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(1S,2S,5S,6R,9S,10S,13S,16S,18R)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[(2R)-5,5-dimethyloxolan-2-yl]-10-hydroxy-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one

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 a1709cd3-a364-4097-af52-dc773b5ee9c7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1S,2S,5S,6R,9S,10S,13S,16S,18R)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[(2R)-5,5-dimethyloxolan-2-yl]-10-hydroxy-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5C4=CC(C67C5(CCC6C(OC7=O)(C)C8CCC(O8)(C)C)C)O)C)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)OC1C(C(C(C(O1)CO)O)OC1C(C(C(C(O1)CO)O)OC)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@H]5C4=C[C@@H]([C@@]67[C@]5(CC[C@@H]6[C@](OC7=O)(C)[C@H]8CCC(O8)(C)C)C)O)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)OC)O)O
InChI InChI=1S/C60H96O28/c1-23-45(84-52-44(74)47(37(67)28(21-63)81-52)85-51-43(73)46(76-9)36(66)27(20-62)80-51)40(70)42(72)49(78-23)86-48-38(68)29(82-50-41(71)39(69)35(65)26(19-61)79-50)22-77-53(48)83-33-14-16-57(6)25-18-32(64)60-31(59(8,88-54(60)75)34-13-15-55(2,3)87-34)12-17-58(60,7)24(25)10-11-30(57)56(33,4)5/h18,23-24,26-53,61-74H,10-17,19-22H2,1-9H3/t23-,24-,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+,57-,58+,59-,60+/m1/s1
InChI Key QNJQNJVTBLMYPQ-LVAAXQHRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C60H96O28
Molecular Weight 1265.40 g/mol
Exact Mass 1264.60881240 g/mol
Topological Polar Surface Area (TPSA) 420.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -3.38
H-Bond Acceptor 28
H-Bond Donor 14
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,5S,6R,9S,10S,13S,16S,18R)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[(2R)-5,5-dimethyloxolan-2-yl]-10-hydroxy-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8610 86.10%
Caco-2 - 0.8692 86.92%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8695 86.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8040 80.40%
OATP1B3 inhibitior + 0.8586 85.86%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9560 95.60%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate + 0.6623 66.23%
CYP3A4 substrate + 0.7466 74.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.9217 92.17%
CYP2C9 inhibition - 0.8549 85.49%
CYP2C19 inhibition - 0.8832 88.32%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.9006 90.06%
CYP2C8 inhibition + 0.7655 76.55%
CYP inhibitory promiscuity - 0.8744 87.44%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5327 53.27%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8984 89.84%
Skin irritation - 0.6441 64.41%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7813 78.13%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6637 66.37%
skin sensitisation - 0.9011 90.11%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7850 78.50%
Acute Oral Toxicity (c) I 0.4688 46.88%
Estrogen receptor binding + 0.7884 78.84%
Androgen receptor binding + 0.7673 76.73%
Thyroid receptor binding + 0.6580 65.80%
Glucocorticoid receptor binding + 0.7732 77.32%
Aromatase binding + 0.6582 65.82%
PPAR gamma + 0.8344 83.44%
Honey bee toxicity - 0.5941 59.41%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9567 95.67%

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 97.96% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.13% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.68% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.79% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.57% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.48% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.15% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.66% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.67% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.79% 97.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.54% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.39% 96.77%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 85.99% 92.78%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.86% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 84.90% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.00% 97.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.56% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.31% 89.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.09% 91.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.61% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.40% 95.89%
CHEMBL5028 O14672 ADAM10 80.26% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162848620
LOTUS LTS0213828
wikiData Q105224505