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[(2S,3R,4R,5R,6S)-5-[(E)-but-2-enoyl]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-4,6-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10S,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 5cc29ed1-1311-42d1-8cf8-047c7601a09e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4R,5R,6S)-5-[(E)-but-2-enoyl]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-4,6-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10S,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) CC=CC(=O)OC1C(C(C(OC1O)OC(=O)C23CCC(CC2C4=CCC5C(C4(CC3O)C)(CCC6C5(CC(C(C6(C)CO)OC7C(C(C(C(O7)C)O)O)O)O)C)C)(C)C)OC8C(C(C(C(O8)C)OC9C(C(C(CO9)O)OC1C(C(C(C(O1)C)O)O)O)O)O)O)O
SMILES (Isomeric) C/C=C/C(=O)O[C@@H]1[C@@H]([C@H]([C@@H](O[C@@H]1O)OC(=O)[C@]23CCC(C[C@H]2C4=CC[C@H]5[C@]([C@@]4(C[C@H]3O)C)(CC[C@@H]6[C@@]5(C[C@@H]([C@H]([C@@]6(C)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)C)C)(C)C)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)O)O)O)O
InChI InChI=1S/C62H98O28/c1-11-12-34(67)84-47-43(76)48(87-53-42(75)39(72)45(26(4)83-53)85-51-44(77)46(30(65)22-80-51)86-52-40(73)37(70)35(68)24(2)81-52)55(89-50(47)78)90-56(79)62-18-17-57(5,6)19-28(62)27-13-14-32-58(7)20-29(64)49(88-54-41(74)38(71)36(69)25(3)82-54)59(8,23-63)31(58)15-16-60(32,9)61(27,10)21-33(62)66/h11-13,24-26,28-33,35-55,63-66,68-78H,14-23H2,1-10H3/b12-11+/t24-,25-,26-,28-,29-,30+,31+,32+,33+,35-,36-,37+,38+,39-,40+,41+,42+,43-,44+,45-,46-,47+,48+,49+,50-,51-,52-,53-,54-,55-,58-,59-,60+,61+,62+/m0/s1
InChI Key JQYAQPLRBMAYFV-MZHJEZPCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C62H98O28
Molecular Weight 1291.40 g/mol
Exact Mass 1290.62446247 g/mol
Topological Polar Surface Area (TPSA) 439.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.49
H-Bond Acceptor 28
H-Bond Donor 15
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5R,6S)-5-[(E)-but-2-enoyl]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-4,6-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10S,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 - 0.8662 86.62%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7393 73.93%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9606 96.06%
P-glycoprotein inhibitior + 0.7438 74.38%
P-glycoprotein substrate + 0.7116 71.16%
CYP3A4 substrate + 0.7443 74.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8808 88.08%
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 + 0.7911 79.11%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8974 89.74%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6678 66.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7506 75.06%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7921 79.21%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8208 82.08%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7429 74.29%
Androgen receptor binding + 0.7546 75.46%
Thyroid receptor binding + 0.6957 69.57%
Glucocorticoid receptor binding + 0.8335 83.35%
Aromatase binding + 0.6567 65.67%
PPAR gamma + 0.8507 85.07%
Honey bee toxicity - 0.6636 66.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
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 99.09% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.91% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.27% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.76% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.76% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.38% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.11% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.80% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.90% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.85% 100.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 87.61% 87.67%
CHEMBL1937 Q92769 Histone deacetylase 2 86.67% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.13% 96.77%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.71% 89.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.13% 97.09%
CHEMBL5028 O14672 ADAM10 85.12% 97.50%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 83.61% 91.65%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.32% 96.61%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.45% 95.17%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.80% 92.78%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.28% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.11% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.03% 95.89%

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.
There are no matching plants.

Cross-Links

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PubChem 162944763
LOTUS LTS0220061
wikiData Q105133743