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[(2R,3S,4R,5R)-3-acetyloxy-5-(acetyloxymethyl)-4-hydroxyoxolan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-11-hydroxy-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 7c1b4c38-cf05-4aff-9fe2-ee2e94a05454
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3S,4R,5R)-3-acetyloxy-5-(acetyloxymethyl)-4-hydroxyoxolan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-11-hydroxy-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) CC(=O)OCC1C(C(C(O1)OC(=O)C23CCC(CC2C4=CCC5C(C4(CC3OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(O7)CO)O)O)C)(CCC8C5(CC(C(C8(C)CO)OC9C(C(C(C(O9)CO)O)O)O)O)C)C)(C)C)OC(=O)C)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H](O1)OC(=O)[C@]23CCC(C[C@H]2C4=CC[C@H]5[C@]([C@@]4(C[C@H]3O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@@H]7[C@H]([C@@H]([C@H](O7)CO)O)O)C)(CC[C@@H]8[C@@]5(C[C@@H]([C@@H]([C@@]8(C)CO)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)C)C)(C)C)OC(=O)C)O
InChI InChI=1S/C56H88O26/c1-23(61)73-21-31-38(67)43(74-24(2)62)49(78-31)82-50(72)56-14-13-51(3,4)15-26(56)25-9-10-33-52(5)16-27(63)45(81-47-42(71)39(68)35(64)28(18-57)76-47)53(6,22-60)32(52)11-12-54(33,7)55(25,8)17-34(56)79-48-44(40(69)36(65)29(19-58)77-48)80-46-41(70)37(66)30(20-59)75-46/h9,26-49,57-60,63-71H,10-22H2,1-8H3/t26-,27-,28+,29+,30+,31+,32+,33+,34+,35+,36+,37+,38+,39-,40-,41-,42+,43-,44+,45-,46+,47-,48-,49+,52-,53-,54+,55+,56+/m0/s1
InChI Key DMBFNBZIKZBVJY-VJFDJOASSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H88O26
Molecular Weight 1177.30 g/mol
Exact Mass 1176.55638291 g/mol
Topological Polar Surface Area (TPSA) 407.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -2.70
H-Bond Acceptor 26
H-Bond Donor 13
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R)-3-acetyloxy-5-(acetyloxymethyl)-4-hydroxyoxolan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-11-hydroxy-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 - 0.8712 87.12%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7961 79.61%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9072 90.72%
P-glycoprotein inhibitior + 0.7489 74.89%
P-glycoprotein substrate - 0.5143 51.43%
CYP3A4 substrate + 0.7337 73.37%
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 + 0.7517 75.17%
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 - 0.8995 89.95%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7035 70.35%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8102 81.02%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.4580 45.80%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.7667 76.67%
Androgen receptor binding + 0.7561 75.61%
Thyroid receptor binding + 0.5887 58.87%
Glucocorticoid receptor binding + 0.7952 79.52%
Aromatase binding + 0.6078 60.78%
PPAR gamma + 0.8262 82.62%
Honey bee toxicity - 0.6715 67.15%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6550 65.50%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.21% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.74% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.56% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.02% 97.36%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.15% 96.61%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 89.19% 91.65%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.91% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.52% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.22% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 87.03% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.61% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.55% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.43% 86.92%
CHEMBL5255 O00206 Toll-like receptor 4 86.34% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.63% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.23% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.63% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.54% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.03% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.54% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 81.93% 94.73%
CHEMBL5028 O14672 ADAM10 81.62% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.60% 92.62%

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 163064256
LOTUS LTS0210017
wikiData Q104985013