)24(23)7-8-60(25,36)3)85-57-50(82)45(77)51(34(17-67)91-57)93-59-53(95-58-49(81)44(76)39(71)32(15-65)89-58)52(41(73)33(16-66)90-59)94-54-46(78)40(72)35(19-83-54)92-56-48(80)43(75)38(70)31(14-64)88-56/h5,20-21,23-59,63-82H,6-19H2,1-4H3/t20-,21?,23-,24+,25+,26?,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-/m1/s1
InChI Key NBZCOXFAEAAKIJ-UAGQHYLZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C62H100O34
Molecular Weight 1389.40 g/mol
Exact Mass 1388.6096002 g/mol
Topological Polar Surface Area (TPSA) 534.00 Ų
XlogP -6.30
Atomic LogP (AlogP) -8.76
H-Bond Acceptor 34
H-Bond Donor 20
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5S,6S)-2-[(1S,2S,4S,4'R,5'R,6R,8R,9S,12S,13R,16R)-16-[(2R,4R,5R,6S)-5-[(2S,4S,5R,6S)-4-[(2S,4R,5R)-3,4-dihydroxy-5-[(2S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-4'-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7571 75.71%
Caco-2 - 0.8761 87.61%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8681 86.81%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9291 92.91%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate + 0.6435 64.35%
CYP3A4 substrate + 0.7594 75.94%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9268 92.68%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition + 0.8003 80.03%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9000 90.00%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8563 85.63%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8321 83.21%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8744 87.44%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.8500 85.00%
Androgen receptor binding + 0.7556 75.56%
Thyroid receptor binding + 0.5972 59.72%
Glucocorticoid receptor binding + 0.7307 73.07%
Aromatase binding + 0.6642 66.42%
PPAR gamma + 0.8226 82.26%
Honey bee toxicity - 0.5427 54.27%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9176 91.76%

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 98.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.14% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.54% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 95.93% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.12% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.34% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.98% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.88% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.98% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.43% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.25% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 86.70% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.57% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.51% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.32% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.84% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.66% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 83.81% 97.79%
CHEMBL237 P41145 Kappa opioid receptor 83.13% 98.10%
CHEMBL2581 P07339 Cathepsin D 83.03% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.98% 93.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.97% 94.08%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.58% 96.90%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.04% 86.33%
CHEMBL1914 P06276 Butyrylcholinesterase 80.43% 95.00%

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.
Allium karataviense

Cross-Links

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PubChem 101601161
LOTUS LTS0138901
wikiData Q105177080