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[(2S,3R,4S,5R,6R)-5-[(3S)-3-acetyloxybutanoyl]oxy-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-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-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 ba524b26-24a5-49e3-a0c4-8c1f9d91ede7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5R,6R)-5-[(3S)-3-acetyloxybutanoyl]oxy-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-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-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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(COC(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)C)O)O)O)O)C)C)(C)C)C)OC(=O)CC(C)OC(=O)C)O)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](CO[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)C)O)O)O)O)C)C)(C)C)C)OC(=O)C[C@H](C)OC(=O)C)O)C)O)O)O)O
InChI InChI=1S/C65H104O29/c1-25(84-30(6)67)19-38(71)89-50-29(5)88-58(52(47(50)80)92-56-46(79)43(76)49(28(4)87-56)90-54-48(81)51(34(69)23-83-54)91-55-44(77)41(74)39(72)26(2)85-55)94-59(82)65-18-17-60(7,8)20-32(65)31-13-14-36-61(9)21-33(68)53(93-57-45(78)42(75)40(73)27(3)86-57)62(10,24-66)35(61)15-16-63(36,11)64(31,12)22-37(65)70/h13,25-29,32-37,39-58,66,68-70,72-81H,14-24H2,1-12H3/t25-,26-,27-,28-,29+,32-,33-,34+,35+,36+,37+,39-,40-,41+,42+,43-,44+,45+,46+,47-,48+,49-,50-,51-,52+,53-,54-,55-,56-,57-,58-,61-,62-,63+,64+,65+/m0/s1
InChI Key UULZQEDPSBKJGY-OWZILKGHSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C65H104O29
Molecular Weight 1349.50 g/mol
Exact Mass 1348.66632728 g/mol
Topological Polar Surface Area (TPSA) 445.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.65
H-Bond Acceptor 29
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 [(2S,3R,4S,5R,6R)-5-[(3S)-3-acetyloxybutanoyl]oxy-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-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-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 + 0.7601 76.01%
Caco-2 - 0.8642 86.42%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7362 73.62%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9707 97.07%
P-glycoprotein inhibitior + 0.7439 74.39%
P-glycoprotein substrate + 0.7373 73.73%
CYP3A4 substrate + 0.7431 74.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7691 76.91%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7425 74.25%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7352 73.52%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.4585 45.85%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.6862 68.62%
Androgen receptor binding + 0.7591 75.91%
Thyroid receptor binding + 0.7037 70.37%
Glucocorticoid receptor binding + 0.8334 83.34%
Aromatase binding + 0.6646 66.46%
PPAR gamma + 0.8389 83.89%
Honey bee toxicity - 0.6621 66.21%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.9585 95.85%

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 99.05% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.63% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 97.32% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.65% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.25% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.68% 96.77%
CHEMBL2581 P07339 Cathepsin D 91.53% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.20% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.08% 95.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.80% 97.21%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 88.70% 92.78%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.51% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.36% 86.33%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 87.53% 87.67%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 86.78% 91.65%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.49% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.87% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.75% 95.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.43% 95.71%
CHEMBL1937 Q92769 Histone deacetylase 2 85.31% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.24% 97.09%
CHEMBL5028 O14672 ADAM10 84.39% 97.50%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.34% 88.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.27% 95.89%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 83.10% 95.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.51% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.09% 92.62%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.86% 81.11%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.55% 89.44%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.15% 94.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.90% 89.67%

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.
Bellis perennis

Cross-Links

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PubChem 102206910
LOTUS LTS0110087
wikiData Q105279449