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[(2S,3R,4S,5R,6R)-5-acetyloxy-3-[(2S,3S,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)-4-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 324296a3-d83c-4ab4-bdac-d4ac28523710
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5R,6R)-5-acetyloxy-3-[(2S,3S,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)-4-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C2O)OC3C(OC(C(C3O)O)OC4C(C(C(OC4OC(=O)C56CCC(CC5C7=CCC8C(C7(CC6O)C)(CCC9C8(CC(C(C9(C)CO)OC1C(C(C(C(O1)CO)O)O)O)O)C)C)(C)C)C)OC(=O)C)O)C)CO)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)O[C@H]2[C@H](O[C@H]([C@@H]2O)O[C@@H]3[C@H](O[C@H]([C@H]([C@H]3O)O)O[C@@H]4[C@H]([C@H]([C@H](O[C@H]4OC(=O)[C@]56CCC(C[C@H]5C7=CC[C@H]8[C@]([C@@]7(C[C@H]6O)C)(CC[C@@H]9[C@@]8(C[C@@H]([C@@H]([C@@]9(C)CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C)C)(C)C)C)OC(=O)C)O)C)CO)O)O)O
InChI InChI=1S/C61H98O28/c1-23-35(68)37(70)40(73)50(79-23)86-47-31(21-63)84-53(44(47)77)85-45-24(2)80-51(42(75)39(45)72)87-48-43(76)46(82-26(4)65)25(3)81-54(48)89-55(78)61-16-15-56(5,6)17-28(61)27-11-12-33-57(7)18-29(66)49(88-52-41(74)38(71)36(69)30(20-62)83-52)58(8,22-64)32(57)13-14-59(33,9)60(27,10)19-34(61)67/h11,23-25,28-54,62-64,66-77H,12-22H2,1-10H3/t23-,24-,25-,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+,57+,58+,59-,60-,61-/m1/s1
InChI Key AFHVRQTUYFJTGS-XDZDFZOBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C61H98O28
Molecular Weight 1279.40 g/mol
Exact Mass 1278.62446247 g/mol
Topological Polar Surface Area (TPSA) 439.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -3.00
H-Bond Acceptor 28
H-Bond Donor 15
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6R)-5-acetyloxy-3-[(2S,3S,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)-4-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8427 84.27%
Caco-2 - 0.8702 87.02%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7405 74.05%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9591 95.91%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate + 0.5941 59.41%
CYP3A4 substrate + 0.7358 73.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.8187 81.87%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.9259 92.59%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.9133 91.33%
CYP2C8 inhibition + 0.7292 72.92%
CYP inhibitory promiscuity - 0.9476 94.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4689 46.89%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8978 89.78%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.8070 80.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7419 74.19%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8727 87.27%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6658 66.58%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.7703 77.03%
Androgen receptor binding + 0.7544 75.44%
Thyroid receptor binding + 0.6649 66.49%
Glucocorticoid receptor binding + 0.8219 82.19%
Aromatase binding + 0.6426 64.26%
PPAR gamma + 0.8403 84.03%
Honey bee toxicity - 0.6668 66.68%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.9692 96.92%

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 99.15% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 97.75% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.65% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.63% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.77% 94.45%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.63% 81.11%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 89.39% 87.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.16% 86.33%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 88.85% 91.65%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.83% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.66% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.90% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.07% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.49% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.77% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.32% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.69% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.59% 85.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.13% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.64% 86.92%
CHEMBL2581 P07339 Cathepsin D 83.58% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 83.40% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 82.37% 94.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.35% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.97% 94.33%
CHEMBL5028 O14672 ADAM10 81.51% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.02% 95.89%

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 162889249
LOTUS LTS0041425
wikiData Q104911235